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XII

International
Workshop on
Sensors and
Molecular
Recognition
5 y 6 de Julio de 2018
Salón de grados Facultad de Farmacia
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

COMITÉ ORGANIZADOR

PRESIDENTA: Ana Mª Costero Nieto

Vocales: Margarita Parra Alvarez


Pablo Gaviña Costero
Raúl Gotor Candell
Samuel Ceballos Fernandez
María Manconi
Carlos Martínez Aquino
Estefanía Almenar Sanchez
Eva Mª Brun Sánchez
Tania Godoy

COMITÉ CIENTÍFICO
Ana Mª Costero
Ramón Martínez-Mañez
Rurack Knut
Jurriaan Huskens
Carla Caddeo
Salvador Sagrado Vives
Matilde Merino Sanjuan

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

INDICE
Página

Programa Científico 7
Conferencias Plenarias 11
Comunicaciones Orales 23
Comunicaciones en Póster 45
Relación de participantes 147

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

PROGRAMA CIENTÍFICO

Jueves, 5 de Julio de 2018

SESIÓN DE MAÑANA

8.30 – 9.00h Entrega de Documentación

9.00 – 9.15h Apertura

Presidida por la Vicerrectora de Innovación y Transferencia


de la Universitat de Valencia, Mª Dolores Real García

9.15 – 10.15h Conferencia Plenaria

Multivalent interactions: From molecular design to biological


function
Jurriaan Huskens

10.15 – 11.00h Primera Sesión de Comunicaciones Orales:

Moderador: Ana María Costero Nieto

O-01 Revisiting the synthesis of magnetic mesoporous silica


Santiago Sánchez Cabezas, Vicent Esteve Moya, Félix Sancenón Galarza y
Ramón Martínez-Máñez
O-02 Nanopartículas de oro funcionalizadas con ciclodextrinas para la detección
de neurotransmisores
Jonathan Álvarez García, Carlos Martínez Aquino, Ana M. Costero Nieto,
Pablo Gaviña Costero
O-03 Bacterial Population Control by Nanostructured Macroscopic Materials
Roser Montagud-Martinez, Guillermo Rodrigo, Rafael Ballesteros-Garrido

11.00 – 11.30h Pausa Café

11.30 – 12.30h Segunda Sesión de Comunicaciones Orales:

Moderador: Pablo Gaviña Costero

O-04 Sensores para la detección de CO basados en la generación de cumarinas


María Benítez, Estefanía Almenar, Pablo Gaviña, Ana M. Costero
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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

O-05 Inhibitor effect of a fluoromethychalcone derivative on caspase-1


activation in msu-induced gouty arthritis model
Laura Catalán, Mª Carmen Terencio, Mª Luisa Ferrándiz, Mª José Alcaraz
O-06 Modified carbon foams with sensing properties for the detection of
polyphenols
Cristina. Fernandez-Blanco, C. Garcia-Cabezon, M. L. Rodriguez-Mendez
O-07 Photochemical anchoring of thiolated nucleic acids to C-F bond on surfaces
for microarraying
Pilar Jiménez-Meneses, María-José Bañuls, Rosa Puchades, Ángel
Maquieira

12.30 – 13.30h Conferencia Plenaria

Glycodendritic structures as tools in chemical biology


Javier Rojo

13.30 – 15.30h Comida

SESIÓN DE TARDE

15.30 – 16.30h Conferencia Plenaria

New antigenic determinants and nanostructures for


diagnosis of IgE-mediated drug allergic reactions
María Isabel Montañez Vega

16.30 – 17.45h Tercera Sesión de Comunicaciones Orales

Moderador: Angel Maqueira

O-08 Diseño de un escáner low cost basado en sensor RGB


Jorge Lorente Benítez, Patricia Noguera, Pilar Aragón, Rafael Masot,
Miguel Alcañiz
O-09 eNose technology for non-invasive diagnostic of prostate cancer.
Preliminary study
Talens Felis, Juan.B; Sebastià Fabregat, N.; Pelegrí-Sebastià, J.; Sogorb
Devesa, T.; Loras Monfort, A.; Ruiz-Cerdá, J.L.
O-10 Nanosensor based on enzyme-mediated labelled-oligonucleotide release
from Au-mesoporous silica nanoparticles for the fluorometric detection of
urea
Antoni Llopis-Lorente, Reynaldo Villalonga, Ramón Martínez-Máñez,
and Félix Sancenón
O-11 Caracterización de rutas metabólicas alteradas en el cáncer de vejiga a
través de análisis metabolómicos y transcriptómicos de muestras tisulares e
identificación de metabolitos urinarios como potenciales biomarcadores

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Alba Loras, Mª Carmen Martinez, Jesús Maria Paramio, Guillermo


Quintás, Salvador Gil, Ramón Martinez, Cristian Suarez, José L. Ruiz-
Cerdá
O-12 Detection of mRNA biomarkers using graphene oxide and upconversion
nanoparticles
María Isabel Lucío, Davide Giust, Patrick Vilela, Afaf H. El-Sagheer, Tom
Brown, Lorraine E. Williams, Otto L. Muskens, Antonios G. Kanaras

17.45 – 18.30h Sesión de Pósters

Viernes, 6 de Julio de 2018

SESIÓN DE MAÑANA

9.15 – 10.15h Conferencia Plenaria

Stem cell-niche biology in the adult brain


Isabel Fariñas

10.15 – 11.00h Cuarta Sesión de Comunicaciones Orales:

Moderador: Salvador Gil Grau

O-13 Ring-assisted enantioselective synthesis of interlocked β-lactams


Alberto Martinez-Cuezva, Mateo Alajarin, Jose Berná
O-14 Passion fruit-like nano-architectures: synthesis, applications and
perspectives as sensors
Salvador Pocoví-Martínez, Domenico Cassano and Valerio Voliani
O-15 Desarrollo de sensores para la detección de neurotransmisores en medios
biológicos
Silvia Rodríguez, Samuel A. Ceballos, Margarita Parra, Ana M. Costero

11.00 – 11.30h Pausa Café

11.30 – 12.30h Quinta Sesión de Comunicaciones Orales:

Moderador: Virginia Merino Sanjuan

O-16 In-situ biofunctionalization and label-free protein detection using a


nanophotonic biosensor
Jad Sabek, Luis Torrijos-Morán, María-José Bañuls, Zeneida Díaz-
Betancor, Ángel Maquieira, Jaime García-Rupérez

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O-17 Study of the photoisomerization of a rotaxane-based molecular shuttle with


a non-conventional topology
Adrian Saura-Sanmartin, Alberto Martinez-Cuezva, Aurelia Pastor, Mateo
Alajarin, Jose Berna
O-18 Study of water behaviour with dielectric spectroscopy of poultry meat
during hot air drying
J. A. Tomas-Egea, M. Castro-Giraldez, R.Colom, P. J. Fito
O-19 Optimizing Procedures for Isolation and Separation of Extracellular
Vesicles from Adipose Tissue-derived Mesenchymal Stem Cell
Vázquez Mª José, Tofiño-Vian M , Guillén MI and Alcaraz MJ

12.30 – 13.30h Conferencia Plenaria

Functionalized nanomedicines for cell-driven recognition


drug delivery
Bruno Sarmento

13.30 – 13.45h Clausura

SESIÓN DE PÓSTERS
Los pósters deberán estar colocados:
desde el Jueves 5 de Julio a las 9.30h hasta el Viernes 6 de Julio a las 13.45h.

LIBRO DE RESÚMENES
El plazo de presentación de los resúmenes de las comunicaciones para la edición
del libro finalizará el próximo día 17 de Septiembre.
El formato debe ser como los abstracts pero con una extensión de 4 o 5 hojas.

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CONFERENCIAS PLENARIAS

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Multivalent interactions: From molecular design to biological function

Jurriaan Huskens
University of Twente, MESA+ Institute for Nanotechnology,
Molecular Nanofabrication group, Enschede, The Netherlands

Multivalency is the phenomenon that describes the interaction between multivalent receptors and
multivalent ligands. It is well known to play a pivotal role in biochemistry, particularly in protein-
carbohydrate interactions, both in solution (e.g. at pentavalent cholera toxins) and at interfaces
(e.g. for the infection of cells by the attachment of viruses or bacteria to cell membranes).1-3 In
particular in the latter case, multivalency is often poorly understood in a quantitative sense.4

Supramolecular host-guest chemistry has been well established in solution, but its use at
interfaces remains limited to for example sensor development for specific guest compounds. In
order to build assemblies at surfaces through supramolecular interactions for nanotechnological
applications, other demands have to be met, such as larger thermodynamic and kinetic stabilities
of the assemblies. For many supramolecular motifs, this inevitably leads to the use of multivalent
interactions.2,4

A key point of the current presentation will be the transition area between slowly and rapidly
exchanging multivalent interactions, and their influence on the dynamics and overall functioning of
supramolecular systems, both in solution and on surfaces. It will be explained how this concept
can lead to the design of artificial systems (see Figure) to study the interaction between influenza
and a cell surface, which together provide a deeper understanding of this interaction.

References
1. M. Mammen, S.-K. Choi, G. M. Whitesides, Angew. Chem. Int. Ed. 1998, 37, 2754
2. A. Mulder, J. Huskens, D. N. Reinhoudt, Org. Biomol. Chem. 2004, 2, 3409
3. C. Fasting, C. A. Schalley, M. Weber, O. Seitz, S. Hecht, B. Koksch, J. Dernedde, C.
Graf, E.-W. Knapp, R. Haag, Angew. Chem. Int. Ed. 2012, 51, 10472
4. J. Huskens, A. Mulder, T. Auletta, C. A. Nijhuis, M. J. W. Ludden, D. N. Reinhoudt, J.
Am. Chem. Soc. 2004, 126, 6784

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GLYCODENDRITIC STRUCTURES AS TOOLS IN CHEMICAL BIOLOGY

Javier Rojo1
1
Instituto de Investigaciones Químicas, CSIC – Universidad de Sevilla. Av. Américo
Vespucio 49, 41092 Seville, Spain E-mail: javier.rojo@iiq.csic.es

Carbohydrates, Lectins, Molecular Recognition


Glycans encode a large amount of molecular information that is decoded by particular
receptors named lectins, proteins able to read out this information through the interaction
with these glycans. These glycans play a key role in several natural and pathological
processes such as embryogenesis, cell-differentiation, inflammation, tumor metastasis,
etc. Their interaction with lectins is highly selective but weak although Nature overcomes
this weak affinity by a multivalent presentation of carbohydrates [1].
The complexity of the glycan structures present in nature, their heterogeneity, and the
difficulty to synthesize in the laboratory these complex molecules in sufficient amount to
perform functional studies demand strategies to generate simple but efficient synthetic
models. Moreover, these synthetic models have to be multivalent tools to study and
intervene in these biological processes where carbohydrates are involved.
Our group has synthesized dendritic structures functionalized with carbohydrates using
several scaffolds such as small molecules, fullerenes or viral-like particles affording
glycodendritic structures with different size, valency, presentation, and type of ligand. The
activity of these glycodendritic structures has been evaluated in cell infection models [2]
as well as in the development of synthetic vaccines against allergy [3].

References
[1] A. Varki. Glycobiology. 2017, 27,3-49.
[2] a) J. Luczkowiak, et al. Bioconjugate Chem. 2011, 22, 1354–1365; b) R. Ribeiro-
Viana, et al. Nature Commun. 2012, 3:1303 ; c) J. Luczkowiak, et al. Biomacromolecules
2013, 14, 431-437; d) A. Muñoz, el al. Nature Chem. 2016, 8, 50-57; e) B.M. Illescas, J.
Rojo, R. Delgado, N. Martín. J. Am. Chem. Soc., 2017, 139, 6018-6025.
[3] a) W. Kowalczyk, A. Mascaraque, M. Sánchez-Navarro, J. Rojo, D. Andreu. Eur. J.
Org. Chem. 2012, 4565-4573; b) A. Mascaraque, W. Kowalczyk, T. Fernández, L.
Mayorga, D. Andreu, J. Rojo. MedChemComm 2015, 6, 1755-1760; c) M.J. Rodríguez, et
al. Mol, Nut. Food Res. 2017, 61, 1700097.

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New antigenic determinants and nanostructures for diagnosis of IgE-


mediated drug allergic reactions

Maria Isabel Montañez


IBIMA-Regional University Hospital of Malaga-UMA. Málaga, Spain
BIONAND—Andalusian Centre for Nanomedicine and Biotechnology. Málaga, Spain

Drugs are low molecular weight substances which cannot cause an immune response
unless they are covalently conjugated to proteins. The nature of both the carrier molecule
and the antigenic determinant will influence immunoglobulin E (IgE) molecular
recognition.
On one hand, understanding how the drug is metabolized after protein conjugation is
important to advance diagnosis of clinical allergy. Structural studies of betalactam-protein
adducts are difficult to perform and for some drugs have never been addressed
successfully. Our approach is to identify the antigenic determinant structures by designing
and synthesizing the proposed skeletons that remain linked to the carrier protein after
chemical degradation of the drugs (cephalosporin, clavulanic acid). On the other hand,
synthetic hapten-carrier conjugates, structurally comparable to those formed in vivo
(hapten-protein), with a structural control and a reproducible manner of preparation are
considered necessary for the development of diagnostic tools. The structural precision
and tunable properties of dendrimers can be used for this task.
This talk will be focused on progress in the characterisation of new antigenic determinants
and materials for immunoassay applications, focusing on the development of
methodologies to prepare chemically controlled and reproducible dendritic substrate
surfaces. These structures appear to mimic conjugates formed in vivo. Moreover, they
can be used for in vitro quantification of IgE, thus avoiding the need for invasive in vivo
tests. Relevant conclusions in terms of diagnosis can be obtained from clinical evaluation
of these materials.

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Stem cell-niche biology in the adult brain

Isabel Fariñas
1
Centro de Investigación Biomédica en Red sobre Enfermedades Neurodegenerativas
(CIBERNED), 2Departamento de Biología Celular, Biología Funcional y Antropología
Física
3
Estructura de Recerca Interdisciplinar en Biotecnologia i Biomedicina (ERI
BIOTECMED), Universidad de Valencia, 46100 Burjassot, Spain.

Adult stem cells are found at specific locations and their behavior and lifelong
maintenance is regulated by both cell intrinsic factors and signals from the
microenvironment or niche in which they reside. Astrocyte-like neural stem cells (NSC)
continually produce new neurons and oligodendrocytes in two discrete neurogenic niches
of the adult mammalian brain, the subgranular zone and the subependymal zone (SEZ).
The potential of NSCs for brain repair is fueling the concept of stem cell niches as
druggable targets for restorative therapies. However, stem cell niches are still poorly
characterized due to the complexity of the interactions between stem cells and their
neighbors and to the dynamic changes required for the continuous production of new
cells. In the adult SEZ, different elements, including innervation, irrigating vasculature and
the cerebrospinal fluid, appear to play important roles in the regulation of NSC behavior,
but the signalling pathways involved are still under investigation. Despite the presence of
a blood-brain physical barrier, NSC behavior can be modulated also by circulating factors,
in ways that are far from understood. In addition, increasing evidence indicates that
remote lesions outside the central nervous system can activate NSCs through the
engagement of systemic innate immune responses that are transduced to the brain.
Therapeutic approaches for the activation of endogenous NSCs will necessarily require
ways to deliver specific signals to neurogenic niches.

Funding: MINECO/ISCIII (SAF, CIBERNED, TERCEL) and Generalitat Valenciana


(Prometeo). Work in the laboratory of I.F. is supported by the Fundación Botín-Banco
Santander.

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Functionalized nanomedicines for cell-driven recognition drug delivery

Bruno Sarmento
1
i3S -Instituto de Investigação e Inovação em Saúde and INEB - Instituto de Engenharia
Biomédica, Portugal
2
CESPU, Instituto de Investigação e Formação Avançada em Ciências e Tecnologias da
Saúde, Instituto Universitário de Ciências da Saúde Portugal.

keywords: Cell-Material interaction; Drug delivery; Functional nanomedicines; Targeted


nanoparticles
In drug delivery field, bioavailability and specificity are key challenges in the establishment
of advanced products. Nanoparticles have been proposed by our group as valid
approaches to provide successful systems to deliver drugs to their site of action. Besides
the proper control of nanoparticle matrix to provide a suitable release of drug payload, the
surface of nanoparticles has a major impact on the interaction with biological barriers and
cell membranes.
We have studied thoroughly the interaction of nanoparticles with cells and mucus
regarding their adhesive properties that modulates their mucoadhesive behaviour,
ultimately related with passive targeting to mucosae. Understanding how nanosystems
interact with individual mucin chains and the 3D structure of mucus is paramount, as a
passive functionalization of nanoparticles may concerns, exploring different biomaterials
as mucus-modulators. Our active targeting approach for nanoparticles has been focused
on ligand molecules attached to the surface of nanoparticles to increase the probability of
binding to unregulated cell membrane receptors in key local effector sites. New and less-
explored receptors are being targeted in engineered nanosystems, providing enhanced
local and intracellular levels of drugs, without compromise the safety of the systems.
In this talk, application of nanosystems for mucosal delivery of drugs with physiological
and social impact, developed in our research group, will be presented. The surface
modification of nanomaterials with targeting moieties, from biological biomacromolecules
to biopolymers, has been successfully attained.

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COMUNICACIONES ORALES

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O-01
Revisiting the synthesis of magnetic mesoporous silica nanoparticles
1 2 1,3 1,3
Santiago Sánchez Cabezas , Vicent Esteve Moya , Félix Sancenón Galarza y Ramón Martínez-Máñez
1
Instituto Inter. de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM), Universitat
Politècnica de València. Camino de Vera s/n. 46022 Valencia, Spain- santiago.sanchez@idm.upv.es
2
AVMcybernetics and Microsystems
3
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN), Instituto de Salud Carlos III

Nanomedicine is a multidisciplinary area that applies nanotechnology to solve some of the


problems that medicine is currently facing. In particular, the use of nanoparticles has
revolutionized the study of biological processes at the cellular and molecular level and has
provided an attractive tool for the treatment and diagnosis of different diseases.1
Accordingly, the design and production of this nanodevices has grown exponentially in the
last decades, leading to a whole range of nanoparticles with all kind of compositions, sizes
and properties.2 However, the mounting number of publications dealing with the design of
new nanodevices has not been reflected in the number of approved clinical treatments,
showing a poor translation of results from the lab to the clinic.3,4 One of the reasons for
this is the difficulty of predicting how a specific nanodevice is going to interact with a
living organism.
The design of effective nanodevices relies on a better understanding of cell-nanoparticle
interactions, which requires nanoparticles with well-defined physico-chemical properties
such as size, composition and surface chemistry. To control these properties at the
nanoparticle level results increasingly challenging due to the complexity of new multi-
functional nanodevices. For this reason, reliable synthetic procedures are required.
The scope of this project was to study the synthesis of core-shell magnetic mesoporous
silica nanoparticles (M-MSNs), which are attractive multi-functional nanodevices for both
therapeutic (drug delivery, hyperthermia) and diagnostic applications (MRI, optical
imaging).5 Reaction parameters were investigated in order to identify those which have a
major contribution on the final nanoparticle physico-chemical properties. Optimization of
these reaction parameters led to monodisperse M-MSNs with uniform size and shape. The
resulting nanoparticles were fully characterized and are presented as multi-functional
nanodevices with promising applications in nanomedicine.

(1) Taylor-Pashow, K. M. L.; Della Rocca, J.; Huxford, R. C.; Lin, W. Chem. Commun.
(Camb). 2010, 46 (32), 5832–5849.
(2) Khan, I.; Saeed, K.; Khan, I. Arab. J. Chem. 2017.
(3) Zhang, R. X.; Li, J.; Zhang, T.; Amini, M. A.; He, C.; Lu, B.; Ahmed, T.; Lip, H.; Rauth,
A. M.; Wu, X. Y. Acta Pharmacol. Sin. 2018, 39 (5), 1–20.
(4) Hare, J. I.; Lammers, T.; Ashford, M. B.; Puri, S.; Storm, G.; Barry, S. T. Adv. Drug
Deliv. Rev. 2017, 108, 25–38.
(5) Wang, Y.; Gu, H. Adv. Mater. 2014, 1–10.

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O-02
NANOPARTÍCULAS DE ORO FUNCIONALIZADAS CON
CICLODEXTRINAS PARA LA DETECCIÓN DE NEUROTRANSMISORES

Jonathan Álvarez García1,2, Carlos Martínez Aquino1,2, Ana M. Costero Nieto1,2,3, Pablo
Gaviña Costero1,2,3
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM). Universidad Politècnica de València, Universitat de València, Doctor
Moliner 50, Burjassot, 46100, Valencia, Spain.
2
Departamento de Química Orgànica, Universitat de València, Doctor Moliner 50,
Burjassot, 46100, Valencia, Spain.
3
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN), Spain.

Palabras clave: Nanopartículas de oro, ciclodextrinas, neurotransmisores


Los neurotransmisores son moléculas endógenas, de estructura y complejidad variada,
que actúan como mensajeros químicos durante la sinapsis. En el cuerpo humano,
desajustes en los niveles normales de estos compuestos se relacionan con diferentes
enfermedades, como pueden ser la Esquizofrenia o el Parkinson [1]. Es por ello que la
detección de neurotransmisores se
ha convertido en un campo de
especial interés.
Por otro lado, las nanopartículas de
oro (AuNPs) han sido ampliamente
utilizadas en el desarrollo de
sensores colorimétricos, debido a
sus especiales propiedades
optoelectrónicas [2]. Las
ciclodextrinas (CD), oligosacáridos
cíclicos compuestos por unidades
de α-D-glucopiranosa, han
demostrado poseer grandes
propiedades para formar complejos
de inclusión, constituyendo una
herramienta de gran utilidad en la
química supramolecular [3].
En este trabajo se propone el desarrollo de sistemas basados en nanopartículas de oro
funcionalizadas con ciclodextrinas, de manera que la formación de complejos de
inclusión 2:1 con los neurotransmisores induzca la agregación de las AuNPs y
consecuentemente se dé un cambio de color en la disolución.
Referencias
[1] Jonathan W. Steed, Jerry L. Atwood. Supramolecular Chemistry. 2nd Edition, John
Wiley & Sons, 2009
[2] Y. Yeh, B. Creran, V.M. Rotello. Nanoscale, 2012, 4, 1871-1880.
[3] G. Crini, Chem. Rev. 2014, 114, 10940−10975

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O-03
Bacterial Population Control by Nanostructured Macroscopic Materials

Roser Montagud-Martinez, Guillermo Rodrigo, Rafael Ballesteros-Garrido

I2SysBio CSIC/UVEG C/ Catedrático José Beltrán, 2


46980 Paterna València rafael.ballesteros-garrido@uv.es

3 keywords: Metal-Organic Frameworks, Drug Release, Cell Growth


The uncontrolled bacterial propagation is at the base of many significant diseases. The
most studied treatments focus on the administration of antibiotics, orally, intravenously
and in some cases cutaneous. However, this does not always give good results because
the effect of the antibiotic does not act decisively on the focus of infection or because the
bacteria are resistant. The nanomaterials have emerged in recent years as new efficient
and programmable elements for the distribution of biochemical compounds on demand in
different biological contexts.[1] These developments have focused on obtaining
nanometer-scale materials, which are difficult to control once disseminated. Herein we
explore the construction of macroscopic and nanostructured materials based on copper,
which can serve for long time copper liberation and also as containers for antibiotic
molecules. Certainly, the development of such materials offers new biomedical horizons.[2]
Because of the inherent properties of copper, biocide and antiviric activity, the
construction meta stable copper-based materials that slowly degrade yielding to free
copper (II) atoms presents an important challenge.

[1] E. Aznar, M. Oroval L. Pascual, JR, Murguía, R. Martínez-Máñez, F. Sancenón Chem. Rev.
2016, 116, 561-718.
[2] P. Horcajada, T. Chalati, C. Serre et al. Nature Mat. 2010, 9, 172–178.

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O-04
SENSORES PARA LA DETECCIÓN DE CO BASADOS EN LA
GENERACIÓN DE CUMARINAS

María Benítez1, Estefanía Almenar1, Pablo Gaviña1,2,3, Ana M. Costero*1,2,3


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València, Universitat de València; Doctor
Moliner 50, 46100, Burjassot, Valencia, España. mabebe6@alumni.uv.es
2
Departamento de Química Orgánica, Universitat de València, Doctor Moliner 50, 46100,
Burjassot, Valencia, España.
3
CIBER de Bioingenierıía, Biomateriales y Nanomedicina (CIBER-BBN), España.

Palabras clave: CO, Cumarina, Complejo paladio


El monóxido de carbono es un gas neurotransmisor que se produce mediante el
metabolismo del grupo hemo y que juega un papel importante en la regulación de
funciones celulares y psicológicas. De esta forma, su detección en sistemas biológicos
supone un gran interés en diversos campos científicos.
Las cumarinas son compuestos orgánicos que presentan una propiedad denominada
“two-photons absortion” (TPA), es decir, llevan a cabo la absorción simultánea de dos
fotones para pasar del estado fundamental al excitado. Así, la energía emitida por estos
compuestos es mayor a la absorbida.
A partir de esto, se ha llevado a cabo la síntesis de dos sensores basados en complejos
de paladio tetracoordinados. Al colocar estos complejos en contacto con el CO, se
espera la inserción de este y la posterior eliminación reductora que daría lugar a la
formación de la cumarina. Debido a que el complejo precursor no posee propiedades
TPA y sí las cumarinas, la aparición de este fenómeno puede ser usado para verificación
de detección de CO.
CF3
CF3
CO
N

Pd
N O
N N O O

Ph
CO
N N
Pd
O

O O

Referencias
[1] N. Abeyrathna, K. Washington, C. Bashur, Y. Liao. Org. Biomol. Chem. 2017, 15,
8692-8699.
[2] K. Sasano, J. Takaya, N. Iwasawa. J. Am. Chem. 2013, 135, 10954-10957.
[3] J. Ferguson, F. Zeng, H. Alper. Org. Lett. 2012, 14, 5602-5605.

28
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

O-05
INHIBITOR EFFECT OF A FLUOROMETHYCHALCONE DERIVATIVE ON
CASPASE-1 ACTIVATION IN MSU-INDUCED GOUTY ARTHRITIS MODEL
Laura Catalán1,2, Mª Carmen Terencio1,2, Mª Luisa Ferrándiz1,2, Mª José Alcaraz1,2.
1
Departament de Farmacologia, Facultat de Farmàcia, Universitat de València, Av.
Vicent Andrés Estelles S/N 46100 Burjassot (València)
2
IDM, Instituto Interuniversitario de reconocimiento Molecular y Desarrollo Tecnológico
(IDM), Universitat de València, Dr. Moliner,50, 46100 Burjassot (València)
laura.catalan@uv.es

keywords: Caspase-1; MSU; gouty arthritis model


The inflammatory process includes the participation of many factors, such as the pro-
inflammatory cytokine IL-1β, which require post-translational processing by active
caspase-1 to generate their active forms. Caspase-1 activity is controlled by
inflammasomes, a group of cytosolic protein complexes whose activity has been linked to
many diseases including arthritis. This complex is activated by microbial pathogens and
damage-associated molecular patterns such as monosodium urate crystals (MSU) [1].
Previous studies demonstrated the potential anti-inflammatory profile of 3,4,6-trimethoxy-
6’-trifluoromethylchalcone (CH) in the mouse air pouch model[2]. In the present study, we
have evaluated the mechanism of action of CH in mouse gouty arthritis model in order to
determine its regulation on caspase-1 activation.
Mice were orally administered with 0.2 ml Tween80/etanol/water (5:5:90) containing CH
(30mg/kg) or vehicle. After 1 h, MSU crystals or PBS were subcutaneously injected under
the plantar surface of the right paw. Paw edema was quantified at 1, 3, 6 and 24 h after
MSU injection by volumetric assay using Digital Water Plethysmometer. Then, mice were
sacrificed and paw tissue was homogenized and centrifuged. The supernatant was
collected for MPO assay, detection of IL-1β, CXCL-1, IL-6 and TNF-α by ELISA and
immunoblot assay of active p20 subunit of caspase-1.
Results demonstrated that oral administration of CH significantly reduced foot edema,
as well as IL-1β (42%), TNF-α (36%), IL-6 (64%) and CXCL-1 (36%) levels in
supernatants. Furthermore, MPO was also significantly inhibited after exposition to CH
(31%). Besides, the decrease in the expression of activated p20 subunit after CH
administration, suggests that inhibition of caspase-1 activation is a potential mechanism
of CH anti-inflammatory effect.
References:
[1] H.E. Lee, G. Yang, N.D. Kim, S. Jeong, Y. Jung, J. Y. Choi, H. H. Park, J.Y. Lee.
Scientific Reports. 2016, col. 6,6:38622.
[2] L. Catalan, M.C. Terencio, M.L. Ferrandiz, M.J. Alcaraz. Basic & Clinical
Pharmacology & Toxicology. 2017, 121, 74.

29
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

O-06
Modified carbon foams with sensing properties for the detection of
polyphenols

C. Fernandez-Blanco1, C. Garcia-Cabezon2, M. L. Rodriguez-Mendez1


1
Group UVaSens, Engineers School, Universidad de Valladolid, Valladolid (Spain)
anacristina.fernandez@uva.es
2
Departamento de Ingeniería de Materiales, Engineers School, Universidad de Valladolid,
Valladolid, (Spain)

3 keywords: electroactive modifiers, carbon foam, catechol


Sensors have been employed for the detection of antioxidants presented on food. Some
of these antioxidants are phenolic acids, flavonoids or cinnamic acids [1]. To get better
electrochemical activity for a sensor towards the determination of polyphenols, the
electrodes could be modified with different electroactive materials, such as metallic
phthalocyanines, metallic nanoparticles, carbon nanotubes or enzymes [2].
In this case, as electrodes are used carbon foams that present high electroactive area
and an increase in the surface coverage (Г). For that reason, carbon foams without
modifications and carbon foams with different electrocatalytic materials have been
studied, given to the sensor better properties towards polyphenols determination.
On the other hand, in order to study the effect of the pore size for the foam in its
electrochemical behavior, foams with two pore sizes have been used in catechol
determination: 20 pores per inch and 100 pores per inch, where the first one presents a
higher pore size than the second one.
Figure 1. Square wave
voltammetry recorded
for carbon foams
modified with
electrocatalytic
compounds with a
pore size of 20 PPI (a)
and a pore size of 100
PPI (b).

Acknowledgments
Financial support by MINECO-FEDER (AGL2015-67482-R) and the JCyL-FEDER (VA-011U16) is
gratefully acknowledged. C. Fernandez-Blanco thanks to JCyL-FEDER for a postdoctoral
fellowship (VA-011U16).
References
[1] P. A. Kilmatin, H. L. Zou, A. L. W. American Journal of Enology and Viticulture. 2002, 53, 294.
[2] F. J. Pavinatto, E. G. R. Fernandes, P. Alessio, C. J. L. Constantino, J. A. de Saja, V.
Zucolotto, C. Apetrei, O. N. Oliveira Jr, M. L. Rodriguez-Mendez. Journal of Materials Chemistry.
2011, 21, 4995-5003.

30
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

O-07
Photochemical anchoring of thiolated nucleic acids to C-F bond on
surfaces for microarraying

Pilar Jiménez-Meneses1, María-José Bañuls,1,2 Rosa Puchades, 1,2 Ángel Maquieira1,2


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València-Universitat de València, Camino
de Vera s/n, E46022 Valencia, Spain. E-mail: pijime@upvnet.upv.es
2
Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n,
E46022 Valencia, Spain

Keywords: Fluor-thiol photoreaction, fluorinated surfaces, nucleic acid microarray


Microarray is an interesting technology in fields as biology or biomedicine for both,
prevention and detection tests. There are still several challenges to be achieved, as the
better understanding of the process occurring at the liquid-solid interface, and the assay
reproducibility, and sensitivity. One critical issue in the microarray performance is the way
the probes are anchored to the solid support.
Here, a novel fluor-thiol coupling reaction has been demonstrated and applied to nucleic
acid anchoring on substrate surfaces. This new photochemical reaction allows to anchor
thiolated nucleic acid probes to C-F motifs present on the different material surfaces. Just
with 30 seconds of irradiation, at 254 nm, the probes are covalently linked to the surface.
Then, knowing the low reactivity of fluorinated surfaces, this novel reaction is of huge
interest as it provides high immobilization densities (up to 40 pmol/cm2) onto highly
repellant surfaces. That significantly minimizes the background, and the unspecific
adsorption. Analogous to the thiol-ene coupling reaction, extensively applied in the last
years to microarray technology, the fluor-thiol reaction shows the advantages of the click
chemistry reactions, as well [1, 2].

Figure 1. Fluorescence image of an array with thiolated probe immobilized onto a


perfluorinated surface.

References
[1] Escorihuela, J.; Bañuls, M. J.; Puchades, R.; Maquieira, Á. Chem. Commun. 2012, 48, 2116-2118.
[2] Bañuls, M.-J.; Jiménez-Meneses, P.; Meyer, A.; Vasseur, J.-J.; Morvan, F.; Escorihuela, J.; Puchades,
R.; Maquieira, A. Bioconjug. Chem. 2017, 28, 496-506.
Acknowledgments
Financial support from INTERBOINTER (project CTQ2013-45875-R) and BIHOLOG (Project CTQ2016-
75749-R), FEDER and GVA PROMETEO II 2014/040 is acknowledged. P. J.-M. acknowledges the Spanish
Ministry of Economy, Industry and Competitiveness for the public FPI grant (Project CTQ2013-45875-R)
and the co-financing by the European Social Fund.

31
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

O-08
DISEÑO DE UN ESCÁNER LOW COST BASADO EN SENSOR RGB

Jorge Lorente Benítez, Patricia Noguera1, Pilar Aragón1, Rafael Masot2, Miguel Alcañiz2
1
Departamento de Química. Universitat Politècnica de València.
2
Departamento de Ingeniería Electrónica. Universitat Politècnica de València.
jorlobe@etsid.upv.es

Palabras clave: Análisis fotométrico, sensor RGB, MATLAB

Hoy en día, el análisis de muestras químicas es de vital importancia en un gran número


de sectores industriales [1]. En este sentido, es preciso contar con equipos adecuados.
Las soluciones existentes son muy caras y poco versátiles, dado que los dispositivos sólo
admiten los kits de pruebas de su fabricante [2].
Como alternativa, se ha diseñado y fabricado un dispositivo de bajo coste para el análisis
fotométrico de diversas muestras químicas a partir de un sensor RGB, el software de
Arduino necesario para su control y una interfaz gráfica en MATLAB para el usuario final.
El sistema permite extraer las coordenadas RGB de las muestras, graficar los resultados
y realizar la extracción de los datos necesaria para la determinación de concentraciones
químicas. Los datos se transmiten por conexión USB a un ordenador que tenga instalado
el software diseñado.
Se ha caracterizado el sistema y se ha empleado en la determinación de nitratos en agua
potable, para lo cual se han comparado las lecturas con las del reflectómetro comercial
RQFlex de Merck.
Los resultados revelan que el dispositivo fabricado es viable para el análisis de muestras
y que, tras una serie de mejoras, podría suponer una alternativa real a los sistemas
comerciales actuales.

Ilustración 1: Sistema mecánico, prototipo montado y aplicación para su control.


Referencias
[1] Dr Bitter et al. Elemente Chemie II. 5. Auflage, Ernst Klett Verlag, Köln. 2013
[2] Michael Bass et al. Handbook of Optics Volume II – Devices, Measurements and
Properties. 2nd edition, aaaMcGraw-Hill, USA. 1995

32
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

O-09
eNose technology for non-invasive diagnostic of prostate cancer.
Preliminary study.

Talens Felis, J.B1; Sebastià Fabregat, N.2; Pelegrí-Sebastià, J.1; Sogorb Devesa, T.1;
Loras Monfort, A.2; Ruiz-Cerdá, J.L. 1
1 Sensors and Magnetism Group, Universitat Politècnica de València-Campus de Gandia..
2 Unidad Mixta de Nanomedicina y Sensores, Instituto de Investigación Sanitaria La Fe.

3 keywords: prostate cancer, eNose, biomarker


INTRODUCTION: Volatile organic compounds (VOCs) are products of tumor cellular
metabolism present in biofluids of various cancers. In prostate cancer (PCa), an indirect
evidence of their presence is the high sensitivity of canine smell to discriminate urine from
PCa patients observed in some studies. An alternative to this is the eNose technology,
which uses sensors that, when VOCs passes through them, leave a specific volatile
chemical trace. Fingerprints are added by a preprocessor and software that, by
comparison with a database, identifies characteristic VOCs.
OBJECTIVE: Proof of concept for the application of eNose technology for detection of
VOCs in urine of PCa patients.
MATERIAL AND METHODS: Urinary samples from 20 patients with PCa (cases) and 20
patients with Benign Prostate Hyperplasia (BPH) (controls) were analyzed with the 32-
sensors eNose system using metal oxide semiconductors. Four aliquots (5 ml) were
made per urine sample and each aliquot was analyzed 5 times. The parameters of 600
patterns were introduced in the software data mining WEKA. A classification of the
samples was carried out through a cross-validation (k=40) and three types of classifiers
were used: K-NN (K-Nearest Neighbour), Bayesian network and perceptron multilayer.
For the analysis of the diagnostic performance, sensitivity, specificity and predictive
positive (VP+) and predictive negative (VP-) value were determined.
RESULTS: Quantitative analysis showed differences between the volatile chemical
signals from PCa and BPH urine. All classifiers presented a safety diagnostic power over
75%. However, the K-NN classifier was the method with the best performance diagnosis:
sensitivity=0.92 (IC95%=0.89-0.95), specificity=0.89 (IC95%=0.85-0.92), VP+=0.89
(IC95%=0.86-0.92) and VP-=0.92 (IC95%=0.89-0.94).
CONCLUSIONS: Differences in the volatile urine fingerprint detected by eNose between
PCa and HBP urine samples as well as the diagnostic performance obtained suggest the
presence of specific VOCs for PCa. This open the door to study relationship between
some determined VOCs with the cancer from patients with PCa and means the first step
to the development of this technology as a diagnostic method for PCa detection.
REFERENCES:
[1] J. Cornu, G. Cancel-Tassin, V. Ondet et al. Eur.Urol. 2011, 59, 197-201.
[2] M. Bernabei, G. Pennazza, M. Santonico et al. Sensors and Actuators B: Chemical, 2008, 131, 1-4.
[3] A. Roine, E. Veskimäe, A. Tuokko, et al. J Urol. 2014,192 (1),230-4.
This work was supported by the I+D+I program of the Generalitat Valenciana AICO/2016/046

33
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

O-10
Nanosensor based on enzyme-mediated labelled-oligonucleotide
release from Au-mesoporous silica nanoparticles for the fluorometric
detection of urea

Antoni Llopis-Lorente,1,2,3 Reynaldo Villalonga,4 Ramón Martínez-Máñez,1,2,3 and Félix


Sancenón1,2,3
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València, Universitat de València (Spain).
Camino de Vera s/n, 46022, Valencia. Email: anllolo2@upv.es
2
Departamento de Química, Universitat Politècnica de València. Camino de Vera s/n,
46022, Valencia.
3
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN) (Spain)
4
Nanosensors & Nanomachines Group, Department of Analytical Chemistry, Faculty of
Chemistry, Complutense University of Madrid, 28040, Madrid.

3 keywords: nanosensor, oligonucleotide, urea

A novel sensing nanodevice based on the release of Alexa Fluor 647-labelled


oligonucleotide from Janus Au-MSNPs (mesoporous silica nanoparticles) mediated by an
integrated enzymatic unit that is applied for the fluorometric detection of urea is reported.
Janus Au-MSNPs are functionalized on the silica face with amino groups to which labelled
oligonucleotide is attached by electrostatic interactions, whereas the gold face is used for
the grafting of urease enzyme. The nanodevice is able to release fluorescent-
oligonucleotide via enzyme-mediated hydrolysis of urea to ammonia and the subsequent
deprotonation of amino groups on the silica face. A fast and remarkable fluorescent signal
is observed in the presence of urea with a linear response in the 1.25-8.75 mM
concentration range, which covers the common clinical range for urea found in serum.
The nanosensor is applied for the detection of urea in real human blood samples and for
the identification of adulterated milk.

34
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

O-11
CARACTERIZACIÓN DE RUTAS METABÓLICAS ALTERADAS EN EL
CÁNCER DE VEJIGA A TRAVÉS DE ANÁLISIS METABOLÓMICOS Y
TRANSCRIPTÓMICOS DE MUESTRAS TISULARES E IDENTIFICACIÓN
DE METABOLITOS URINARIOS COMO POTENCIALES
BIOMARCADORES
1 1,2 3,4,5 6,7 2,8
Alba Loras , Mª Carmen Martinez , Jesús Maria Paramio , Guillermo Quintás , Salvador Gil , Ramón
1,2,9,10 4 1,11
Martinez , Cristian Suarez , José L. Ruiz-Cerdá .
1
Unidad Mixta de Investigación en Nanomedicina y Sensores. Instituto de Investigación Sanitaria La Fe, Universitat
2
Politècnica de València. Valencia, Spain albaloras@gmail.com Instituto Interuniversitario de Investigación de
Reconocimiento Molecular y Desarrollo Tecnológico, Universitat Politècnica de València, Universitat de València,
3 4
Valencia, Spain Unidad de Oncología Molecular, CIEMAT (ed70A), Madrid, Spain Grupo de Oncología celular y
5
Molecular, Hospital Universitario 12 de Octubre, Madrid, Spain Centro de Investigación Biomédica en Red de Cáncer
6 7
(CIBER ONC), Spain Unidad Analítica, Instituto de Investigación Sanitaria La Fe, Valencia, Spain Leitat
8
Technological Center, Bio in vitro Division, Valencia, Spain Departamento de Química Orgánica, Facultad de
9
Químicas, Universitat de València, Valencia, Spain CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-
0 11
BBN). Spain Departamento de Química, Universitat Politècnica de València, Valencia, Spain Servicio de Urología,
Hospital Universitario y Politécnico La Fe, Valencia, Spain

3 palabras clave: metabolómica, cáncer de vejiga, transcriptómica

INTRODUCCIÓN: Debido a las elevadas tasas de recurrencia y/o progresión del CaV y las limitaciones de
las técnicas diagnósticas, biomarcadores dinámicos, coste-efectivos, y no invasivos representan una
necesidad [1]. La metabolómica podría utilizarse como herramienta de búsqueda de biomarcadores para el
diagnóstico no invasivo de CaV [2].
MATERIAL Y MÉTODOS: Se incluyeron 22 pacientes diagnosticados de CaV. De cada uno se obtuvieron
dos muestras tisulares y dos urinarias (tumoral vs no tumoral). Todas se analizaron mediante Resonancia
1
Magnética Nuclear ( H RMN). En tejidos se realizó un PLS-DA utilizando dos sets de muestras
independientes (calibración (n=34) y validación (n=10)) y una posterior identificación de los metabolitos
discriminantes. En orinas se realizaron dos análisis PLS-DA utilizando solamente señales de 4 metabolitos
identificados como discriminantes en tejidos: uno para tumores no invasivos y otro para tumores más
agresivos. Para los estudios transcriptómicos tisulares se utilizó un subconjunto de las muestras analizadas
1
mediante H RMN (n=20) y se realizó un análisis en cluster considerando las señales de los genes con un
p_valor<0.05 y un Fold Change>2.
RESULTADOS: En tejidos, el set de validación mostró valores de sensibilidad, especificidad, valor
predictivo positivo y negativo del 100% y una curva ROC de 1. Los metabolitos discriminantes fueron
principalmente aminoácidos pero también otros implicados en el metabolismo de la colina o los lípidos. Los
estudios transcriptómicos de las mismas muestras validaron estos resultados.
En orinas, el primer modelo presentó para la validación cruzada una sensibilidad 86.7% y especificidad
87.5%; mientras que el modelo que incluía muestras con tumores invasivos mostró para todos los
parámetros estadísticos unos valores del 100%.
CONCLUSIONES: Los estudios metabolomicos y transcriptomicos identificaron el metabolismo de
aminoácidos y lípidos como los más importantes en el proceso de carcinogénesis vesical. Además se
identificaron 4 metabolitos urinarios como potenciales biomarcadores del CaV.
[1] van Rhijn BWG, Burger M, Lotan Y, Solsona E, Stief CG, Sylvester RJ, et al. From Epidemiology to
Treatment Strategy. Eur Urol. 2009, 56(3).,430–42.
[2] Bujak R, Struck-Lewicka W, Markuszewski MJ, Kaliszan R. J Pharm Biomed Anal. 2015, 113.,108–20.

35
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

O-12
DETECTION OF mRNA BIOMARKERS USING GRAPHENE OXIDE AND
UPCONVERSION NANOPARTICLES

María Isabel Lucío1,ǂ, Davide Giust1, Patrick Vilela1, Afaf H. El-Sagheer2, Tom Brown2,
Lorraine E. Williams3, Otto L. Muskens1, Antonios G. Kanaras1
ǂ a
Current address: Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València, Universitat de València, Camino de Vera s/n,
46022, Valencia, Spain and Departamento de Química, Universitat Politècnica de València, Camino de
1
Vera s/n, E46022 Valencia, Spain Physics and Astronomy, Faculty of Physical Sciences and Engineering,
2
University of Southampton, UK Department of Chemistry, Chemistry Research Laboratory, University of
3
Oxford, UK Biological Sciences, Faculty of Natural and Environmental Sciences, University of
4
Southampton, UK Institute for Life Sciences, University of Southampton, UK
email: malube@upvnet.upv.es

keywords: Biomarker detection, graphene oxide, upconversion nanoparticles


Biomarkers offer valuable information about cell function and this can be used for
diseases diagnostic purposes and environmental monitoring, among others. However,
current techniques rely on tedious and expensive sample processing. In this scenario,
nanotechnology is being explored for the development of alternative tools [1].
Within this context, our group has recently developed graphene oxide (GO)-upconversion
nanoparticles (UCNPs) based optical sensors for the detection of oligonucleotides with
high sensitivity [2], [3]. The assay is based on the ability of GO to quench the emission of
UCNPs when bearing single strand DNA sequences. On another hand when a
complementary oligonucleotide target is present, the DNA is hybridized to double strand
and the GO cannot interact with the UCNPs. Thus the fluorescence intensity emission is
directly related to the concentrations of the biomarker.
In this communication, we report the development of the sensor and its potential to
assess the presence of specific markers in biological samples. Special attention is
dedicated to the last outcomes which leaded to the detection of oligonucleotides
sequences within the pM range just by using a portable laser and a smartphone camera.
We used the portable setup to
detect mRNA related to Zinc
deficiency in RNA extracts from
plants grown in different nutrient
conditions. Our ultimate goal is to
engineering a portable device for
the fast, ease and reliable detection
of multiple biomarkers.
References
[1] N. L. Rosi, C. A. Mirkin C.A., Chem Rev., 2005, 105 (4), 547–1562.
[2] P. Vilela, A. H. El-Sagheer, T. Millar, T. Brown, O. Muskens, A. G. Kanaras. ACS
Sens., 2017, 2 (1), 52–56.
[3] P. Alonso-Cristobal, P. Vilela, A. H. El- Sagheer, E. Lopez-Cabarcos, T. Brown, O. L. Muskens, J.
Rubio-Retama, A. G. Kanaras. ACS Appl. Mater. Interfaces, 2015, 7(23), 12422-12429.

Acknowledgements: BBSRC is acknowledged for funding (BB/N021150/1).

36
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

O-13
RING-ASSISTED ENANTIOSELECTIVE SYNTHESIS OF INTERLOCKED
β-LACTAMS

Alberto Martinez-Cuezva, Mateo Alajarin, Jose Berná


1
Departamento de Química Orgánica, Facultad de Química, Universidad de Murcia,
30100, Murcia (Spain)
amcuezva@um.es

3 keywords: Hydrogen Bonding; Rotaxane; Enantioselective Cyclization


The synthesis of mechanical interlocked molecules has received increasing attention over
the last decades [1]. Within the wide range of potential applications, different research
groups have focused their efforts on the study of the chemical reactivity of these systems
[2]. In general, the kinetic stabilization of the functional groups located in the inner of the
macrocyclic counterpart is observed. We recently found that the polyamide macrocycle in
hydrogen-bonded rotaxanes proceeded as activator of a CsOH-promoted intramolecular
cyclization of benzylfumaramide threads [3]. Thus a series of trans interlocked β-lactams
were obtained quantitatively.
In this communication, we present the synthesis of enantioenriched trans β-lactams
following this methodology [4]. The macrocyclic counterpart plays an active role in the
process by protecting the new lactam core against decomposition, increasing the
cyclization rate, and controlling the diastereoselectivity and enantioselectivity. In contrast,
the process of the unthreaded fumaramide gives low yields of a complicated mixture of
products, with moderate enantioselectivities.

Acknowledgments: This work was supported by the MINECO (CTQ2014-56887-P and CTQ2017-87231-P)
with joint financing by FEDER Funds from the European Union, and Fundacion Seneca-CARM (Project
19240/PI/14).
References
[1] a) V. Balzani, A. Credi, M. Venturi. Molecular Machines Based on Rotaxanes and Catenanes, in: From
Non-Covalent Assemblies to Molecular Machines, Weinheim, Wiley-VCH, 2011, 159; b) C. J. Bruns, J. F.
Stoddart. The Nature of the Mechanical Bond: From Molecules to Machines, Wiley, New York, 2016.
[2] E. A. Neal, S. M. Goldup. Chem. Commun. 2014, 50, 5128.
[3] A. Martinez-Cuezva, C. Lopez-Leonardo, D. Bautista, M. Alajarin, J. Berna. J. Am. Chem. Soc. 2016,
138, 8726.
[4] A. Martinez-Cuezva, D. Bautista, M. Alajarin, J. Berna. Angew. Chem. Int. Ed. 2018,
just accepted.

37
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

O-14
Passion fruit-like nano-architectures: synthesis, applications and
perspectives as sensors
Salvador Pocoví-Martínez,1 Domenico Cassano,2,3 and Valerio Voliani2
1
Institute of Molecular Science (ICMol), Catedrático José Beltrán Martínez nº 2, 46980, Paterna, Spain,
salvador.pocovi@uv.es.
2
Center for Nanotechnology Innovation@NEST, Istituto Italiano di Tecnologia, Piazza San Silvestro 12-
56126, Pisa, Italy
3
NEST-Scuola Normale Superiore, Piazza San Silvestro 12-56126, Pisa, Italy

Metal nanoparticles, silica, multifunctionality


Passion fruit-like nano-architectures (NAs) are recently developed nature-inspired all-in-
one nanoplatforms [1]. NAs are biodegradable silica nanocapsules comprising
biocompatible polymers and ultrasmall noble metal or magnetic nanoparticles [1,2]. NAs
have demonstrated interesting features for a number of applications, among which drug
delivery [2], dual ultrasound/photoacoustic imaging [3,4], and environmental remediation
[5].

Figure 1. TEM image of passion fruit like nano-architectures (NAs) (center) and their
main features. Clockwise from top-left: scheme of the production for all-in-one
nanoplatforms, biodegradation of NAs in cellular environment, PA imaging during
degradation in phantoms, and in vitro drug delivery of endogenous GSH-triggered
cisplatin prodrug.[6]
The synthetic protocol and the applications of NAs will be discussed together with their
possible future employment as sensors.
References
[1] D. Cassano, J. David, S. Luin, and V. Voliani. Sci. Rep. 2016, 7, 43795.
[2] D. Cassano, M. Santi, V. Cappello, S. Luin, G. Signore, and V. Voliani. Part. Part. Sys. Charact. 2016,
33, 818-824.
[3] C. Avigo, D. Cassano, C. Kusmic, V. Voliani, and L. Menichetti. J. Phys. Chem. C. 2017, 121, 6955-
6961.
[4] P. Armanetti, S. Pocoví-Martínez, A. Flori, C. Avigo, D. Cassano, L. Menichetti, and V. Voliani.
Nanomedicine NBM. 2018, https://doi.org/10.1016/j.nano.2018.05.007.
[5] S. Pocoví-Martínez, D. Cassano, and V. Voliani. ACS Appl. Nano Mater. 2018, 1, 1836-1840.
[6] D. Cassano, S. Pocoví-Martínez, and V. Voliani. Bioconjugate Chem. 2018, 29, 4-16.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

O-15

DESARROLLO DE SENSORES PARA LA DETECCIÓN DE


NEUROTRANSMISORES EN MEDIOS BIOLÓGICOS

Silvia Rodríguez, Samuel A. Ceballos, Margarita Parra, Ana M. Costero


IDM, Instituto Interuniversitario de reconocimiento Molecular y Desarrollo Tecnológico, Universitat de València
CIBER de Bioingeniería, Biometariales y Nanomedicina (CIBER-BBN) (Spain)
Dr. Moliner, 50, 46100 Burjassot (València). E-mail: silronue@alumni.uv.es

Palabras clave: NO, agregación, fluorescencia


El óxido nítrico (NO) es ampliamente conocido como uno de los mayores contribuyentes
a la contaminación atmosférica; no obstante, según el marco donde se encuentre, su
presencia no es necesariamente negativa. Actualmente, se sabe que es un importante
neurotransmisor presente tanto en mamíferos como bacterias, además de ser un
elemento activo en los sistemas inmune y cardiovascular[1]. Por todo ello, lograr su
detección y cuantificación se ha vuelto un campo interesante donde investigar. Para que
sea posible alcanzar dicho objetivo, se ha planteado combinar la reacción de cicloadición
de Huisgen entre alquinos y azidas (reacción “Click”) y el fenómeno AIE (Aggregation-
Induced Emission) sobre una serie de compuestos sintetizados[2,3], tomando el esqueleto
del TPE (tetrafeniletileno) como armazón básico de construcción. La reacción “Click” está
catalizada por Cu(I) y, éste, suele ser generado in situ a partir de sales de Cu(II). Existen
evidencias experimentales que demuestran que el NO posee la suficiente capacidad
reductora para llevar al precursor del catalizador al estado de oxidación deseado,
generando así un producto que presenta fluorescencia por agregación.

O O O O

O O O O

O O O O O

O O O O O

Referencias
[1] Tor C. Savidge Frontiers in Neuroscience 2011, 5, 1-8.
[2] Andrés Suárez An. Quím. 2012, 108, 306–313.
[3] Yuning Hong, Jacky W. Y. Lama and Ben Zhong Tang. Chem. Commun. 2009, 4332–
4353.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

O-16
In-situ biofunctionalization and label-free protein detection using a
nanophotonic biosensor

Jad Sabek1, Luis Torrijos-Morán1, María-José Bañuls2, Zeneida Díaz-Betancor2, Ángel


Maquieira2, Jaime García-Rupérez1
1
Nanophotonics Technology Center, Universitat Politècnica de València, Camino de Vera
s/n, Valencia, 46022, Spain
2
Departamento de Química, Instituto Interuniversitario de Investigación de Reconocimiento Molecular y
Desarrollo Tecnológico IDM, Universitat Politècnica de València, Camino de Vera s/n, Valencia 46022,
Spain

3 keywords: (Nanophotonic biosensor, Thiol-ene biofunctionalization, Half


antibodies)

During the last years, the development and demand of label-free biosensors for a direct,
rapid and cost effective analysis has rapidly increased. Within this context, we report here
our work towards the development of a label-free biosensor based on nanophotonic
technology for the detection of low concentrations of proteins. Photonic bandgap (PBG)
sensing structures fabricated on a silicon on insulator (SOI) substrate were used, as they
can provide even higher sensitivities with an extremely small footprint due to the slow-
wave effect occurring on them [1]. Regarding the biofunctionalization, the thiol-ene
coupling (TEC) reaction was used to covalently immobilize the bioreceptors onto the
surface. TEC reaction was selected because it provides 1) a more compact functionalized
surface, what is translated into a higher interaction with the photonic sensing signal, and
2) a spatially-specific immobilization of the bioreceptors upon UV light excitation, what can
be used to biofunctionalize each sensing region with a different bioreceptor in order to
perform multiplexing [2]. Half antibodies (hIgGs), which were immobilized using the SH
groups from their hinge region, were used as bioreceptors for the specific recognition of
the target protein.

To implement this biofunctionalization strategy, first an ex-situ silanization of the surface


was carried out using triethoxyvinylsilane in water. The use of water as carrier for the
organosilane provides several advantages such as non-vertical polymerization and
sustainability. Once the sensing surface was silanized, the TEC-based immobilization of
the hIgGs onto the photonic sensors was monitored in-situ. BSA hIgGs obtained by the
TCEP protocol were used in these experiments [2]. The real-time monitoring of the
sensing structures allowed demonstrating that the immobilization of the hIgGs only took
place when the photonic chip was irradiated with UV light. Finally, the recognition of the
target protein by the immobilized hIgGs was successfully measured.
References
[1] X. Fan, I. M. White, S. I. Shopova, H. Zhu, J. D. Suter, and Y. Sun. Anal. Chim. Acta.
2008, 620, 8-26.
[2] R. Alonso, P. Jiménez-Meneses, J. García-Rupérez, M.J Bañuls, Á. Maquieira.
Chem.Comm. 2018 (Accepted. Publication pending)

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

O-17
STUDY OF THE PHOTOISOMERIZATION OF A ROTAXANE-BASED
MOLECULAR SHUTTLE WITH A NON-CONVENTIONAL TOPOLOGY

Adrian Saura-Sanmartin, Alberto Martinez-Cuezva, Aurelia Pastor, Mateo Alajarin, Jose


Berna*
Departamento de Química Orgánica, Facultad de Química, Excellence “Campus Mare
Nostrum”, Universidad de Murcia, 30100, Murcia, Spain, adrian.saura@um.es

3 keywords: mechanical bond, molecular topology, photoisomerization


The mechanical bond plays a fundamental role in many processes occurring within the
organism such as mitochondrial scission or DNA replication, which proceed through
mechanically interlocked intermediates [1]. These processes inspired synthetic chemists
for developing different strategies to synthesize compounds that emulate biological
systems. In this regard, the synthesis of novel systems based on rotaxanes could be a
way for the advance of smart devices controlled by a switchable mechanical motion [2].
Within the range of rotaxane-based systems, molecular shuttles are highlighted for their
versatility and their greater variety of motions, resulting in several applications [3].
In this communication, a series of rotaxanes with a non-conventional topology
synthesized through a clipping methodology is described. Furthermore, the tactical
incorporation of two binding sites as scaffolds allows the control of the macrocycle
shuttling through the application of a photochemical stimulus.

Fig 1. Schematic representation of a molecular shuttle.

Acknowledgments: This research was supported by MINECO (CTQ2017-87231-P) with


joint financing by FEDER Funds from the European Union, and Fundacion Seneca-CARM
(Project 19240/PI/14). A. S.-S. also thanks the Fundacion Seneca-CARM for his
predoctoral contract.

References
[1] S. Erbas-Cakmak, D. A. Leigh, C. T. MacTernan, A. L. Nussbaumer, Chem. Rev.
2015, 115, 10081-10206.
[2] M. Xue, Y. Yang, X. Chi, X. Yang, F. Huang, Chem. Rev. 2015, 115, 7398-7501.
[3] A. Martinez-Cuezva, A. Saura-Sanmartin, T. Nicolas-Garcia, C. Navarro, R.-A.
Orenes, M. Alajarin, J. Berna, Chem. Sci. 2017, 8, 3775-3780.

41
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

O-18
STUDY OF WATER BEHAVIOUR WITH DIELECTRIC SPECTROSCOPY
OF POULTRY MEAT DURING HOT AIR DRYING

J. A. Tomas-Egea1, M. Castro-Giraldez1, R.Colom2, P. J. Fito1*.


1
Instituto Universitario de Ingeniería de Alimentos para el Desarrollo, Universitat
Politècnica de València, Camino de Vera s/n, 46022 Valencia, Spain, *pedfisu@tal.upv.es
2
Instituto de Instrumentación para Imagen Molecular, Universitat Politècnica de València,
Camino de Vera s/n, 46022 Valencia, Spain

Keywords: Poultry meat, radiofrequency, drying


Poultry meat has increased their sales in recent years due to a combination between low
price and low fat content compared to pork and beef, and it is expected to be the most
produced type of meat in the World [1]. In this context, it is necessary to improve the
processes that are involved the poultry meat, more concretely drying. Spectrophotometry
has been widely used for monitoring food processes based in permittivity [2]. Permittivity
(ε) can be expressed as a complex number: the dielectric constant (ε’) is the real part, and
the loss factor (ε’’) is the imaginary part. The interaction of the photon flux with a biological
tissue in the radiofrequency range produces two dispersions [3]: α-dispersion is caused
by the orientation of mobile charges in a dielectric medium [4]; β-dispersion is related to
the fixed charges orientation in macromolecules [5]. Taking this into account, the aim of
this research is to develop a monitoring tool for poultry drying process using dielectric
properties.
The experiments were carried out drying cylinders of poultry breast in a hot air dryer. The
dehydration was monitored in continuous with K type thermocouples and a thermographic
camera for the temperature, a precision balance for the mass and a radiofrequency
sensor connected to an Agilent 4294A impedance analyzer for the permittivity. The
sensor consists of two needles with blunt-ended. Also, the moisture, volume and water
activity were determined before and after the drying operation.
The results allowed us to find a direct relation between the permittivity in the α-dispersion
range and the number of water molecules in the surface, following the water flux and;
therefore, it is possible to use the permittivity for monitoring the drying mechanisms.
Referencias
[1] Best, P. Worldwide Poultry Meat Production, Consumption Forecasts. Watt: Rockford,
IL, USA, 2011.
[2] Traffano-Schiffo, M. V., Castro-Giraldez, M., Colom, R. J., & Fito, P. J. Sensors. 2017,
17(5), 1024.
[3] Schwan, H.P. Advances in Biological and Medical Physics. 1957, 5, 147-209.
[4] Kuang, W.; Nelson, S.O. American Society of Agricultural Engineers. 1998, 41, 173-
184.
[5] Wolf M., Gulich R., Lunkenheimer P., Loidl A. Biochemical and Biophysical. 2012,
1824, 723-730.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

O-19
Optimizing Procedures for Isolation and Separation of Extracellular Vesicles from
Adipose Tissue-derived Mesenchymal Stem Cell
1 1 1,2 1
Vázquez MJ , Tofiño-Vian M , Guillén MI and Alcaraz MJ
1
IDM. Departamento de Farmacología, Facultad de Farmacia, Universitat de València
2
Departamento de Farmacia, CEU Cardenal Herrera, Valencia
vaztatmar@gmail.com

Keywords: extracellular vesicles, mesenchymal stem cell, osteoarthritis

Extracellular vesicles (EVs) from adipose tissue-derived mesenchymal stem cells (ASCs)
might represent a therapeutic tool to treat inflammatory diseases. The immunoregulatory,
anti-inflammatory and regenerative properties of ASC-EVs have been demonstrated in in
vitro and in vivo models of osteoarthritis (OA). However, there is no consensus on the
methods of isolation of EVs which hinders its clinical application. We have studied
comparatively different isolation protocols of EVs as well as the effective anti-
inflammatory concentrations of these microparticles in primary cultures of OA
chondrocytes.
EVs were obtained from ASC conditioned medium (CM) by single-step precipitation,
filtration-ultracentrifugation and size exclusion chromatography. Size and concentration
were determined by resistive pulse sensing (qNano, Izon Science) both freshly obtained
and after 1 and 2 freeze-thaw cycles. Finally, the effective concentrations of microvesicles
(MV) and exosomes (EX) were tested on IL-6 production in primary cultures of OA
chondrocytes stimulated with IL-1β.
Of all isolation methods, ultracentrifugation provided the greatest recovery of EVs, and it
was also the only method able to separate MV and EX subpopulations of EVs. In the
filtration and centrifugation method, the changes of temperature only had influence during
the centrifugation steps. In addition, successive freeze-thaw cycles significantly reduced
EVs concentration after the first cycle. Finally, we established a dose-response curve for
the treatment of primary cultures of OA chondrocytes with EVs. The optimal concentration
to inhibit the production of the inflammatory cytokine IL-6 in OA chondrocytes was 3.6*107
particles/mL of MV and 7.2*107 particles/mL of EX.
The use of ASC-EVs to treat chronic inflammatory diseases such as OA has promising
advantages. The results of this work have allowed us to optimize a protocol for their
experimental study. This will be of critical importance for the future development of new
biomarkers and therapies based on the use of EVs derived from mesenchymal stem cells.
References
[1] Raposo G and Stoorvogel W (2013). Extracellular vesicles: Exosomes, microvesicles, and friends.
Journal of Cell Biology. 200 (4): 373.
[2] Tofiño-Vian M, Guillén MI and Alcaraz MJ (2018). Extracellular vesicles: A new therapeutic strategy for
joint conditions. Biochemical Pharmacology. 2018 Feb 7. pii: S0006-2952(18)30061-3.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

44
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

POSTERS

45
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-01
Influence of mechanical alloying of Ti-Ag powders in biomedical alloys
obtained by powder metallurgy

J. Zambrano1, A. Dalmau Borrás2, V. Amigó Borrás1, J. Navarro-Laboulais2,


1
ITM, 2ISIRYM, Universitat Politècnica de València, Camino de Vera s/n, 46022 Valencia,
SPAIN

Keywords: TiAg; mechanical alloying; Corrosion


Titanium is commonly used as biomaterial and Ti-Ag alloys have increased their
importance due to the antibacterial behavior of silver. In this study, Ti-Ag alloys (5, 10 and
15 wt.% Ag) have been obtained by powder metallurgy. The influence of the powder
mixture on their behavior: elemental blending (EB) and mechanical alloying (MA) has
been analyzed. EB and MA powders have been compacted at 600 and 900 MPa,
respectively, and sintered in a high vacuum oven for 3 hours at 950 °C. These samples
have been microstructurally characterized (SEM and XRD) and mechanically tested by
means of hardness and bending tests. Electrochemical tests were carried out using a
three-electrode cell in a 1M NaCl solution. Electrochemical techniques (OCP, polarization,
potenciostatic tests and EIS) were employed in order to evaluate corrosion resistance.
From these results, the initial conditions of the powders before sintering modify the
electrochemical behavior of the Ti-Ag alloys. There are several problems with titanium
alloys because they do not have antibacterial properties, due to bacterial infections occur
and it's possible to lose dental or prosthetic implants, for which titanium alloys modified on
its surface or alloyed with metallic antibacterial materials are investigated, copper being
the most studied, besides zinc and silver [1–6]
References
[1]K. Oh, H. Shim, K. Kim, Properties of titanium–silver alloys for dental application, J. Biomed. Mater. Res.
Part B Appl. Biomater. 74B (2004) 649–658. doi:10.1002/jbm.b.30259.
[2]M. Takahashi, M. Kikuchi, Y. Takada, T. Okabe, O. Okuno, Electrochemical Behavior of Cast Ti-Ag
Alloys, Dent. Mater. J. 25 (2006) 516–523. doi:10.4012/dmj.25.516.
[3]M. Takahashi, M. Kikuchi, Y. Takada, O. Okuno, Corrosion Resistance of Dental Ti-Ag Alloys in NaCl
Solution, Mater. Trans. 51 (2010) 762–766. doi:10.2320/matertrans.M2009355.
[4]M. Takahashi, M. Kikuchi, Y. Takada, Corrosion behavior of Ti-Ag alloys used in dentistry in lactic acid
solution, Met. Mater. Int. 17 (2011) 175–179. doi:10.1007/s12540-011-0224-y.
5]B.B. Zhang, Y.F. Zheng, Y. Liu, Effect of Ag on the corrosion behavior of Ti–Ag alloys in artificial saliva
solutions, Dent. Mater. 25 (2009) 672–677. doi:10.1016/J.DENTAL.2008.10.016.
[6]B.B. Zhang, K.J. Qiu, B.L. Wang, L. Li, Y.F. Zheng, Surface Characterization and Cell Response of
Binary Ti-Ag Alloys with CP Ti as Material Control, J. Mater. Sci. Technol. 28 (2012) 779–784.
doi:10.1016/S1005-0302(12)60130-3.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-02
MESOPOROUS SILICA NANOPARTICLES FOR THE TREATMENT OF
NAVITOCLAX RESISTANT TRIPLE NEGATIVE BREAST CANCER

Autores: Gema Vivo Llorca1,2,5, Alba García-Fernández1,2,4,5, Danya Bandeira-Lima5,


Félix Sancenón1,2,3, Ramón Martínez-Máñez1,2,3,4 and Mar Orzáez4,5
1. Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico
(IDM), Universitat Politècnica de València, Universitat de València. Spain.
gevillo1@posgrado.upv.es
2. Departamento de Química, Universitat Politècnica de València, Camí de Vera s/n, 46022, València,
Spain.
3. CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN) Spain.
4. Unidad Mixta UPV-CIPF de Investigación en Mecanismos de Enfermedades y Nanomedicina,
Valencia, Universitat Politècnica de València,
5. Centro de Investigación Príncipe Felipe, València, Spain. Centro de Investigación Príncipe Felipe,
Laboratorio de Péptidos y Proteínas, Carrer d'Eduardo Primo Yúfera, 3, 46012 València, Spain.

Triple negative breast cancer, apoptosis, CRISPR/Cas9.


Triple negative breast cancer (TNBC) represents 15% of breast carcinomas[1]. It is
defined by the lack of the three main breast cancer biomarkers: oestrogen, progesterone
and HER2 receptors[1]. Among the breast cancers, TNBC shows the poorest outcome
and the highest lethality, due to its aggressiveness, the high risk of relapse and the rapid
onset of metastasis[2]. Evasion of apoptosis is a hallmark of cancer, which usually results
in chemotherapy resistance[3].Tumors require evasion of cell death, reason why the anti-
apoptotic Bcl-2 family proteins is frequently overexpressed in breast cancers[3]. Being so,
several inhibitors of Bcl-2 pro-survival family have been developed, such as ABT-737 or
ABT-263 (navitoclax), targeting Blc-2, Bcl-xl, Bcl-w, but not MCL-1[1]. These inhibitors,
also called BH3 mimetics, target and neutralize the pro-survival proteins, sensitizing
cancer cells to death [1]. Overexpression of Mcl-1 causes resistance to these inhibitors,
like ABT-263, in tumor cells[4]. Our goal is to overcome ABT-263 resistance in TNBC
cells by combining MCL-1 gene editing, by CRISPR/Cas9 technology, with ABT-263
treatment. Combining both strategies in a multifunctional mesoporous silica nanoparticle
(MSNP) has several advantages: (1) passive targeting to the tumor, due to the enhanced
permeability and retention effect (EPR effect), which enables the preferential
accumulation of MSNPs in the cancerous cells and (2) the simultaneous entry of both
treatments in the same cell, which increases their effectiveness. In this paper, we present
the first studies in which, after generating and characterizing a TNBC cell line resistant to
ABT-263, we demonstrate its sensitivity to the co-treatment with MCL-1 inhibitors and
navitoclax. We also characterize the toxicity and internalization of the MSNPs
functionalized with polyethyleneimine (PEI) and coated with a CRISPR/Cas9 plasmid,
demonstrating the potential of this type of nanoparticles as carriers for genome editing
tools in TNBC.
References
[1] S. R. Oakes et al., “Sensitization of BCL-2-expressing breast tumors to chemotherapy by the BH3 mimetic ABT-737,” Proc. Natl. Acad. Sci.,
vol. 109, no. 8, pp. 2766–2771, 2012.
[2] G. Jerusalem, J. Collignon, H. Schroeder, and L. Lousberg, “Triple-negative breast cancer: treatment challenges and solutions,” Breast
Cancer Targets Ther., p. 93, 2016.
[3] M. M. Williams and R. S. Cook, “Bcl-2 family proteins in breast development and cancer: could Mcl-1 targeting overcome therapeutic
resistance?,” Oncotarget, vol. 6, no. 6, pp. 3519–3530, 2015.
[4] J. Belmar and S. W. Fesik, “Small molecule Mcl-1 inhibitors for the treatment of cancer,” Pharmacol. Ther., vol. 145, pp. 76–84, 2015.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-03
PSEUDOPEPTIDIC LIGANDS: SYNTHESIS AND Cu+2 RECOGNITION

David Valverde†, Belén Altava, M. Isabel Burguete, Santiago V. Luis


Departamento de Química Inorgánica y Orgánica, Universidad Jaume I, Castellón, 12071, Spain.

Ubicación permanente: ECEN-Vicerrectoría de Investigación, Universidad Estatal a Distancia, Costa Rica.
dvalverdeb@uned.ac.cr

keywords: Pesudopeptidic compounds, metal complexes, metal recognition.


The preparation and study of organic ligands able to interact with specific transition
metals are of great current interest for the relevant role of these metals in different areas
of chemistry and biology [1]. Metal chelation is involved in many biological processes [2],
and the inclusion of amino acid residues in the structure of ligands is an attractive strategy
because this provides coordination environments of the metal ions similar to those found
in living systems [3]. The combination of natural and non-natural components, properly
designed using the knowledge gathered from natural systems, could achieve a desired
functionality with low molecular weight molecules [4].

O NHHN O
O OSu H 2N O NHHN O R NHHN R
+ i) iii)
R H 2N ii) iv)
NHCBz H 2N R R NH2

1 R = CH2Ph 3 R = CH2Ph
2 R = CH(CH3)2 4 R = CH(CH3)2

Scheme 1. Synthesis of ligands 3 and 4. (i) DME, 20 h, r.t., 70–80%; (ii) HBr/AcOH 8 h, NaOH, r.t., 60–
70%; (iii) benzaldehyde, methanol, 2 h, r.t; (iv) sodium borohydride, 18 h, r.t., 70–80% [1].

Regarding metal complexation, our group has studied the coordination ability of some C2
symmetrical bis(amino amides) derived from amino acids towards Cu(II) and Zn(II) ions
[5]. In this work, we present the synthesis of bis(amino amide) ligands derived from L-
valine and L-phenylalanine (figure 1), as well as the analysis of their binding ability
towards different M(II) species.
References
[1] L. Gorla, V. Martí-Centelles, B. Altava, M.I. Burguete, S.V. Luis, Dalton Trans. 2017. 46, 2660-2669.
[2] R.R. Crichton, D.T. Dexter, R.J. Ward, Coord. Chem. Rev. 2008, 252, 1189-199.
[3] J. Dong, Y. Wang, Q. Xiang, X. Lv, W. Weng and Q. Zeng, Adv. Synth. Catal. 2013, 355, 692-696.
[4] S. V. Luis and I. Alfonso, Acc. Chem. Res. 2014, 47, 112-124.
[5] (a) S. Blasco, M. I. Burguete, M. P. Clares, E. García-España, J. Escorihuela, S. V. Luis. Inorg. Chem.
2010, 490, 7841- 7852. (b) I. Martí, A. Ferrer, J. Escorihuela, M. I. Burguete and S. V. Luis. Dalton Trans.
2012, 41, 6764-6767.

Acknowledgements.
Financial supported by Universidad Estatal a Distancia, Costa Rica and MINECO (CTQ2015-68429-R),
Generlitat Valenciana (Prometeo 2016-071).

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-04
REVERSIBLE RESPONSIVENESS HYDROGELATORS DERIVED FROM
C2 PSEUDOPEPTIDES
Adriana Valls1, Belén Altava1, María Isabel Burguete1, Santiago Vicente Luis1
1
Departamento de Química Inorgánica y Orgánica, Universitat Jaume I, 12071 Castellón, España
e-mail: avalls@uji.es, estevef@uji.es

Keywords: hydrogelator, biocompatibility, pseudopeptides

The design and synthesis of gelators is a topic of current interest in supramolecular


chemistry due to their broad reported applications [1, 2, 3]. Essential properties of the
gels, embrace their ability to be formed in a variety of solvents, the need of gelation
processes occurs in a minimum concentration of the gelator and their stability behavior
under different external stimuli [4], their biocompatibility [5] or their capacity to develop
structured porosity [1].
In this context, a new family of open chain-pseudopeptidic compounds (Figure 1) in which
the aliphatic spacer has been functionalized with a pendant carboxylic group have been
prepared with excellent yields. These compounds exhibit a high level of molecular
diversity providing not only strong hydrogelation properties, but also the capacity to form
hydrogels under external stimuli. The influence of the amino acid side chain, in their
gelling properties has been investigated [6].
O

O H
O
O N O
R N N
H H R
NHCbz NHCbz
R = CH(CH3)2
R = CH(CH2CH3)CH3
R= CH2Ph

Fig. 1: General structure of C 2 open chain pseudopeptides

[1] B. Escuder, F. Rodríguez-Llansola, J.F.Miravet, New J. Chem., 2010, 34, 1044-1054.


[2] I. Tokarev, S. Minko Adv. Mater., 2010, 22, 3446-3462.
[3] M.E. García, S. Pagola, A. Navarro Vázquez, D.D. Phillips, C. Gayathri, H. Krakauer,
P.W. Stephens, V.E. Nicotra, R.R. Gil, Angew. Chem., 2009, 48, 5670-5674.
[4]S. Varghese, N.S.S. Kumar, A. Krishna, D.S.S. Rao, S.K. Prasad, S. Das, Adv. Funct.
Mater., 2009, 19, 2064-2073.
[5] A. R. Hirst, B. Escuder, J. F. Miravet, D. K. Smith, Angew. Chem., 2008, 47, 8002-
8018.
[6] J. Becerril, M.I. Burguete, B. Escuder, F. Galindo, R. Gavara, J.F. Miravet, S.V. Luis,
G. Peris, Chem. Eur. J., 2004, 10, 3879-3890.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-05
MESOPOROUS SILICA NANODEVICES FOR GENE SILENCING

Amelia Ultimo1, Mar Orzaez2,3, Ramón Martínez Máñez1,3,4, Eduardo Ruiz Hernández5,6
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM)
Universitat Politècnica de València - Universitat de València, Camí de Vera s/N, 46022, Valencia (Spain),
amul1@doctor.upv.es.
2
Centro de Investigación Príncipe Felipe, C/ Eduardo Primo Yúfera 3, 46012, Valencia
(Spain).
3
Unidad Mixta UPV-CIPF de Investigación en Mecanismos de Enfermedades y
Nanomedicina, Valencia, Universitat Politècnica de València, Centro de Investigación
Príncipe Felipe, Valencia (Spain).
4
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN).
5
School of Pharmacy and Pharmaceutical Sciences, Trinity College Dublin (TCD), Dublin 2, Ireland.
6
Trinity Biomedical Sciences Institute, TCD, Dublin 2, Ireland.

Keywords: mesoporous silica nanoparticles, siRNA delivery, degenerative eye


diseases
The main objectives of the present work are to design and to test mesoporous silica
nanoparticles (MSNs) as nanocarriers for siRNA transport and delivery. In particular, this
gene silencing strategy has been addressed to molecules involved in retinal
neovascularization, a key process in several irreversible and degenerative eye diseases,
among them age-related macular degeneration (AMD).
The efficient cellular delivery of therapeutic siRNA is a critical step, so that highly efficient
siRNA carriers are required for stable RNA transport, cellular uptake and intracellular
RNA release [1]. Therefore, functionalized nanodevices based on MCM-41-like
nanoparticles loaded with siRNA and externally coated with polyethyleneimine (PEI) have
been synthesized and characterized by transmission electron microscopy (TEM),
porosimetry and dynamic light scattering (DLS).
As retinal pigment epithelium (RPE) is indispensable for the visual process conducted by
photoreceptors and has been found to be a key component in AMD initiation and
progression [2], the human retinal pigment epithelial cell line ARPE19 was selected for
the in vitro evaluation of the developed system. Cells viability, nanoparticles uptake and
performance were studied using this model. Silencing efficacy was observed by
immunoblot.

References
[1] A. Egorova, A. Shubina, D. Sokolov, S. Selkov, V. Baranov, A. Kiselev. International
Journal of Pharmaceutics. 2016, 515, 431-440.
[2] Y. Wang, D. Shen, V. M. Wang, C-R. Yu, R-X. Wang, J. Tuo, C-C. Chan. Apoptosis.
2012, 17(11), 1144-1155.

50
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-06
WORKING NANOMATERIALS: IS PRINCIPLE OF CAUTION ENOUGH?

Francisco Torrens1, Gloria Castellano2


1
Institut Universitari de Ciència Molecular, Universitat de València, Edifici d’Instituts de
Paterna, P. O. Box 22085, 46071 València, Spain, torrens@uv.es
2
Departamento de CC. Experimentales y Matemáticas, Facultad de Veterinaria y CC.
Experimentales, Universidad Católica de Valencia San Vicente Mártir, Guillem de Castro-
94, 46001 València, Spain

Keywords: opposed image, medieval stained-glass window, noble metal


nanoparticle
Consider a pair of opposed images. On one hand, a medieval stained-glass window
where Au and Ag nanoparticles were used, empirically, to colour and in order that this
were different seen from inside or outside. The counter-image represents a modern
industry of paints based on nanoparticles [1]. Many nanomaterials share nature and
atomic composition but present different properties [2]. In their handling, Principle of
caution should be applied: Nanoparticles should be considered as much toxic as their
corresponding bulk materials [3]. However, is it enough [4]? The used method is based
on: (1) contrast of opposed images; (2) avoiding topics; (3) combination of historical with
present studies on a techno-scientific subject, with a common purpose of taking part
politically in ethico-political futures [5]. The meaning of the first image is commented on
via discussion of other dualities: – Representation that manifests subjacent mirror
symmetry in atomic physics and other mirror asymmetry. We put yellow and red that are
industry warning colours! – Representation of a landscape without atoms and other with
atoms. – Science relationship with power in history (religion) and nowadays. –
Mendeleev’s periodic table of the elements and a modern view like a game sink the fleet.
– Mendeleev’s periodic table of the holes and scientists’ periodic table. – Letter signed by
Einstein to President Roosevelt and logo of Atoms for Peace – Scientists that worked in
Manhattan Project and exit poster of the installations of Oak Ridge of Manhattan Project
by James. E. Westcott. – Campaign Close down Cofrentes and round table Nuclear
Weapons Radiography. – Travelling show Atoms for Peace (1958–), presenting nuclear
energy’s peaceful applications, and American nuclear cover-up in Spain in Palomares
disaster (1966). Acknowledgements. We thank St. Mary’ Basilica (Daroca), and support
from Generalitat Valenciana (Project No. PROMETEO/2016/094) and Universidad
Católica de Valencia San Vicente Mártir (Project No. UCV.PRO.17-18.AIV.03).
References
[1] F. Torrens, G. Castellano. Certamen Integral de la Prevención y el Bienestar Laboral, València, 2016
[2] F. Torrens, G. Castellano. Methodologies and applications for analytical and physical chemistry. Apple
Academic–CRC, Waretown, NJ. In press
[3] F. Torrens, G. Castellano. Tecnología, ciencia y sociedad. Global Knowledge Academics, València. In
press
[4] F. Torrens-Zaragozá, G. Castellano-Estornell. Intersanitario. ImpulSalud, València. In press
[5] F. Torrens, G. Castelano. Congrés Ciència, Política, Activisme i Ciutadania, València, Accepted

51
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-07
Sistema de posicionamiento automático de muestras en el equipo de
experimentación de hipertermia óptica

José Manuel Terrés1, Rafael Masot1, Miguel Penadés1, David Cascales1, Javier Ibáñez1
1
Instituto de Reconocimiento Molecular y Desarrollo Tecnológico, Universitat Politècnica
de València, joterha@upv.es

Palabras clave: Hipertermia óptica, Posicionamiento automático, Experimentación


La hipertermia mediante la excitación de nanopartículas es una técnica actualmente en
desarrollo, de la cual se espera hallar una forma, complementaria y más eficiente, de
tratar neoplasias, tanto por la acción directa de la elevada temperatura, como mediante la
liberación de fármacos de forma localizada, gracias a la funcionalización de las
nanopartículas. [1]
Para excitar las nanopartículas es necesario que éstas sean irradiadas por una luz de
una longitud de onda determinada. Para ello, se desarrolló un equipo capaz de controlar
la intensidad de un haz láser y se demostró que era capaz de aumentar la temperatura
en el medio en el que se suspenden las nanopartículas; este equipo y el resultado del
experimento se muestran en la Figura 1. [2]

Figura 1. Equipo de control del láser y calentamiento de las nanopartículas al ser


irradiadas por éste.
Durante la experimentación han surgido nuevas necesidades, una de ellas es el
posicionamiento de muestras automático, de tal forma que los investigadores no tengan
que situar la muestra bajo el haz manualmente, lo que conlleva alterar las condiciones
del experimento como el tiempo entre irradiaciones y temperatura ambiente.
Para dar solución a esta necesidad, se ha desarrollado un sistema electromecánico
consistente en una estructura móvil con dos motores paso a paso. Estos motores se
controlan a través de una placa de circuito impreso que integra un microcontrolador de 32
bits, y que se comunica a través de puerto serie con una interfaz gráfica donde el usuario
puede seleccionar la posición que se desea irradiar.
Referencias
[1] H. Norouzi, K. Khoshgard, F. Akbarzadeh. Lasers in Medical Science. 2018, pp. 1-10.
[2] R. Montes, A. Hernández, J. Ibáñez. Sensors and Actuators, A: Physical. 2017, 255,
61-70

52
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-08
SÍNTESIS, CARACTERIZACIÓN Y ENSAYO DE MATERIALES
INHIBIDORES DE POLIFENOL OXIDASA

Juan Antonio Soler1, Sara Muñoz2, Tania Godoy4, Jamal el Haskouri3, Pedro Amorós3,
Ana Costero4,5, Margarita Parra4,5, Ángel Argüelles2, Ana Andrés2, Jose Vicente Ros-
Lis1,5
1
Departamento de Química Inorgánica, Universitat de València, sojuanan@alumni.uv.es
2
Instituto de Ingeniería de Alimentos para el Desarrollo, Universitat Politècnica de València
3
Instituto de Ciencia de Materiales, Universitat de València
4
Instituto de Reconocimiento Molecular y Desarrollo Tecnológico, Universitat de València
5
Centro de Investigación Biomédica en Red de Bioingeniería, Biomateriales y Nanomedicina,

Palabras clave: inhibición, polifenol oxidasa y materiales híbridos.


El estudio de la inhibición de la polifenol oxidasa (PPO) tiene como finalidad evitar el
“pardeamiento enzimático” en frutas y verduras. Este efecto negativo es una de las
principales pérdidas de calidad en vegetales. El “pardeamiento enzimático” se produce
por reacciones de oxidación catalizadas por la PPO, especialmente en aquellos
productos ricos en polifenoles.
En concreto, esta enzima actúa en dos tipos de sustrato (actividad creolasa en
monofenoles y catecolasa en o-difenoles), en ambos casos el sustrato es oxidado a o-
cresol y polimeriza formando pigmentos pardos marrones. Figura 1.

Figura 1.- Oxidación de monofenol y o-difenol a o-quinona por la acción de la enzima


PPO.
Clásicamente se han empleado los sulfitos para la inhibición de la PPO, produciendo
alergias en la población, por lo que se ha restringido su uso en bebidas y alimentos.
Frente a ellos, los nanomateriales pueden ser una alternativa interesante para evitar el
pardeamiento enzimático. Permiten inhibir la actividad de la PPO de forma heterogénea,
con lo que separar el inhibidor del alimento es más sencillo.
En el presente trabajo se han ensayado soportes mesoporosos de sílice, en concreto del
tipo UVM-7 y de tipo Stober. Para dotarlos de actividad, se han funcionalizado con
inhibidores de PPO modificados para la inclusión de grupos silano. Por último, se
realizarán ensayos para medir la actividad enzimática en presencia de estos materiales
híbridos.
Referencias
[1] Cabrera, S., El Haskouri, J., Guillem, C., Latorre, J., Beltrán-Porter, A., Beltrán-Porter, D., Marcos, M. D.
y Amorós, P. (2000). Generalised synthesis of ordered mesoporous oxides: the atrane route. Solid State
Sciences, 2 (2000), 405-420.
[2] Morante, J., Agnieszka, A., Bru-Martinez, R., Carranza, M., Pico-Saltos, R, y Nieto, E. (2014).
Distribución, localización e inhibidores de la polifenol oxidasa en frutos y vegetales usados como alimento.
Ciencia y Tecnología, 7 (1), 23-31.

53
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-09
INTERACTION STUDY BETWEEN PPO AND MESOPOROUS SILICA
NANOPARTICLES WITH DIVERSE FUNCTIONALIZATION

Sara Muñoz-Pina1, José V. Ros-Lis2, Ángel Argüelles1, Ramón Martínez-Máñez3,4, Ana


Andrés1
1
Instituto Universitario de Ingeniería de Alimentos para el Desarrollo (IUIAD-UPV).
Universitat Politècnica de València Camino de Vera s/n, 46022, Valencia, Spain.
samuopi@upvnet.upv.es
2
Inorganic Chemistry Department, Universitat de València. 46100, Burjassot, Valencia
Spain.
3
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico. Universitat Politècnica de València - Universitat de València. Camino de
Vera s/n, 46022, Valencia, Spain.
4
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN).

3 keywords: PPO, immobilization, UVM-7


The inhibition or isolation of the enzyme polyphenol oxidase (PPO) present in most fruits
and vegetables is of great interest for the food industry, as it catalyses the oxidation of
polyphenols in compounds known as melanoids causing an undesirable colour change on
the surface of these foods. [1] This reaction is known as enzymatic browning and, although
the industry is already relieving its effects with some processes, they are still looking for a
more effective alternative and with fewer adverse effects.
In recent years there has been a great advance in the field of nanotechnology and it has
been proved their great compatibility with proteins and enzymes. [2] For that reason the
use of nanoparticles in order to palliate the enzymatic browning may be an interesting tool
as an alternative to current processes.
Thus, the aim of this work has been to study the interactions between the PPO enzyme
and the different surface of UVM-7 in order to investigate whether any of the chemical
groups attached to the UVM-7 is capable of immobilize the enzyme and if they affects to it
enzymatic activity. The results showed how some of these functionalisation can serve as
immobilizers of the polyphenol oxidase allowing its totally elimination from the medium.

References
[1] J. B. Gutierrez. Ciencia Bromatológica: principios generales de los alimentos. 1st ed,
Díaz de Santos, España. 2000
[2] A. A. Shemetov, I. Nabiev, A. Sukhanova. ACS Nano. 2012, vol 6 4585-4602

54
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-10
DESARROLLO DE UN BIOSENSOR LABEL-FREE BASADO EN
ESPECTROSCOPIA DE INTERFERENCIA POR REFLEXIÓN

Gabriel Sancho-Fornes1, Miquel Avella-Oliver1, Javier Carrascosa1, Rosa Puchades1,2,


Ángel Maquieira1,2
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnilógico (IDM) Universitat Politècnica de València-Universitat de València, Camino de
vera s/n, 46022 Valencia, gabsanfo@upvnet.upv.es
2
Departamento de Química, Universitat Politècnica de València, Camino de vera s/n,
46022 Valencia.

biosensor, interferometría, sulfasalazina


La interferencia por reflexión es una propiedad óptica muy adecuada para su aplicación
en biosensado, principalmente por la robustez y simplicidad del sistema de detección
[1,2]. En este trabajo se optimizó y desarrolló una estructura interferométrica destructiva,
que consiste en una capa de Au de 5 nm sobre 65 nm de ZnS, 15 nm de una aleación de
Ag, In, Sb y Te, 60 nm de ZnS y 50 nm de Au; y otra constructiva en la que el grosor de
las dos capas de ZnS es de 85 nm y el de la aleación de 20 nm. Las capas se
depositaron una a una mediante sputtering sobre policarbonato. Las medidas se basaron
en las variaciones del haz reflejado y se realizaron con un sistema basado en una fuente
laser y un fotodetector que resulta muy robusto con prestaciones muy competitivas y
coste reducido.
El oro mostró una gran capacidad de adsorción de biomoléculas que actúan como
sondas, proporcionando selectividad y mejorando la sensibilidad. Las prestaciones de las
dos estructuras interferométricas fueron comparadas, demostrando que además de para
macromoléculas, estos sustratos pueden aplicarse para la determinación de moléculas
de bajo peso molecular como fármacos. Para ello, se ha puesto a punto un
immunoensayo competitivo para la determinación de sulfasalazina sin marcaje,
alcanzando un límite de detección de 11 y 81 ng mL-1 con las estructuras
interferométricas destructiva y constructiva, respectivamente. Estos resultados apuntan
además a su aplicabilidad en otros ámbitos como el medioambiente y alimentación.
Interferometria destructiva
Interferometria constructiva
Intensidad
Intensidad

Longitud de onda Longitud de onda


Figura 1. Esquema del biosensor basado
en espectroscopia de interferencia por
reflexión.
pteno Analito Anticuerpo

Agradecimientos
Este trabajo ha sido financiado por el Ministerio Español de Economía y Competitividad
(CTQ2013-45875-R), FEDER, y GVA (PROMETEO II/2014/040).
Referencias
[1] S. Rau, G. Gauglitz. Analytical and Bioanalitical Chemistry. 2012, 402 (1), 529-536.
[2] A. Kussrow, C.S. Enders, D.J. Bornhop. Analytical Chemistry. 2012, 84 (2), 779-792.

55
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-11
BACTERIAL ENANTIORECOGNITION OF KETOPROFEN: READY
BIODEGRADABILITY TEST

María José Medina-Hernández1, Laura Escuder-Gilabert1, Yolanda Martín-Biosca1, Emilio


Bonet-Domingo2, Mireia Pérez-Baeza1, Salvador Sagrado1,3
1
Departamento de Química Analítica, Universitat de València, Burjassot, Valencia, Spain.
sagrado@uv.es
2
GAMASER S.L., C/ Isaac Peral, 4, Parque Tecnológico, 46980 Paterna, Valencia, Spain.
3
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM). Universitat Politècnica de València, Universitat de València.
Avd. Vicente A. Estellés s/n, 46100 Burjassot, Valencia, Spain.

Keywords: bacterial enantiorecognition, biodegradation profile, emergent


contaminants
Enantiomers of chiral pharmaceuticals are becoming of environmental concern because
of their different behavior [1]. Ketoprofen, marketed as racemate and as S-(+) enantiomer,
is a nonsteroidal anti-inflammatory drug widely used. Thus, it could cause unpredictable
enantioselective health and environmental problems, if it is not efficiently removed in
wastewater treatment plants (WWTPs). The present communication reports a
enantiobiodegradability batch mode test of enantiomers of ketoprofen using minimal salts
medium inoculated with activated sludge collected from a Valencian WWTP. The
ketoprofen concentrations have been monitored by means of a HPLC method using
Chiralart Cellulose-SC (celulose tris(3,5-dichlorophenylcarbamate) as analytical column
and UV detection. The Biodegradation in percentage (BD, %) of biotic assays for the
racemate, along the incubation time was estimated (Fig. 1). For ketoprofen, non-
enantioselective biodegradation was observed in the current experimental conditions
assayed.

Fig.1. Ketoprofen enantiomers BD (%): experimental (o & ●) and modelled (-)


Acknowledgements
This work has been supported by the Project CTQ2015-70904-R (MINECO/FEDER, UE).
References
[1] A.R. Ribeiro, P.M.L. Castro, M.E. Tiritan. Environmental Chemistry for a sustainable
world. Springer-Verlag, Berlin. 2014.

56
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-12
BACTERIAL ENANTIORECOGNITION OF EMERGENT CONTAMINANTS:
PEAK AREA-BASED BIODEGRADABILITY MODELS

María José Medina-Hernández1, Laura Escuder-Gilabert1, Yolanda Martín-Biosca1, Emilio


Bonet-Domingo2, Mireia Pérez-Baeza1, Salvador Sagrado1,3
1
Departamento de Química Analítica, Universitat de València, Burjassot, Valencia, Spain.
sagrado@uv.es
2
GAMASER S.L., C/ Isaac Peral, 4, Parque Tecnológico, 46980 Paterna, Valencia, Spain.
3
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM).
Universitat Politècnica de València, Universitat de València.
Avd. Vicente A. Estellés s/n, 46100 Burjassot, Valencia, Spain.

Keywords: bacterial enantiorecognition, biodegradation profile, emergent


contaminants
Chiral pharmaceuticals are becoming of environmental concern because of the different
behavior between enantiomers [1]. Biodegradability tests allow a first evaluation for
environmental risk assessment (e.g., biodegradation curves BD vs. time). Usually BD
data come from calculations and models based on the concentration-time curves (so,
previous calibration curve are required). The present communication reports BD and
enantiomeric fraction (EF) novel equations and models using, for the first time, peaks
areas as dependent variables; thus avoiding the need of using calibration data and their
corresponding errors/uncertainties that affects the quality of the results. Ibuprofen is used
as a model example. A ready biodegradability test is conducted using an activated sludge
as inoculum and racemic mixtures of ibuprofen. The measured chromatographic peak
areas of the enantiomers and their corresponding BD-t data and curves are calculated
(Fig. 1).

Fig.1. Ibuprofen enantiomers experimental peak areas (A) and their corresponding BD-t
data and curves (B)
Acknowledgements
This work has been supported by the Project CTQ2015-70904-R (MINECO/FEDER, UE).
References
[1] K. Kummerer. Pharmaceuticals in the Environment. Springer-Verlag, Berlin, 2008.

57
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-13
Theoretical and computational study of the affinity of cardiac versus
skeletal troponin I towards cardiac troponin I antibody
Jad Sabek, Paula Martínez Pérez, Jaime García-Rupérez
Nanophotonics Technology Center, Universitat Politècnica de València, Camí de Vera
s/n, Valencia, 46022, Spain

3 keywords: (Cardiac Troponin I, Binding sites, Molecular docking)

Cardiac troponin I (cTnI) is currently the gold-standard biomarker for the fast and early
detection of a myocardial failure. In this context, we report a computational study of the
interaction between cTnI and its specific antibody (αcTnI). Furthermore, we also report a
comparative study of the binding efficiency of the cTnI antibody with the cTnI and with its
principal interferon, the skeletal troponin I (sTnI). The objective of this work is
demonstrating that binding and selectivity studies can be carried out computationally,
what may be very relevant for the development of biosensing devices with a better
recognition performance and with a lower cross-reactivity.

The computational study was performed using different simulation platforms. FTSite and
FTMap were used for the determination and mapping of the binding sites [1]. Then,
FTDock and pyDock were used to study molecular docking [2]. Finally, molecular
dynamics (MD) was analyzed using GROMACS [3].

This study can also be applied to a wide range of different scenarios were other targets
(e.g., lipids, oligonucleotides, etc.) or other applications (e.g., pharmacological drug
design) are considered.
Table 1: Comparison of the binding energies between cTnI and
sTnI towards the Fab region of the cTnI antibody.
Complex Ele. Desolv VDW Total
.
sTnI-αcTnI -29.635 -3.683 72.809 -26.037
cTnI-αcTnI -11.866 -20.190 28.475 -29.208
Ele. : Electrostatic energy
Desolv. : Desolvation energy
VDW: Van Der Waals energy

Figure 1: Binding sequences of cTnI (A) and sTnI (B) towards the Fab region of the cTnI antibody.

References
[1] Y. Yuan, J. Pei, L. Lai. Curr. Pharm. Des. 2016, 19 (12), 2326-2333.
[2] M. Cheng, L. Blundell, J. Fernandez-Recio. Proteins. 2007, 68, 503-515.
[3] H. Berk, C. Kutzner, D. Van der Spoel, E. Lindahl. J. Chem. Theory Comput. 2008, 4
(3), 435-447.

58
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-14
A comparative study between two tripodal halogen- and hydrogen
bonding receptors for anion sensing

Paula Sabater, Fabiola Zapata, Antonio Caballero*, Pedro Molina*


University of Murcia, Departamento de Química Orgánica, Campus de Espinardo, E-
30100 Murcia, Spain, paula.sabater@um.es

3 keywords: anion recognition, halogen bonding, imidazolium


Anion recognition has become one of the most important research field in supramolecular
chemistry due to the importance of anions in chemistry, biology and environmental
processes.[1] In this way, the utilization of different non-covalent interactions
Anion···Receptor has attracted a great interest, being the Halogen Boding interaction one
of the most promising interaction to employ in anion recognition in the last years.[2]
We report here the synteshis and comparative study of the anion sesing propierties of a
new halogen bonding tris-bromoimidazolium receptor 13+·3PF 6 - (Figure 1a) with the
analogous hydrogen bonding one 23+·3PF 6 - (Figure 1b). The evaluation of the sensing
properties was realized by fluorescence, UV-V and NMR spectroscopy towards the
following set of anions as tetrabutylammonium salt: HP 2 O 7 3–, H 2 PO 4 –, SO 4 2–, HSO 4 –,
NO 3 −, F–, Cl–, Br–, I–, AcO–, ClO 4 –, BF 4 – and C 6 H 5 CO 2 –.
The addition of HP 2 O 7 3–, H 2 PO 4 –, SO 4 2–, F–, AcO– and C 6 H 5 CO 2 – anions to a solution of
the receptors 13+·3PF 6 - and 23+·3PF 6 - promoted significant changes in their emission
bands, while the others anions tested had no effect on the emission spectrum. Whereas
the addition of those anions to a solution of the receptor 23+·3PF 6 - cause the quenching of
the monomer emission bands in all cases, the addition of H 2 PO 4 – anions to the receptor
13+·3PF 6 - promotes a progressive
increasing of a new broad emission band
at λ = 469 nm, attributed to the anthracene
excimer fluorescence, and the concomitant
decreasing of the monomer emission
bands at λ = 398 and 419 nm presents in
the free receptor. The addition of HP 2 O 7 3–
,SO 4 2–, F–, AcO– and C 6 H 5 CO 2 – anions to
a solution of receptor 13+·3PF 6 - promoted
the quenching of the monomer emission
bands just as in the receptor 23+·3PF 6 -.
We acknowledge to the Ministerio de Economía y Competitividad of Spain and FEDER
projects CTQ2013-46096-P and CTQ2017-86775-P, and Fundación Séneca Región de
Murcia (CARM) projects (18948/JLI/13 and 19337/PI/14). P. Sabater also acknowledges
to the University of Murcia for a predoctoral grant.
References
[1] P. Molina, F. Zapata, A. Caballero, Chem. Rev., 2017, 117, 9907–9972.
[2] L.C. Gilday, S.W. Robinson, T.A. Barendt, M.J. Langton, B.R. Mullaney, P.D. Beer,
Chem. Rev., 2015, 115, 7118–7195

59
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-15
ESTUDIO DE LA COMPARATIVA HORNO CONVENCIONAL VS HORNO
MICROONDAS EN LA ELABORACIÓN DE FLAN DE LIMÓN
UTILIZANDO TECNOLOGÍAS DE IMÁGEN TÉRMICA.

Susana Rubio-Arraez1, Diego Alcañiz1, Ruth de los Reyes1,


Maria Luisa Castelló1, Maria Dolores Ortolá1.
1
Intituto Universitario de Ingeniería de Alimentos para el Desarrollo.
Universitat Politècnica de València, Camino de Vera s/n 46022, Valencia, Spain.
Autor de correspondencia: suruar@upvnet.upv.es

3 palabras clave: Termografía, Hornos microondas y convencional, flan de limón


El objetivo principal del presente estudio fue realizar un seguimiento y comparación de
procesos de horneado (en horno convencional o en horno microondas) en la elaboración
de flanes de limón aplicando tecnologías de imágenes térmicas mediante una cámara
termográfica. Al mismo tiempo, se han realizado las determinaciones de las propiedades
colorimétricas y mecánicas sobre el producto terminado.

El interés de la industria alimentaria por ofrecer productos de alta calidad nutricional y


con un aporte de beneficios saludables se une a la demanda del consumidor por
productos con buen sabor y aspecto atractivo [1]. Sin embargo, al incorporar zumo de
fruta natural como es el caso del limón, a productos como el flan, lo enriquece en gran
medida por la cantidad de propiedades que le aporta y a su vez, es una forma de darle
salida en el mercado al excedente de producción de cítricos. No obstante, la elaboración
de postres como el flan de limón, que tradicionalmente se elabora en un horno
convencional, podría optimizarse con la implementación de hornos microondas que
permiten acortar los tiempos de horneado, y además es una energía ecológica [2,3].

Teniendo en cuenta los resultados obtenidos podemos concluir, que mediante la


detección del sensor de la cámara termográfica se ha podido observar un calentamiento
más homogéneo durante el proceso de horneado convencional, mientras que en el de
microondas hubo diferencias marcadas, concentrándose el calentamiento, en puntos
donde existía fase acuosa. En concordancia con los parámetros colorimétricos obtenidos,
luminosidad y tono, las muestras de flan de limón elaboradas en el horno convencional
muestran valores superiores frente a los obtenidos para las muestras elaboradas en el
horno microondas. Sin embargo, al realizar el análisis de perfil de textura (TPA) hemos
observado que los parámetros dureza y gomosidad son superiores en las muestras
elaboradas en el horno microondas. Para concluir, este sistema ha sido aplicado con
éxito en el proceso.
Referencias
[1] N. Candia-Muñoz, M. Ramirez-Bunster, Y. Vargas-Hernández, L. Gaete-Garretón. Physics Procedia.
2015, 70, 867–871.
[2] W. Liu, T.C. Lanier. Food Research International. 2016, 81, 108–113.
[3] S. Chandrasekaran, S. Ramanathan, T. Basak. Food Research International. 2013, 52, 243–261.

60
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-16
NOVEL NIR-PHOTOACTIVE NANOPLATFORM FOR PDT:
MAGNETIC/UCNP@mSiO 2 CAPPED WITH PORPHYRIN

Ignacio Rosa-Pardo1, Mykhaylo S. Petrov1, Néstor Estebanez1, Daniel Caminos1,2, María


González-Béjar1, Raquel E. Galian1, and Julia Perez-Prieto1.
1
Instituto de Ciencia Molecular (ICMOL), Univ. de Valencia, Catedrático José Beltrán 2, 46980, Paterna,
Valencia, Spain. Email: igropar@alumni.uv.es
2
INFIQC (UNC-CONICET) Dpto. de Química Orgánica, Facultad de Ciencias Químicas, Universidad
Nacional de Córdoba, Ciudad Universitaria, X5000HUA, Córdoba, Argentina

Keywords: (mesoporous silica, upconversion luminescence, photodynamic therapy


The integration of different functional nanomaterials to prepare a platform with relevant
features and applications is a subject of increasing interest. Recently, our group has
developed a nanoplatform (NPT), specifically Fe 3 O 4 @Au@MSN, where MSN means
mesoporous silica, and decorated it with Rose Bengal as photosensitizer for
photodynamic therapy (PDT). This NPT generates singlet oxygen efficiently upon
excitation with visible light [1].
Here we report a novel biocompatible NPT composed of four types of materials with
different functionalities: magnetic nanoparticles (Fe 3 O 4 , MNP) and core-shell
upconversion nanoparticles (UCNP) incorporated into the mesoporous silica (m-SiO 2 ) to
provide the NPT biocompatibility as well as NIR-induced luminescence and magnetic
properties.
The synthesis of the individual nanoparticles was carried out following reported
methodologies [2,3]. The key step was the homogeneous encapsulation of both kind of
nanoparticles to generate the MNP-UCNP@MSN nanoplatform. Different techniques
were used to characterize the system, such as UV-visible and FTIR spectroscopy,
microscopy, magnetism and thermogravimetry. Finally, the NPT was decorated with a
porphyrin, PP, (Figure 1). The photophysical properties of the nanohybrid and the
efficiency to generate singlet oxygen will be discussed.

References
[1] Rosa-Pardo, I.; Roig-Pons, M.; Heredia, A. A.; Usagre, J. V.; Ribera, A.; Galian, R. E.; Perez-Prieto, J.,.
Nanoscale 2017, 9 (29), 10388-10396.
[2] WangWang; Luo, J.; Fan, Q.; Suzuki, M.; Suzuki, I. S.; Engelhard, M. H.; Lin, Y.; Kim, N.; Wang, J. Q.;
Zhong, C.-J.,. J. Phys. Chem. B 2005, 109 (46), 21593-21601.
[3] Ren, W.; Tian, G.; Jian, S.; Gu, Z.; Zhou, L.; Yan, L.; Jin, S.; Yin, W.; Zhao, Y.,.RSC Advances 2012, 2
(18), 7037-7041.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-17
A novel marker for cellular senescence detection

Sara Rojas1,3, María Alfonso1,3, Mª Salomé Sirerol2, Isabel Fariñas2, Ana Costero1,3,
Ramón Martínez1,3.
1
Instituto Interuniversitario de Investigación, Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València, Universitat de València, Camí de
Vera s/n 46022 Valencia, sarovaz@upvnet.uv.es
2
Unidad de Neurobiología Molecular. Universidad de Valencia. 46100 Burjassot, Valencia
3
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BNN).

3 keywords: Cellular senescence, NSCs, α-fucosidase.

Cellular senescence is a state of permanent arrest of the cell cycle that cells undergo
after certain number of divisions or when they suffer stress or DNA damage. The
accumulation of senescent cells with aging has been related to age-associated
pathologies, including neurodegenerative disorders [1]. It is reported that neural stem
cells (NSCs) progressively loss their neurogenic potential with aging. However, if this is
caused by a senescence process still remains unknown [2]. In this scenario, a
comprehensive understanding about senescence and its influence in the subependymal
zone (SEZ) neurogenic niche is needed.

To achieve this proposal, the reliable detection of senescent cells becomes a priority. The
most widely used method to monitor senescence is the detection of the lysosomal activity
of Senescence Associated β-Galactosidase (SA-β-Gal), an enzyme that becomes
especially abundant in senescent cell. However, this marker can fail to properly
differentiate between senescent and no-senescent cells and, therefore, it has been
proposed that the detection of another enzyme, a lysosomal hydrolase called α-
fucosidase (α-fuc), could be a promising alternative. This is a novel biomarker with the
potential to become a sensitive and specific marker in general and specially when SA-β-
Gal does not provide a reliable signal [3].

The α-fuc enzyme activity is specifically increased in senescent cells. This can be
observed through a histochemical labeling which uses X-Fuc as substrate, rendering an
intensive blue staining [3]. This has enabled us to detect cellular senescence in vitro in
senescence-induced cells and tissue samples from aging-mice models. This could offer
us the possibility of identify those areas in the neurogenic niche where senescent cells
are accumulated.
References
[1] D. Muñoz-Espín, M. Serrano. Nature Rev Mol Cell Biol. 2014, 15, 482.
[2] J.C. Acosta, A. Banito, T. Wuestefel, A. Georgilis et al. Nature Cell Biol. 2013, 15, 978–990.
[3] D.G. Hodelbrand, S. Lehle, A. Borst, S. Haferkamp et al. Cell Cycle. 2013, 12, 1922-1927.

62
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-18
Integrated Network Sensors for Smart Corrosion Monitoring of
Reinforced Concrete Structures

J.E. Ramón1, J.M. Gandía-Romero1, R. Bataller1, K. Díaz2 and M. Valcuende3.


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València, Universitat de València, Camino
de Vera, s/n 46022 Valencia, Spain.
2
Escuela Técnica Superior de Ingeniería de Edificación, Universitat Politècnica de
València, Camino de Vera, s/n 46022 Valencia, Spain.
3
Departamento de Construcciones Arquitectónicas, Universitat Politècnica de València,
Camino de Vera, s/n 46022 Valencia, Spain.
Registered author e-mail: joramza@arqt.upv.es

Keywords: sensor, corrosion, structure


The use of embedded sensors to monitor the state of reinforced concrete structures
(RCS) has been gaining increasing interest in the last few decades [1]. The information
provided by these sensors allows to detect in advance emerging corrosion processes,
which improves structural safety and entails savings in inspection and maintenance.
The “Integrated Network Sensors for Smart Corrosion Monitoring” (INESSCOM) is an
innovative system developed to real-time corrosion monitoring of RCS at different
locations [2]. This system has been patented [3] and it stands out by its capacity to carry
out the acquisition, storage and transmission of data entirely autonomously.
INESSCOM has been installed in a RCS prototype to continuously monitor the state of
the reinforcements in a large number of control points. Several results obtained in this real
application are presented here. Figure 1 shows the corrosion current density (i CORR ) graph
obtained where chloride contaminated zones can be easily identified. The system was
also able to record an increasing corrosion trend in those areas where cracks appeared
unexpectedly during the concrete curing and hardening processes. Therefore,
INESSCOM has demonstrated to be an effective system to monitor the durability of RCS.

Figure 1. Corrosion current density (i CORR ) monitoring of three parts of the structure wall.
References
[1] C. Andrade, I. Martínez, C. Alonso and J. Fullea, Materiales de Construcción, 2001, vol.51, 97-107.
[2] J.E. Ramón, J.M. Gandía-Romero, M. Valcuende and R. Bataller, Vitruvio, 2016, vol.1, no.1, 64–79.
[3] M. Alcañiz, R. Bataller, J.M. Gandía-Romero, J.E. Ramón, J. Soto and M. O. Valcuende, “Sensor, red de
sensores, método y programa informático para determinar la corrosión en una estructura de hormigón
armado,” International patent, Publication number: WO-2016177929-A1, Nov-2016.

63
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-19
DEVELOPMENT OF GATED MATERIALS TO DETECT PATHOGENS

Luis Pla1,2,3, Sara Santiago-Felipe1,2,3, Àngela Ribes1,2,3, Elena Aznar1,2,3, M. Angeles


Tormo-Mas4, Javier Pemán4, Félix Sancenón1,2,3, Ramón Martínez-Máñez1,2,3.
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València, Universitat de València, Camino
de Vera s/n, 46022, València (Spain), plablas@upv.es
2
CIBER de Bioingenieria, Biomateriales y Nanomedicina (CIBER-BBN)
3
Unidad Mixta de Investigación en Nanomedicina y Sensores, Universitat Politècnica de
València, Instituto de Investigación Sanitaria La Fe, València (Spain).
4
Grupo acreditado de investigación Infección Grave, IIS La Fe, Avenida Fernando Abril
Martorell, 126, 46026 Valencia, Spain.

3 keywords: Pathogens, molecular gates, mesoporous


Current methodologies for clinical detection of pathogens are based in body fluid culture
to grow possible present microorganisms, followed by identification of the specific
pathogen. This procedure may take up several days, or even a week. Thus, it is imperious
to develop new detection systems for a rapid detection of pathogens in an easy and
reliable way. [1,2]
Herein we present two different sensing approaches for the detection of two types of
pathogens, a bacteria and a fungus, based on hybrid organic-inorganic porous materials.
Recognition is undertaken through molecular gates, [3] specific biomolecular structures
which can be constituted by antigens/antibodies, enzymes, nucleic acids/DNA, etc. and
are able to control the release of an entrapped reporter.
Optical signaling in response to the presence of the target pathogen is accomplished by
monitoring the fluorescence of the released dye from the pore voids to an aqueous
solution.
Preliminary results are encouraging and confirm their potential use as sensing probes in
hospital microbiology departments.

References
[1] S. Chatterjee, S.V. Alampalli, R.K. Nageshan, S.T. Chettiar, S. Joshi, U. Tatu, BMC
Genomics 2015, 16, 686-702.
[2] E.E. Alahi, S.C. Mukhopadhyay, Sensors 2017, 17, 1885-1905.
[3] E. Aznar, M. Oroval, Ll. Pascual, J.R. Murguía, R. Martínez-Máñez, F. Sancenón,
Chem. Rev. 2016, 2, 561-718.

64
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-20
FLUORINATED PSEUDOPEPTIDIC CAGES

Edgar Peris, María Catalá, M. Isabel Burguete and Santiago V. Luis


Grupo de Química Sostenible y Supramolecular, Departamento de Química Inorgánica y
Orgánica, Universitat Jaume I, 12071, Castellón, Spain, esalom@uji.es

keywords: molecular recognition, fluorine groups, pseudopeptidic cages

Simple open chain and macrocyclic pseudopeptides have revealed to be an interesting


class of supramolecular building blocks, being able to participate in different molecular
recognition and self-assembling processes [1]. Thus, a new pseudopeptidic molecular
cage derived from tripodal precursors with C 3 symmetry has been synthesized with the
aim of studying its potential properties as receptor for biologically relevant anions [2].
These cage-like hosts are synthesised by the triple S N 2 reaction between tripodal
tris(amido amines) and several 1,3,5-tris(bromomethyl)benzene electrophiles. Previous
studies have shown that the cages derived from an aromatic electrophile with triple
substitution in the ring (Me or Et) increase the chloride binding.

N
NH2 NH2
H H
N N F HN
N
NH NH
O O Cl Cl O
+ DIPEA O O
HN O Bu4NBr
F F CH3CN N
H F HN
Cl HN
NH2 F

Scheme 1. Macrocyclation for the synthesis of the fluorinated pseudopeptidic cages

In this work, we have introduced specifically electronegative groups (fluorine) in the triple
substitution of the ring [3], which is expected to modify its electronic density, and to
provide the potential for an increased anion-π interaction inside the cage (see Scheme 1).
References
[1] E. Faggi, S. V. Luis, I. Alfonso. Current Medicinal Chemistry. DOI:
10.2174/0929867325666180301091040.
[2] I. Martí, M. Bolte, M. I. Burguete, C. Vicent, R. Quesada, I. Alfonso, S. V. Luis. Chem.
Eur. J. 2012, 18, 16728-16741.
[3] S. M. F. Vilela, J. A. Fernandes, D. Ananias, L. D. Carlos, J. Rocha, J. P. C. Tomé, F.
A. Almeida Paz. CrystEngComm. 2014, 16, 344.
Acknowledgements: This work was partially supported by G.V. (PROMETEO 2016-071)
and MINECO (CTQ2015-68429R). E.Peris thanks MICINN for personal financial support
(FPU13/00685).

65
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-21
ANCLAJE DE BALIZAS MOLECULARES A SOPORTES SÓLIDOS
MEDIANTE QUÍMICA CLICK. APLICACIÓN A LA DETECCIÓN DE
MICRORNAS ASOCIADOS A CÁNCER Y ESTUDIO DE PRESTACIONES

Nazaret Peña1, Daniel González-Lucas1, María-José Bañuls1,2, Ángel Maquieira1,2


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València, Universitat de València, Camino
de Vera s/n, 46022, Valencia, Spain. (napegi@etsiamn.upv.es).
2
Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n,
E46022 Valencia, Spain

Palabras clave: Balizas moleculares, QCM, derivatización de superficies


Los microRNA son pequeños RNAs no codificantes, que regulan diversos procesos
biológicos como proliferación, diferenciación y apoptosis celular [1]. Su desregulación
puede desencadenar el desarrollo de ciertas enfermedades como el cáncer [2], que
continúa siendo una de las principales causas de muerte en todo el mundo a pesar de los
avances realizados en su detección y diagnóstico [3]. Es por ello que el desarrollo de
nuevos dispositivos que permitan una detección temprana de la enfermedad se hace tan
necesario.
En el presente trabajo se desarrolla un estudio sobre la detección de miRNA-155,
asociado al cáncer de mama y de colon mediante el empleo de micromatrices con
marcaje fluorescente y la tecnología sin marcaje de QCM.
Para ello se emplea una baliza molecular, que sufre un cambio conformacional al hibridar
con la hebra complementaria. Dichos cambios conformacionales se pueden emplear para
mejorar las prestaciones de la hibridación ya sea mediante la unión de nanopartículas o
estreptavidina a la baliza molecular. Además, es necesaria una inmovilización eficiente
sobre el soporte, siendo llevada a cabo mediante la funcionalización de la superficie con
trietoxivinilsilano, que interaccionará con las balizas moleculares gracias a los grupos tiol
que presentan en uno de los extremos. El método de anclaje se basa en una reacción
fotoinducida con luz ultravioleta próxima al visible, con alto rendimiento.
Con el fin de mejorar la detección se anclan nanopartículas a las balizas moleculares
analizando posteriormente con experimentos realizados en QCM los cambios
conformacionales sufridos por la baliza molecular tras la hibridación con la sonda
complementaria.
El trabajo ha sido realizado bajo el marco del proyecto europeo del programa H2020
llamado SAPHELY (H2020-ICT-644242).
Referencias:
[1] Seven, M., Karatas, O. F., Duz, M. B, Ozen, M. Future Oncology, 2014 10(6), 1027–1048.
[2] Reddy, K. B. Cancer Cell International 2015 15(1).
[3] Zhang, B., Pan, X., Cobb, G. P., Anderson, T. A. Developmental Biology, 2007 302(1), 1–12.

66
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-22
Inmunoensayo con detección luminiscente para la determinación de
IgEs específicas de alergia a β-lactámicos.

P. Quintero-Campos1, S. Morais1,2, A. Maquieira1,2


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València-Universitat de València, Camino
de Vera s/n, E46022 Valencia, Spain. pedquica@upvnet.upv.es
2
Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n,
E46022 Valencia, Spain.

Palabras clave: IgE, determinante antigénico, antibiótico, ELISA luminiscente.


Los antibióticos β-lactámicos son medicamentos habitualmente usados para combatir
infecciones bacterianas. Las reacciones alérgicas relacionadas con la ingesta de
antibióticos β-lactámicos son frecuentes y representan el 50% de las alergias debidas a
fármacos.
En la actualidad, los métodos de detección in vitro de alergias a fármacos permiten la
detección de hasta 0,35 IU/mL de IgE específica en suero con una selectividad pobre, no
permitiendo discriminar entre pacientes alérgicos y controles.
Nuestro grupo de investigación ha puesto a punto un inmunoensayo heterogéneo para la
determinación quimioluminiscente de IgE totales y específicas de alergia a antibióticos β-
lactámicos. Basado en el típico ensayo ELISA, se utiliza un determinante antigénico de
un antibiótico β-lactámico como antígeno inmovilizado. Las IgEs específicas presentes en
el suero reconocen el determinante y se unen a él. Continuando con la metodología
habitual de un ensayo ELISA se concluye el estudio midiendo la señal emitida por el
sustrato añadido.
En este trabajo se ha realizado un estudio de las prestaciones analíticas de
inmunoensayos en placa ELISA. Los ensayos cromogénicos permiten la detección de IgE
en el intervalo de concentración 0,35-0,70 U/mL, correspondiente a los pacientes
alérgicos de clase 1, mientras que el ensayo con detección luminiscente presenta un
límite de detección y cuantificación de 0,05 y 0,16 IU/mL, respectivamente, permitiendo la
detección de pacientes alérgicos de clase 0, según la clasificación RAST. El ensayo
desarrollado emplea un volumen de suero sanguíneo de 25 µL y se realiza en un tiempo
total de 60 min. La especificidad de los determinantes antigénicos utilizados, así como la
alta sensibilidad del ensayo, permiten cuantificar IgEs específicas de alergia a
antibióticos de modo fiable y rápido.

Agradecimientos:
Este trabajo ha sido financiado por el programa H2020 (proyecto COBIOPHAD, grant
agreement No. 688448), y es una iniciativa de Photonics PPP (www.photonics21.org).

67
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-23
Self-propelled Janus platinum-mesoporous silica nanomotors
for controlled drug delivery

Paula Díez1, Antoni Llopis-Lorente1,2, Cristina de la Torre1, Ramón Martínez-Máñez1,2,3,4


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM),
Universitat Politècnica de València, Universitat de València, Spain. paudiesa@upvnet.upv.com
2
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN).
3
Unidad Mixta de Investigación en Nanomedicina y Sensores. Universitat Politècnica de València, Instituto
de Investigación Sanitaria La Fe, Valencia, Spain.
4
Unidad Mixta UPV-CIPF de Investigación en Mecanismos de Enfermedades y Nanomedicina, Valencia,
Universitat Politècnica de València, Centro de Investigación Príncipe Felipe, Valencia, Spain.

3 keywords: Nanomotors, self-propulsion, platinum


During the last years, the development of nanomachines with an efficient propulsion and
cargo-towing attracted much attention due to their potential in biosensing, diagnostics and
therapeutic applications [1]. In this context, synthetic nanomotors with propulsion
mechanisms are promising vehicles in the design of autonomous nanomachines for an
intelligent and controlled release of drugs [2, 3].
In this work, we report the design of a novel Janus-type nanomotor self-propelled by
catalytic decomposition of hydrogen peroxide (H 2 O 2 ) for the intelligent administration of
drugs. As illustrated in Figure 1, the new responsive nanomachines are constituted of the
propelling nanoparticle element (platinum face), the drug-loaded nanocontainer
(mesoporous silica face) and the disulfide-containing oligo(ethylene glycol) chains (SS-
OEG) as a gating system. In the presence of both H 2 O 2 and glutathione, a faster release
is observed due to the synergic effect of the self-propulsion (fueled by H 2 O 2 ) and the
uncapping of the particles by glutathione. Such accelerated delivery is attributed to a local
bubble generation in the platinum surface by the catalytic decomposition of H 2 O 2 into
oxygen (gas) and water, resulting in a fluid mixing associated with such nanomotor
movement.

Figure 1. Self-propelled Janus platinum- mesoporous silica nanomotor: A) Schematic


illustration, B) TEM image.
References
[1] F. Peng, Y. Men, Y.Tu, Yongming Chen, D.A. Wilson. Funct. Mater. 2018, 1706117-1706125.
[2] W. Gao, J. Wang. Nanoscale 2014, 6, 10486-10494.
[3] V.V. Singh, K. Kaufmann, B.E.F. de Ávila, M. Uygun, J. Wang. Chem. Comm. 2016, 52, 3360-3363.

68
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-24
Fluorogenic detection of endotoxin using polymyxin B-capped
mesoporous silica nanoparticles

Ismael Otri,1,2,3 Sameh El Sayed,1,2,3 Elena Aznar,1,2,3 Félix Sancenón1,2,3 and Ramón
Martínez-Máñez.1,2,3
1
IDM, Instituto Interuniversitario de reconocimiento Molecular y Desarrollo Tecnológico,
Universitat Politècnica de València, camí de Vera s/n, Valencia. E-mail:
isot@doctor.upv.es
2
Departamento de Química. Universitat Politècnica de València. Camino de Vera s/n,
Valencia.
3
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN).

keywords: (Endotoxin, Mesoporous Silica Nanoparticles , Polymyxin B)


Endotoxin is a component of the outer cell membrane for all gram negative bacteria which
is known biochemically as lipopolysaccharide (LPS) according to its component.
Endotoxin immune response depends on LPS structure which contains lipid A and
polysaccharide which give it toxicity and immunigicity features respectively. In addition,
LPS is highly chemical stable molecule released by gram negative bacteria after death to
the environment which leads to several health problems such as respiratory difficulties,
pulmonary inflammation, asthma, fever, diarrhea and vomiting.[1,2] Therefore many
studies about its detection are published but most of known methods are influenced by
interferences in environmental samples like β-(1-3)-D-glucan and pectic polysaccharides
from plant origin.[3]
Polymyxin B (PMB) is a natural cyclic cationic peptide active against gram negative
bacteria. According to its structure, which contains an hydrophilic and hydrophobic
(lipophilic) part, has highly affinity to bind and neutralize lipid A in LPS.[4]
Taking into account the above mentioned facts, a hybrid nanomaterial for LPS detection
based on mesoporous silica nanoparticles (MSNs) loaded with rhodamine B and capped
electrostatically using PMB was prepared. The designed MSNs keep blocked without
rhodamine B release in the absence of LPS. In contrast it's uncapped selectively when
LPS is present, which lead to the release rhodamine B.

References
[1] M.Mueller, B.Lindner, S.Kusumoto, K.Fukase, AB.Schromm, U.Seydel. J Biol Chem.
2004, 279:26307–26313.
[2] J.Bhattacharyya, S.Biswas, A.G.Datta. Curr. Med. Chem. 2004, 11, 359–368.
[3] M.Peters, P.Fritz, A.Bufe. Innate Immun. 2012, 18(5):694-9.
[4] D.Ferrari, C.Pizzirani, E.Adinolfi, S.Forchap, B.Sitta, L.Turchet, S.Falzoni, M.Minelli,
R.Baricordi, F.D. Virgilio. J Immunol. 2004,173: 4652-4660.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-25
NOVEL N,N-DIPHENYLANILINO- HETEROCYCLIC ALDEHYDES BASED
CHEMOSENSORS FOR UV-VIS/NIR Cu(II) DETECTION

Hazem Essam Okda,1 M. Manuela M. Raposo,4 Félix Sancenón,1,2,3 and Ramón


Martínez-Máñez, * 1,2,3
1. Instituto Interuniversitario de Reconocimiento Molecular y Desarrollo Tecnológico
(IDM), Unidad Mixta Universitat Politècnica de València, Universitat de València, Spain.
2. Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n,
46022, València, Spain. E-mail: haesel@etsid.upv.es
3. CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN).
4. Centro de Química, Universidade do Minho, Campus de Gualtar, 4710-057, Braga,
Portugal.

keywords: NIR detection, Cu(II) ion, N,N-diphenylanilino derivatives


In recent years, the development of new colorimetric and fluorimetric molecular sensors
for biologically active metal ions has been extensively investigated because of their
potential applications in life sciences, medicine, chemistry, and biotechnology.[1]

We report herein the synthesis and characterization of a novel chromo-fluorogenic probe


(7) based on N,N-diphenylanilino heterocyclic aldehydes[2] for the selective detection of
Cu(II) cation.

-5 -1
Figure 1. UV-visible spectra of probe (7) (1.0 x 10 mol L ) in acetonitrile alone and in the presence of 10
eq. of selected metal cations.

UV/vis spectroscopic studies of probe (7) in pure acetonitrile in the presence of selected
cations (Cu2+, Pb2+, Mg2+, Ge2+, Ca2+, Zn2+, Co2+, Ni2+, Ba2+, Cd2+, Hg2+, Fe3+, In3+, As3+,
Al3+, Cr3+, Ga3+, K+, Li+, Na+) were carried out. Of all the cations tested, only Cu(II) is able
to induce the appearance of intense absorption bands in the 625 and 1072 nm range with
color modulation from faint yellow to deep violet (see Figure 1).
References
[1] P. R. Sahoo, K. Prakash, S. Kumar, Coord. Chem. Rev., 2018, 357, 18-49.
[2] a) D. P. Hagberg, T. Marinado, K. M. Karlsson, K. Nonomura, P. Qin, G. Boschloo, T. Brinck, A.
Hagfeldt, L. Sun, J. Org. Chem., 2007, 72, 9550-9556; b) C. Sissa, V. Parthasarathy, D. Drouin-Kucma, M.
H. V. Werts, M. Blanchard-Desce, F. Terenziani, Phys. Chem. Chem. Phys., 2010, 12, 11715-11727.

70
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-26
Desarrollo de microarrays de anticuerpos para la identificación de
proteínas plasmáticas características de pacientes con enfermedad
trombótica venosa

Núria Fuster-Valls1, Sergi Morais1,2, Silvia Navarro3, Ángel Maquieira1,2


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València-Universitat de València, Camí de
Vera s/n, 46022, València, España.
2
Departamento Química, Universitat Politècnica de València, Camí de Vera s/n 46022
València, España.
3
Grupo de Investigación en Hemostasia, Trombosis, Arteriosclerosis y Biología Vascular.
Instituto de Investigación Sanitaria La Fe. Avda. Fernando Abril Martorell, 106. 46026
València, España.
nufusval@etsiamn.upv.es

LBP, microarray, trombosis

Este trabajo se enmarca en un proyecto de investigación cuyo objetivo principal es


validar un perfil de proteínas plasmáticas característico de pacientes con enfermedad
trombótica venosa (ETV) y que previamente ha sido identificado mediante un abordaje
con técnicas ómicas. Con el fin de validar el perfil clínico pronóstico de pacientes con
patología trombótica se ha planteado, como prueba de concepto, el desarrollo de un
método de diagnóstico que cumplan los requisitos de sensibilidad, selectividad, sencillez
y portabilidad a un coste reducido para su implantación en los laboratorios clínicos de
rutina. Como sistema modelo se ha estudiado la proteína de unión a lipopolisacáridos
(LBP) que forma parte del perfil de proteínas característico de pacientes con ETV
identificado previamente por análisis de proteómica diferencial no dirigido.
La LBP es una glicoproteína de 58 kD que se une con alta afinidad a la porción de lípido
A de lipopolisacáridos (LPS). El microarray para la determinación de LBP humana se
basa en un inmunoensayo tipo sándwich, donde un anticuerpo monoclonal específico de
captura de LBP se inmoviliza en la superficie de un disco DVD. El anticuerpo detector
está marcado con biotina y la inmunointeracción se detecta con estreptavidina marcada
con HRP y detección colorimétrica, usando tetrametilbencidina como sustrato y un lector
de discos como detector. El ensayo se ha empleado para la identificación y cuantificación
de LBP humana en plasma. El sistema desarrollado tiene potencial como método de
screening para identificar individuos con alto riesgo de enfermedad trombótica.

Agradecimientos:
Este trabajo ha sido financiado por el programa de ayudas de proyectos de colaboración
UPV-La Fe (2017/C28), y ayudas del ISCIII (PI14/00512).

contrary, grafting method only allows to organic group to be grafted in external surface and near pore entrance,
3
involving problems as oligomerization at the pore entrance locking the pores .

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-27
Effect of Pd annealing in the properties of Ni-Mo-P layer obtained by
electroless process

Nelly Ma. Rosas-Laverde1-2, Jesús Cembrero1, Javier Orozco-Messana1, Alina Pruna3


1
Department of Materials and Mechanical Engineering, Universitat Politecnica de
Valencia, Valencia, Spain
2
Department of Materials, Escuela Politécnica Nacional, Quito, Ecuador
3
Center for Surface Science and Nanotechnology, Polytechnic University of Bucharest,
Bucharest, Romania
nelrola@doctor.upv.es

3 keywords: electroless, ceramic materials, Ni-Mo-P coating


In order to extend the application of the ceramic materials, a metallic coating is often
required. This can be achieved by different processes such as magnetic spraying,
chemical and physical vapor deposition, electrodeposition and electroless deposition. The
latter method is a low-cost process with ease in application and scaling. Moreover, it
allows the obtainment of coatings with good homogeneity and uniform thickness, and
improved properties such as service time or electrical conductivity [1-4]. The electroless
process usually consists of two stages a) activation of the surface and b) metallization
process by electroless.
In this work, a Pd layer was deposited on the ceramic substrate by the airbrush technique.
Next, the metallic layer of Ni-Mo-P was deposited by the electroless process on the
activated ceramic samples. We considered the time and temperature of heat treatment to
modified the final properties of the coating Ni-Mo-P and used this coating for backside
contacts sensor devices.
Structural characteristics, morphology, roughness and the electrical resistivity were
measured by X-ray diffraction (XRD), Field Emission Scanning Electron Microscopy
(FESEM) and four-point method using the Hall-effect method. The result showed that the
Pd activation process have a significant influence on the final properties of the obtained
films.

References
[1] X. Zheng, J. Tan, Q. Zhang, et al. Surf Coatings Technology, 2017, 311:151–156.
[2] M. Alishahi, S. Monirvaghefi, A. Saatchi, S. Hosseini. Apply Surface Science. 2012,
258:2439–2446.
[3] R. Guo, S. Jiang, Y. Zheng, J. Lan. J Appl Polym Sci. 2012, 127:4186–4193.
[4] H. Wu, A. Susanto, K. Lian. Appl Surf Sci, 2017, 394:63–69. doi:
10.1016/j.apsusc.2016.10.067

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-28
SYNTHESIS AND CHARACTERIZATION OF A NEW L-VALINE
PSEUDOPEPTIDE AS A CHIRAL LIGAND FOR STABLE METAL
COMPLEXES

Iván Muñoz†, Belén Altava, Santiago V. Luis, Eduardo. García-Verdugo, M. Isabel


Burguete
Departamento de Química Inorgánica y Orgánica, Universidad Jaume I, Castellón, 12071, Spain.
E-mail: munozi@uji.es, luiss@uji.es

keywords: Pesudopeptidic compounds, metal complexes, metal recognition.


Metal chelation is involved in many biological processes and metal-based drugs have
gained much importance for biological and medicinal applications [1]. Furthermore,
organic ligands can be useful for selective extraction, removal or sensing of biologically
and environmentally important species [2].
In this regard, one important strategy for ligand design is based on the inclusion of amino
acid residues in order to prepare stable complexes allowing to understand the interaction
of proteic structures with metals [3]. The building of small model compounds is a common
approach used for the understanding of the structural parameters and factors determining
the properties of interest in proteins and natural systems. [4]

H2 N O

O N N HN
OH +
+
i) iii)
N ii)
O NH ivv)
NHCBzz N
NHCBzz
N OH

Scheme 1. Synthesis. (i) DCC, N-hidroxysuccinimide, THF, 18 h, 0ºC, 80–85%; (ii) 2-picolylamine, THF,
20h, r.t., 75-80%; (iii) H 2 /Pd/C, 12 h, MeOH, r.t., 60–70%; (iv) 4-(Diethylamino)salicylaldehyde, 12 h,
MeOH, r.t., 60–70%; [1].

Regarding metal complexation, previously our group have studied the behavior and
coordination of C2 symmetrical bis(amino amides) derived from amino acids towards
Cu(II) and Zn(II) ions [5]. In this work, we report the design, preparation and synthesis of a
new pseudopeptidic ligand derived from L-valine (figure 1), as well as the characterization
and analysis of their binding ability towards different M(II) species.
References
[1] R.R. Crichton, D.T. Dexter, R.J. Ward, Coord. Chem. Rev. 2008, 252, 1189-199.
[2] L. Gorla, V. Martí-Centelles, B. Altava, M.I. Burguete, S.V. Luis, Dalton Trans. 2017. 46, 2660-2669.
[3] J. Paradowska, M. Pasternak, B. Gut, B. Gryzlo, J. Mlynarski; J. Org. Chem. 2012, 77, 173-187.
[4] S. V. Luis and I. Alfonso, Acc. Chem. Res. 2014, 47, 112-124.
[5] (a) S. Blasco, M. I. Burguete, M. P. Clares, E. García-España, J. Escorihuela, S. V. Luis. Inorg. Chem.
2010, 490, 7841- 7852. (b) I. Martí, A. Ferrer, J. Escorihuela, M. I. Burguete and S. V. Luis. Dalton Trans.
2012, 41, 6764-6767.
Acknowledgements.
Financial support from MINECO (CTQ2015-68429-R) and Generalitat Valenciana
(Prometeo 2016-071).

73
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-29
PREPARATION AND CHARACTERIZATION OF IONIC AMIDE-BASED
[2]ROTAXANES

Fátima Morales, Verónica Susana Velásquez, Mateo Alajarín, José Berná*.

Departamento de Química Orgánica, Facultad de Química, Campus de Excelencia


Internacional Regional "Campus Mare Nostrum", Universidad de Murcia, 30100 Murcia.

fatima.morales@um.es

3 keywords: supramolecular chemistry, rotaxanes, template synthesis


The supramolecular entities based on non-covalent ensembles enable multiple
applications, such as stimuli-responsive polymeric materials [1]. One of the strongest non-
covalent interactions are ionic bonds. These interactions have been employed to produce
supramolecular networks with changing viscosity [2].
[2]Rotaxanes are the most abundant category among the different types of mechanically-
interlocked molecules (MIMs). They have been a hot topic in many scientific areas,
including materials [3] and nanotechnology [4] in the last years. These molecules that are
composed by a dumbbell-shaped component threaded through a ring with non-covalent
bonding interactions hold a unique kind of functionality due to the mechanical bond [5].
One of the template-directed synthesis of these MIMs is based on hydrogen-bonding
interaction [6, 7].
Herein, we present novel tetraamide-based [2]rotaxanes, their synthesis and
characterization, aimed to prepare candidates for supramolecular ionic networks.

Acknowledgments
This work was supported by the MINECO (CTQ2017-87231-P) with joint financing by
FEDER Funds from the European Union, and Fundación Seneca-CARM (Project
19240/PI/14). F.M. also thanks the Fundación Seneca-CARM for her Saavedra Fajardo
contract and funding (Contract No. 20025/SF/16).

References
[1] B. Rybtchinski. ACS Nano, 2011, 5(9), 6791-6818.
[2] a) M.A. Aboudzadeh, M.E. Muñoz, A. Santamaría, M.J. Fernández-Berridi, L. Irusta, D. Mecerreyes.
Macromolecules, 2012, 45, 7599-7606. b) M. Wathier, M.W. Gringstaff. J. Am. Chem. Soc., 2008, 130, 9648-9649. c)
S. Cheng, F.L. Beyer, B.D. Mather, R.B. Moore, T.E. Long. Macromolecules, 2011, 44, 6509-6517.
[3] Y. Wang, M. Frasconi, J.F. stoddart. ACS Cent. Sci., 2017, 3, 927-935.
[4] C. Alvarez-Lorenzo, C.A. García-González, A. Concheiro. J. Control. Release, 2017, 268, 269-281.
[5] G. Barin, R.S. Forgan, J.F. Stoddart. Proc. R. Soc. A., 2012, 468, 2849–2880.
[6] A. Martínez-Cuezva, A. Saura-Sanmartín, T. Nicolás-García, C. Navarro, R.A. Orenes, M. Alajarín, J. Berná. Chem.
Sci., 2017, 8, 3775–3780.
[7] F. G. Gatti, D. A. Leigh, S. A. Nepogodiev, A. M. Z. Slawin, S. J. Teat, J. K. Y. Wong. J. Am. Chem. Soc., 2001, 123,
5983-5989.

74
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-30
SURFACE DERIVATIZATION, WETTABILITY, HAPTEN-PROTEIN AND
PROTEIN-PROTEIN BINDING PROPERTIES

Miguel Ángel González-Martínez, Pilar Aragón, Patricia Noguera, María José Bañuls,
Rosa Puchades, Ángel Maquieira
IDM, Universitat Politècnica de València, camino de vera s/n, mgonzal1@qim.upv.es

Surface derivatization, wettability, antibody-antigen binding


The influence of surface wettability on array biosensing properties has been studied, for
ligand-protein and protein-protein interactions, in a typical indirect immunoassay
arrangement. On the basis on previous achievements using biotin-streptavidin interaction
as model, glass substrate chips were modified with different alkenyl and fluoroalkenyl
silanes, and their mixtures, in order to set surface wettability, and a thiol-biotin derivative
hapten was anchored by means of the photochemical click thiol-ene reaction. Finally
rabbit anti-biotin polyclonal antibody was allowed to react with derivatized surfaces,
followed by a secondary Alexa-Fluor 647 labelled goat anti-rabbit IgG (see figure).
Results show that lowest unspecific binding and highest signal intensity and SNR, are
obtained with mild hydrophobicity achieved with large silanes (C 21 and C 22 ), while the
shortest silane (C 02 ) gives rise to lowest hydrophobicity and poor data. Best results are
achieved when modifying alkenyl silanes with 1% fluorinated alkyl silane, which is
traduced in the same hydrophobicity (water contact angle in the range 110-120º) for all
surfaces, complete removal of labelled secondary antibody unspecific binding, and
improved SNR, especially for the C 02 silane, increasing its value till ca. 3000, allowing
achievement of good-performing surfaces employing more convenient reagents.

O NH H
O NH H
HN S
HN S
H
H

C22
H
N O H
N O

O
O

C11
O
O

O C10F C10F*
O
C08 F
H F F F F F
N H F F F F
N F F F F
F F F F F F F F
O
C03 O F
F
F
F
F
F
F
F

C02
F F F F F F F F
S F F F F
S F F F F
F F F F

Si Si Si Si Si Si Si
O O O O Si O O O O O O O O O O
Si O Si O O O Si O Si O Si O Si O Si O
O O O O O O O O O O O O O O O
O OH OH O OH O OH OH O OH OH O OH OH OH O OH OH OH O

Financial support from the GVA (PROMETEO/2014/40), FEDER and the Spanish
MINECO (CTQ2016-75749-R) is acknowledged.

75
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-31
BACTERIAL RECOGNITION: RELEVANT TIME OUTPUTS DERIVED
FROM A SINGLE SCREENING BIODEGRADABILITY ASSAY DATA

María José Medina-Hernández1, Laura Escuder-Gilabert1, Yolanda Martín-Biosca1, Mireia


Pérez-Baeza1, Salvador Sagrado1,2
1
Departamento de Química Analítica, Universitat de València, Burjassot, Valencia, Spain.
Maria.j.medina@uv.es
2
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM). Universitat Politècnica de València, Universitat de València.
Avd. Vicente A. Estellés s/n, 46100 Burjassot, Valencia, Spain.

Keywords: bacterial recognition, accuracy, modelling


Active pharmaceutical ingredients and their metabolites have been frequently detected in
the environment are often resistant due to inefficient degradation at wastewater treatment
plants [1]. The OECD tests for ready biodegradability have been devised as screening
methods to determine whether a chemical is potentially easily biodegradable. In this
communication, OECD-like biodegradability assay results are simulated, using a minimum
experimental effort strategy; i.e. one single time, t, to obtain the corresponding
biodegradation (BD %) data. With the corresponding BD-t data pair, and assuming
common biodegradation models (Fig. 1A), several relevant time-variables are estimated
(i.e. half-live time, t50, and times were the curve reaches BD values of 90 and 99.9 %, t90
and t99.9, respectively). An approach to correct the estimates (Ct50, Ct90, Ct99.9) is
tested in order to improve results (Fig. 1B). The influence of several factors affecting the
accuracy of the estimations is evaluated. The procedures are finally applied to
experimental data.

Fig.1. (A) Single BD-t data (o), Monod model (solid line). (B) Boxplot of 100 simulations
with RSD = 5 % in BD-t data.
Acknowledgements
This work has been supported by the Project CTQ2015-70904-R (MINECO/FEDER, UE).
References
[1] K. Kummerer. Pharmaceuticals in the Environment. Springer-Verlag, Berlin, 2008.

76
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-32
Determinación simultánea de IgE e IgG específica de alérgeno
mediante multiplexado

Salvador Mas1, Natalia Casañ-Raga1, Ahmed Ali1, Dolores Hernández Fernández de


Rojas2, Ethel Ibáñez-Echevarría2 Ángel Maquieira1,3, Sergi Morais1,3
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM),
Universitat Politècnica de València-Universitat de València, Spain
2
Hospital Universitari i Politènic La Fe, Servicio de Alergología, Avinguda de Fernando Abril Martorell, 106,
46026 València, Spain
3
Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n,
46022 Valencia, Spain
e-mail: salmaga1@upvnet.upv.es

3 palabras clave: Alergia, inmunoglobulina E y G, perfil de sensibilización.


Las enfermedades alérgicas, debidas a reacciones de hipersensibilidad de tipo I
constituyen la enfermedad crónica con mayor prevalencia en países en desarrollo. Su
diagnóstico genera elevados costes al sistema sanitario, haciendo necesario el uso
pruebas diagnósticas entre las cuales se encuentra la cuantificación mediante ensayos in
vitro de la molécula mediadora en esta enfermedad, la inmunoglobulina E (IgE)
específica para los diferentes alérgenos [1]. Sin embargo, la presencia de
inmunoglobulina G (IgG) se ha relacionado con la exposición alergénica así como con los
fenómenos de inducción de tolerancia, espontánea o bien tras procesos de
desensibilización mediante inmunoterapia. La presencia de ambas inmunoglobulinas
específicas para un panel representativo de alérgenos puede detectarse de forma
simultánea.
En este trabajo, se presenta el desarrollo de un inmunoensayo directo basado en
microarrays para la determinación de inmunoglobulinas totales y específicas E y G
mediante tecnología de discos compacto. Como prueba de concepto, doce alérgenos se
han inmovilizado en un disco DVD y las IgE e IgG específicas se detectaron, utilizando
anticuerpos monoclonales anti-IgE y anti-IgG marcados con oro. El ensayo presenta
rango dinámico de 0,4 a 50 IU/mL de IgE. El microarray en disco se utilizó para el análisis
de 119 muestras de suero humano con diferentes perfiles de sensibilización. Los
resultados se compararon con los obtenidos por el método in vitro de referencia. De
acuerdo al análisis ROC, el área bajo la curva obtenida para 10 de 12 alérgenos varió
entre 0,93.y 1.0, lo que indica la buena sensibilidad y especificidad de ensayo. El valor de
correlación encontrado entre ambos métodos para los niveles de IgE total fue de 0,86,
mientras que para IgE específica de alérgeno varió de 0,90 a 0,98.
[1] Golden Standards for Allergy Diagnosis. EAACI White Book 2018, p. 89
http://www.eaaci.org/documents/EAACI_White_Paper.pdf

Agradecimientos:
Este trabajo ha sido financiado por el programa FEDER, GVA PROMETEO II/2014/040 y
MINECO CTQ2016-75749-R.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-33
ON-CHIP ALLELE SPECIFIC HYBRIDIZATION ONTO MAGNETIC
PARTICLES

Sara Martorell1, Ángel Maquieira1,2,3 Luis A. Tortajada-Genaro1,2,3


1 Unidad Mixta UPV-La Fe, Nanomedicine and Sensors, IIS La Fe, Valencia, Spain
2 Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM).
Universitat Politècnica de València-Universitat de València. Camino de vera s/n, 46022 Valencia.
3Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n, E46022 Valencia, Spain
E-mail: samarte@upvnet.upv.es

Magnetic particles, hybridization, microfluidics.


Nucleic acids are excellent
biomarkers of human diseases.
Although solid-phase hybridization is
an interesting working format for the
specific detection of genomic
variants, conventional methods
need long incubation times and
numerous washing steps.
In this communication, we report a
rapid method for homogenous DNA
hybridization. Magnetic particles were used as a solid support for anchoring allele specific
probes [1].
For assay automation, disposable polymer microfluidic chips with small-volume reaction
(20 μL) chambers were studied. Under the selected experimental condition, the particles
were efficiently captured by a magnet in the detection zone (yield up to 95 %). The signal
fluorescence emitted by the Cy5 and FAM labelled perfect-match complexes was
registered by fluorescence microscopy. The analytical performances of the developed
system were excellent compared to previous platforms [2].
As proof of concept, the method was applied for the detection of mutations located in
KRAS oncogene because these genetic variants are relevant diagnostic markers in
cancer (colorectal, lung among others) [3]. Genomic DNA was extracted using robotic
workstation from Formaldehyde fixed-paraffin embedded tissues and PCR method
amplified the target region. The magnetophoretic-based approach for target-specific DNA
hybridization identified correctly the presence of mutations. Therefore, the results show a
high selective and sensitive method to discriminate wild-type and mutant variants even in
complex human tissues.
ACKNOWLEDGMENTS: Financial support from FEDER, GVA PROMETEO II /2014/040,
MINECO CTQ2016-75749-R and S.Martorell contract grant (Technical Support
Personnel PTA- 2016).
References
[1] Ravan, H. Analytical Biochemistry. 2014. 444., 41-46.
[2] Hernández-Neuta, I. Biosensors & Bioelectronics. 2018. 102., 531-539.
[3] Misale, S. Nature. 2012. 486., 532-536.
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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-34
A new environmentally friendly probe for formaldehyde gas detection
in real conditions

Carlos Martínez1, Ana M. Costero1,2,3, Pablo Gaviña1,2,3, Salvador Gil1,2,3


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y
Desarrollo Tecnológico (IDM). Universitad Politècnica de València, Universitat de
València, Doctor Moliner 50, Burjassot, 46100, Valencia, Spain.
2
Departamento de Química Orgánica, Universitat València, Doctor Moliner 50,
Burjassot, 46100, Valencia, Spain.
3
CIBER de Bioingeniería, Biometariales y Nanomedicina (CIBER-BBN) (Spain).
carlos.martinez-aquino@uv.es

Formaldehyde, environmentally friendly probe, RGB analysis

Indoor formaldehyde contaminant is a general health problem due to his volatility and
widespread use. The highest levels of formaldehyde are found in work settings where
formaldehyde is used or produced.

The Pictet-Spengler [1] reaction of primary catecholamines with formaldehyde followed by


aerobic oxidation of the generated tetrahydroisoquinoline has been used for the
histochemical demonstration of biogenic monoamines by using fluorescence microscopy
[2]. We now report the application of this process, which uses environmental friendly
compounds, for detecting formaldehyde.

Our probe, consisting of and aqueous solution of dopamine containing glycine and
sucrose, allows the colorimetric detection of formaldehyde in solution. In order to extend
our study, we also prepared test strips for the colorimetric detection of formaldehyde gas.
To quantify this effect, RGB values were measured from the photographs of the exposed
probes using image-processing software (ImageJ) and compared with blank probes.

References
[1] E. D. Cox, J. M. Cook, Chem. Rev. 1995, 95, 1797-1842
[2] G. Jonsson, Acta Chem. Scand., 1966, 20, 2755

79
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-35
BIOMARKERS FOR BLADDER CANCER IN URINE BY NMR
SPECTROSCOPY

Alba Loras Monfort1, M.Carmen Martinez-Bisbal1,2, Guillermo Quintás Soriano3,4,


Salvador Gil Grau2,5, Ramón Martínez-Mañez1,2,6,7, José L. Ruiz-Cerdá1,8.
1
Unidad Mixta de Investigación en Nanomedicina y Sensores. Instituto de Investigación
Sanitaria La Fe, Universitat Politècnica de València. Valencia, Spain
mamarbis@upvnet.upv.es
2
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico, Universitat Politècnica de València, Universitat de València, Valencia, Spain
3
Unidad Analítica, Instituto de Investigación Sanitaria La Fe, Valencia, Spain
4
Leitat Technological Center, Bio in vitro Division, Valencia, Spain
5
Departamento de Química Orgánica, Facultad de Químicas, Universitat de València,
Valencia, Spain
6
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN). Spain
7
Departamento de Química, Universitat Politècnica de València, Valencia, Spain
8
Servicio de Urología, Hospital Universitario y Politécnico La Fe, Valencia, Spain

Bladder Cancer, metabolomics, NMR spectroscopy


Metabolomics is a powerful tool in the oncologic research.. The more commonly used
techniques are NMR spectroscopy and mass spectrometry (MS). NMR provides
metabolical information with a high specificity in molecules in solution, with miliMolar
concentration. This is a highly reproducible technique, non-destructive and allows the
study of the sample almost intact.
This study aims for the identification of a metabolomical fingerprint in urine related to
Bladder Cancer (BCa) by the study of metabolites in urine by 1H NMR spectroscopy.
A total of 102 urine samples from 69 patients with BCa were collected before and after-
TUR. The urine samples after-TUR were assumed as control, free of cancer. The global
metabolical profile was obtained by 1H NMR spectroscopy. The spectra were processed
and normalized to the signal of Creatinine. The whole set of samples was split in two
groups, 65 samples for calibration (43 before-TUR and 22 after-TUR), and 37 samples for
validation (26 before-TUR and 11 after-TUR). A supervised discriminant analysis was
performed by Partial Least Squares-Discriminant Analysis (PLS-DA). The discriminant
and generalization ability of the model was evaluated according to the sensibility,
specificity, negative predictive value (NPV) and positive predictive value (PPV).
The PLS-DA model showed differences in the metabolic profile in the urine samples from
BCa before and after-TUR For the validation set in the PLS-DA analysis, a sensibility of
92.3%, specificity of 72.7%, PPV of 88.9%, and NPV of 80.0% were obtained, with an
area under ROC curve of 0.89.
The study of urine in patients with BCa by NMR spectroscopy showed findings that may
predict the presence of BCa when compared with urine from patients after TUR (free of
cancer). This strategy stand for an option for the non-invasive diagnosis and follow-up in
BCa with appropriated sensibility and specificity.

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QUANTITATIVE DETERMINATION OF BIOMARKERS IN URINE FOR
PROSTATE CANCER BY NMR SPECTROSCOPY

M.Carmen Martinez-Bisbal1,2, Natividad Sebastiá1, Claire Cannet3, Hartmut Schaefer3,


Alba Loras Monfort1, Martial Piotto4, Ramón Martínez-Mañez1,2,5,6, Leo Marzullo-Zucchet7
José L. Ruiz-Cerdá1,7.
1
Unidad Mixta de Investigación en Nanomedicina y Sensores. Instituto de Investigación Sanitaria
La Fe, Universitat Politècnica de València. Valencia, Spain mamarbis@upvnet.upv.es
2
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico, Universitat Politècnica de València, Universitat de València, Valencia, Spain
3
Bruker BioSpin GmbH, Rheinstetten, Germany
4
Bruker BioSpin, Wissembourg, France
5
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN). Spain
6
Departamento de Química, Universitat Politècnica de València, Valencia, Spain
7
Servicio de Urología, Hospital Universitario y Politécnico La Fe, Valencia, Spain

Prostate Cancer, metabolomics, NMR spectroscopy


Metabolomics is a powerful tool in the oncologic research. Metabolomics studies the
metabolites that are in biological samples (metabolome) and identifies the fingerprint of
the tumoral process. The more commonly used techniques are NMR spectroscopy and
mass spectrometry (MS). NMR provides metabolical information with a high specificity in
molecules in solution, with miliMolar concentration. This is a highly reproducible
technique, non-destructive and allows the study of the sample almost intact.
This study aims for the identification of a metabolomical fingerprint in urine related to
Prostate Cancer (PCa) by the determination of metabolite concentration in urine by NMR
spectroscopy.
A total of 134 urine samples from 57 patients with PCa and 77 patients with BPH were
collected. NMR was used to perform a quantitative determination of 131 metabolites. The
whole set of samples was split in two groups, 93 samples for calibration (43 PCa and 52
BPH), and 41 samples for validation (14 PCa and 27 BPH). The metabolite
concentrations were normalized with the sum of concentration of all metabolites. A
supervised discriminant analysis was performed by Partial Least Squares-Discriminant
Analysis (PLS-DA). The discriminant and generalization ability of the model was
evaluated according to the sensibility, specificity, negative predictive value (NPV) and
positive predictive value (PPV). The model robustness was evaluated with Permutation
tests.
The PLS-DA model showed a metabolic profile different in the urine samples from PCa
and BPH. For the validation set a sensibility of 93%, specificity of 75% were obtained,
with NPV of 95% and PPV of 65%.
The quantitative metabolical determination in urine of patients with PCa and BPH by NMR
reveals differences between both groups that could allow the presence of PCa. This
strategy stand for an option for the non-invasive diagnosis of PCa patients, with
appropriated sensibility and specificity.

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P-37
ANALYSIS OF THE REVERSIBILITY OF CHARGE-TRANSFER IN
FARADIC PROCESSES

A. Martinez-Ibernón1, J.R. Lliso-Ferrando1, I. Gasch1, J.M. Gandia-Romero1, J. Soto1


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM),
Universitat Politècnica de València, Universitat de València, Camino de Vera s/n, 46022, Valencia, Spain.
anmarib@arqt.upv.es

3 keywords: Faradic processes, equivalent circuits, charge curve


With the purpose of modeling the real corrosion systems, electrochemistry techniques are
applied, being the most widely used the voltametric technique. In these tests, a variable
potential signal is applied in the working electrode, taking as a reference potential the
open circuit potential (OCP). In this way when the potentials applied are lower than the
OCP, cathodic reactions (reduction) are produced in the working electrode (WE)
conversely; when the applied potential is higher than OCP, anodic reactions (oxidation)
are occurred in the WE.
As a result of the voltametric test, a response current signal is recorded. This is
interpreted through an equivalent electric circuit, being the most simple the Rs-(Rp/Cdl)
circuit [1].

Figure 1 Scheme of Rs-(Rp/Cdl) equivalent circuit. Self-source.


The main objective of the present study is to prove that the charge transferred during the
anodic processes and cathodic reactions are different. Therefore, it is necessary to define
an Rp for each half-reaction.
In order to do this, three different REDOX systems from the point of view of the charge-
transfer reversibility were studied, using the voltametric technique developed by Alcañiz et
al. [2]. Therefore, different dissolutions with Hexacyanoferrate (II) and Hexacyanoferrate
(III) were prepared, and Au electrodes were used. The tests were done in Argon
atmosphere.
Through analysis and comparison of the accumulated charge curves obtained by means
of the current results, we could justified the necessity to define two Rp in the equivalent
simple circuit defined in the figure 1.
References
[1] Guojian, L., Yunsheng , Z., Meng , W., & Ran , H. (2017). Study of depassivation of carbon steel in
simulated concrete pore. Construction and Building Materials, 357–362.
[2] Alcañiz M., Bataller R., Gandía-Romero J.M, Ramón J.E., Soto J., Valcuende M., Universitat Politècnica
de València, “Sensor, red de sensores, método y programa informático para determinar la corrosión en una
estructura de hormigón armado”, nºES2545669 (Patente de Invención concedida con Examen Previo)
mayo 06,2015.

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P-38
ENANTIORECOGNITION OF ORGANIC CONTAMINANTS: MODELLING
THE ENANTIORESOLUTION OF STATIONARY PHASES IN RPLC

María José Medina-Hernández1, Laura Escuder-Gilabert1, Yolanda Martín-Biosca1,


Mireia Pérez-Baeza1, Salvador Sagrado1,2
1
Departamento de Química Analítica, Universitat de València, Burjassot, Valencia, Spain.
Yolanda.martin@uv.es
2
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM). Universitat Politècnica de València, Universitat de València.
Avd. Vicente A. Estellés s/n, 46100 Burjassot, Valencia, Spain.

Keywords: Stationary phase enantiorecognition, organic contaminants, modelling


Chiral molecules play an important role in all aspects of life sciences [1]. Due to its
simplicity and accuracy, high-performance liquid chromatography (HPLC) with chiral
stationary phases (CSPs) is the most used analytical technique for separation of
enantiomers [1]. In this communication, structural information of neutral and basic
compounds is used to model their enantioresolution levels obtained from an immobilized
cellulose tris(3,5-dichlorophenylcarbamate) stationary phase in reversed phase
conditions. Three topological parameters (two of them connected to the chiral carbon) and
six molecular descriptors (one of them also related with the chiral carbon) are selected
after a discriminant partial least squares refinement process (DPLS1). Categorical
enantioresolution levels (RsC, 0 = no baseline enantioresolution, 1 = baseline
enantioresolution, 0.5 = almost enantioresolution) can be discriminated using the refined
model by means of the score plot of the first two latent variables (LV) (Fig. 1).

2 00 0
0 1 11
0 0.5
Scores LV2

0 00000 1 11
0 0
0000 11
0 0
-2 00 0 0
0

-2 0 2
Scores LV1

Fig.1. Discriminant ability of the DPLS1 model for the three RsC levels (32 organic
compounds).

Acknowledgements
This work has been supported by the Project CTQ2015-70904-R (MINECO/FEDER, UE).
References
[1] M. Lämmerhofer. J. Chromatogr. A. 2010, 1217, 814–856.
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El bloqueo del receptor A2B incrementa el daño inducido por TPA en
un modelo de hiperplasia en piel de ratón

Marín A.,a,b Payá, M.a,b, Montesinos, M.C.a,b, Terencio, M.C.a,b


a. Departamento de Farmacología, Facultad de Farmacia. Universidad de Valencia.
Av. Vicent Andrés Estelles s/n 46100 Burjassot (Valencia)
b. IDM, Instituto Interuniversitario de Reconocimiento Molecular y Desarrollo Tecnológico.
Universidad de Valencia. C/Dr. Moliner 50 46100 Burjassot (Valencia)
macasm@alumni.uv.es

3 palabras clave: Receptor A 2B , BAY60-6583, PSB-1115


La adenosina es un regulador endógeno de la inflamación que ejerce su acción
mediante la activación de sus receptores de superficie A 1 , A 2A , A 2B y A 3 [1].
Recientemente se ha puesto de manifiesto que la activación del receptor de adenosina
A 2B , mayoritario en queratinocitos, presenta efecto antiproliferativo y antiinflamatorio [2].
En el presente estudio determinamos el efecto “in vivo” de un agonista, BAY60-6583
(BAY), y un antagonista, PSB-1115 (PSB), del receptor A 2B en el modelo de hiperplasia
en piel de ratón inducida por 12-O-tetradecanoilforbol-13-acetato (TPA).
BAY (10 µg/sitio), PSB (50 µg/sitio) o ambos, fueron aplicados tópicamente en el dorso
depilado de ratones hembra Swiss, 30 minutos antes de la aplicación de TPA (2
nmol/sitio) durante 3 días consecutivos. La evolución de las lesiones en la piel fue
evaluada visualmente mediante una escala de 0-4. Al cuarto día los animales fueron
sacrificados y se obtuvieron biopsias de 1 cm2 que fueron pesadas y procesadas para su
posterior análisis histológico.
Las lesiones producidas tras aplicar TPA (grupo control) fueron atenuadas en los
ratones tratados con BAY mientras que la aplicación de PSB incrementó el daño tisular.
Paralelamente, BAY redujo el edema desarrollado por TPA (110,2±5,7mg
vs.138,7±6,2mg) mientras que, tanto PSB como la combinación de BAY+PSB
presentaron unos valores de edema similares al grupo control.
Estos datos se confirman en el estudio histológico donde la tinción eosina-hematoxilina y
la detección de ki67 (marcador de proliferación celular) revelaron un aumento de la
hiperplasia epidérmica y de la proliferación de queratinocitos en ratones tratados tanto
con TPA como con PSB, mientras que la aplicación de BAY redujo ambos parámetros.
Todos estos resultados sugieren que la activación del receptor A 2B puede representar
una diana farmacológica para el tratamiento de patologías que presentan una respuesta
inflamatoria e hiperproliferación epidérmica, como la psoriasis.
Referencias:
[1] BN. Cronstein, M. Sitkovsky. Nat Rev Rheumatol., 2017, 12., 41.51.
[2] RM. Andrés, MC. Terencio, J. Arasa. JID., 2017, 137., 123-31.

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P-40
AMINO-FUNCTIONALIZED CELLULOSE PARTICLES FOR REMOVAL OF
LEGIONELLA PNEUMOPHILA FROM WATER

María Ruiz-Rico1, Yolanda Moreno2, José M. Barat1


1
Grupo de Investigación e Innovación Alimentaria. Departamento de Tecnología de
Alimentos, Universitat
Politècnica de València. Camino de Vera s/n, 46022, Valencia, Spain
maruiri@upvnet.upv.es
2
Instituto de Ingenieria del Agua y Medio Ambiente (IIAMA), Universitat Politècnica de
València, Camino de Vera s/n, 46022, Valencia, Spain

Surface functionalization, cellulose microparticles, filtration


Legionella pneumophila is a pathogenic microorganism responsible for legionellosis.
Legionella causes this serious lung disease through the inhalation of aerosols from
contaminated water. Different disinfection methods involving physical (e.g., heat, UV
irradiation, filtration), and chemical (e.g., chlorine, metal ions) treatments has been
proposed to ensure water safety [1]. Filtration technologies have stood out in recent
years, but they are limited by membrane fouling [2]. The immobilization of bioactive
compounds onto surfaces can prevent fouling of the filtration surfaces. In this work,
commercial cellulose microparticles were functionalized with polyamines to design
antimicrobial material for the filtration of water through a bed of the developed particles.
Thus, the objective of this work was (i) to assess the antibacterial activity of equivalent
concentrations of the free and immobilized polyamines against L. pneumophila, and (ii) to
evaluate the applicability of the amine-functionalized particles as filtering elements to
remove microbial contamination. The in vitro antimicrobial activity of the amine-
functionalized cellulose particles against L. pneumophila, compared to the same dose of
free amines, was assessed by culture and fluorescent viability staining (L/D™ BacLight™
Bacterial Viability Kit). The plate count results showed total loss of culturability after
incubation with free and immobilized polyamines. In addition, fluorescence microscopy
confirmed the inhibition of L. pneumophila because of damage of cell membrane, which
prevents the persistence of the bacterium in the viable but non-culturable state [3]. This
effect may be due to attractive binding forces between the positive amine corona on the
surface of particles and the negatively charged bacteria membrane that induce a
disruption of the cell membrane. Finally, water contaminated with L. pneumophila was
filtered through a bed of antimicrobial particles. The amine-functionalized cellulose
microparticles used as filtering elements displayed significant inhibitory activity of the
pathogenic microorganism, demonstrating the high potential of the developed particles in
water treatment.
References
[1] Dupuy, M. Mazoua, S. Berne, F. Bodet, C. Garrec, N. Herbelin, P. Ménard-Szczebara, F. Oberti, S.
Rodier, M.H. Soreau, S. Wallet, F. Héchard, Y. Water Research. 2011, 45(3), 1087-1094.
[2] Li, Q. Mahendra, S. Lyon, D. Brunet, L. Liga, M. Li, D. Alvarez, P. Water Research. 2008, 42(18), 4591–
4602.
[3] Alleron, L. Merlet, N. Lacombe, C. Frère, J. Current Microbiology. 2008, 57(5), 497-502.

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P-41
ANTIMICROBIAL ACTIVITY OF ESSENTIAL OIL COMPONENTS AGAINST
FOOD MICROORGANISMS – A COMPARATIVE STUDY BETWEEN FREE
AND ENCAPSULATED COMPOUNDS IN VAPOUR PHASE

Adina-Alexandra Baicu1, María Ruiz-Rico2, Mona-Elena Popa1, José M. Barat2


University of Agronomic Sciences and Veterinary Medicine of Bucharest, 59 Mărăști Blvd., District 1,
1

Bucharest, Romania
2
Grupo de Investigación e Innovación Alimentaria. Departamento de Tecnología de Alimentos, Universitat
Politècnica de València. Camino de Vera s/n, 46022, Valencia, Spain maruiri@upvnet.upv.es

Essential oil components, encapsulation, mesoporous silica microparticles


The inhibition of microbial growth through the addition of natural antimicrobial
preservatives have attracted considerable attention due to the increased consumer
awareness on the aspects of food quality and safety [1]. The application of essential oils
components (EOCs) as food preservative is limited by their high volatility and reactivity.
Encapsulation of bioactive compounds has become an efficient approach to increasing
their physical stability protecting them against environmental factors, reducing their
volatility and preventing the interactions with the food ingredients [2]. The antimicrobial
activity of EOCs has been extensively studied using a direct-contact antimicrobial assays,
but the use of these bioactive compounds in vapour phase have shown increased
antimicrobial efficiency [3]. The present study aims to provide a comparative analysis
between the inhibitory effect in vapour phase of free and encapsulated carvacrol,
cinnamaldehyde, eugenol and thymol against three different classes of microorganisms
(Listeria innocua, Aspergillus niger and Zygosaccharomyces rouxii). The EOCs were
encapsulated in mesoporous silica particles to reduce the rate of evaporation of the
compounds via vapour adsorption [4]. After characterization of the loaded microparticles
and determination of loading capacity, the antimicrobial activity of vapours of
microencapsulated and non-microencapsulated EOCs were evaluated by the vapour
diffusion test [5]. The results show that both free and encapsulated compounds prove to
be effective in inhibiting or retarding the growth of the selected microorganisms. This
indicated that the efficiency of EOCs-loaded in mesoporous silica microparticles did not
affect by the encapsulation process. The encapsulated compounds tend to generally be
efficient for a longer period than free EOCs. The encapsulation of bioactive compounds
showed enhancement of the antimicrobial activity after several days of incubation, which
is correlated with the speed of evaporation. The controlled release of the EOCs after their
encapsulation in mesoporous silica microparticles demonstrate their potential application
in the food industry.
References
[1] Weiss, J. Gaysinksy, S. Davidson, M. McClements J. Global Issues in Food Science and Technology, Elsevier Inc., Amsterdam,
2009.
[2] Donsì, F. Annunziata, M. Sessa, M. Ferrari, G. LWT-Food Science and Technology. 2011, 44(9), 1908-1914.
[3] Božik, M. Císarová, M. Tančinová, D. Kouřimská, L. Hleba, L. Klouček, P. Industrial Crops and Products. 2017, 98, 146-152.
[4] Bernardos, A. Marina, T. Žáček, P. Pérez‐Esteve, É. Martínez‐Mañez, R. Lhotka, M. Kouřimská, L. Pulkrábek, J. Klouček, P.
Journal of the Science of Food and Agriculture. 2015, 95(14), 2824-2831.
[5] Goni, P. López, P. Sánchez, C. Gómez-Lus, R. Becerril, R. Nerín, C. Food Chemistry. 2009, 116(4), 982-989.

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Biorthogonal strain-promoted azide-alkyne cycloaddition for the
fluorescent detection of senescent cells through lipofuscin labelling.

Beatriz Lozano-Torres1,2,3, Juan F. Blandez1,2, Irene Galiana1,2,3, Félix Sanzenón1,2,3,4 and


Ramón Martínez-Máñez1,2,3,4
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València, Camí de Vera s/n, Valencia.
Spain. E-mail: bealotor@upvnet.upv.es
2
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN).
3
Unidad Mixta UPV-CIPF de Investigación en Mecanismos de Enfermedades y
Nanomedicina, Universitat Politècnica de València, Centro de Investigación Príncipe
Felipe, Valencia, Spain.
4
Unidad Mixta de Investigación en Nanomedicina y Sensores. Universitat Politècnica de
València, IIS La Fe, Valencia, Spain

Keywords: Senescent cells, lipofuscin, biorthogonal reactions.

The early detection of senescent cells could be an innovative strategy to identify different
diseases, such as cancer or idiopathic pulmonary fibrosis [1]. On the other hand,
molecular bioimaging for in vivo enzyme activity using non-invasive smart fluorescent
molecular probes has become a matter of concern in the last 5 years [2]. M. Serrano y
VG. Gorgoulis reported that the specific lipofuscin staining with Sudan‐Black‐B (SBB) is a
powerful tool for senescence detection in fixed tissue [3]. Positive samples for lipofuscin
staining were also positive for Senescence‐Associated‐beta‐galactosidase activity
(SA‐β‐gal) a kit normally used to distinguish senescent cell from control cells.
Taking these facts into account we present herein a new method to differentiate
senescent cells from control cells through a biorthogonal reaction. Biorthogonal are a
powerful approach for the study of biological processes in their native environment [4].
The main characteristics of these reactions are high selectivity and efficiency, and
functionality in the complex biological environment of cells [5]. The prototype of this group
of reactions is the copper free “click” reaction.
References
[1] Muñoz-Espin, D.; Serrano, M. Nat. Rev. Mol. Cell. Biol. 2014, 15, 482-496.
[2] Lee, H. W.; Heo, C. H.; Sen, D.; Byun, H. O.; Kwak, I. H.; Yoon, G.; Kim, H. M. Anal.
Chem. 2014, 86, 10001-10005.
[3] Georgakopoulou EA., Tsimaratou K. Evangelou K., Fernandez Marcos‐PJ.,
Zoumpourlis V.,Trougakos IP., Kletsas D., Bartek J., Serrano M., and Gorgoulis VG.,
Aging, 2013, 5, 1.
4] J. A. Prescher, C.R. Bertozzi. Nat. Chem. Biol. 2005, 1, 13-21.
[5] H. W. Shih, D. N. Kamber, J. A. Prescher, Curr. Opin. Chem. Biol. 2014, 21, 103-111.

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P-43
URINARY METABOLOMIC FINGERPRINT
AS BIOMARKER FOR MONITORING RECURRENCE IN
NON-INVASIVE BLADDER CANCER

Alba Loras1, Guillermo Quintás2,3, Marta Trassierra4, Leopoldo Marzullo4, Laura Lozano4,
Francisco Boronat4, José Luis Ruiz1,4.
1
Unidad Mixta de Investigación en Nanomedicina y Sensores. Instituto de Investigación
Sanitaria La Fe, Universitat Politècnica de València. Valencia, Spain
albaloras@gmail.com
2
Unidad Analítica, Instituto de Investigación Sanitaria La Fe, Valencia, Spain
3
Leitat Technological Center, Bio in vitro Division, Valencia, Spain
4
Servicio de Urología, Hospital Universitario y Politécnico La Fe, Valencia, Spain

3 keywords: Bladder cancer, metabolomics, biomarker

INTRODUCTION: Metabolomics is a power tool for oncologic research. It studies the


metabolites present in biological samples and identifies footprints related with tumor
development. Ultra performance liquid chromatography - mass spectrometer (UPLC-MS)
has been used in several studies for identify biomarkers [1].

OBJETIVES: Identify a urinary metabolomic footprint associated with non-invasive


bladder tumor and analyze its changes after tumor resection (TUR) using UPLC-MS.

SUBJECTS AND METHODS: 141 urines from 67 tumors were used. From each patient
two samples were collected (pre-TUR “tumor” and post-TUR “non-tumor”). Urines were
analyzed by UPLC-MS to obtain the metabolomic profile. Data were pre-processed and
then we performed a statistic analysis type PLS-DA (Partial Least Squares-Discriminant
Analysis). We split up all samples into two sets: calibration (48 samples: 24 pre-TUR and
24 post-TUR), and validation (93 samples: 50 pre-TUR y 43 post-TUR. The model
statistical significance was estimated by cross-validation and permutations test. The
diagnostic safety of the validation group was adjusted to the probability of recurrence of
the EORTC risk groups.
RESULTS: The PLS-DA model showed a significantly different metabolic profile (p <0.02)
between the pre-TUR versus post-TUR samples that were not attributable to chance or to
model overfitting. The showed a sensibility of 67%, a specificity of 79%, a NPV of 70%
and a PPV of 77%. A subsequent selection of the 108 most discriminating metabolic
variables improved the statistics results: sensitivity of 84%, specificity of 70% , NPV =
79% and PPV = 76%. However, the analysis adjusted for probability of recurrence
showed a NPV> 90% for the group of low, low-intermediate and high- intermediate risk.
CONCLUSION: Although these results are preliminary, they enhance metabolomic
research in the development of new biomarkers for the monitoring of CaV recurrence and
could reduce cystoscopies in patients with negative results.
[2] Bujak R, Struck-Lewicka W, Markuszewski MJ, Kaliszan R. J Pharm Biomed Anal.
2015, 113.,108–20.

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P-44
EFFECT OF TEMPERATURE ON THE CORROSION CURRENTS

J.R. Lliso-Ferrando1, A. Martinez-Ibernón1, J.E. Ramon1,I. Gasch1, R. Bataller1


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM),
Universitat Politècnica de València, Universitat de València, Camino de Vera s/n, 46022, Valencia, Spain.
Registered author e-mail: jollife2@arq.upv.es

Keywords: Temperature, Corrosion, Sensor


The corrosion via macrocell effect is one of the most concerning processes regarding the
deterioration of the steel embedded in concrete [1]. Therefore, many currently studies
about the durability of structures are focused on this topic.
Most of these studies are referred to the main macrocell precursors in reinforced concrete
structures which are concrete carbonation and chloride attack. However, these are not the
only two causes that affect the macrocell processes, but the increase of temperatures can
also intensify them.
The high temperatures provide the kinetic of the reaction. In addition, in the case of
reinforced concrete structures, thermal expansion enhances the oxygen diffusion through
the matrix. Both, temperature and dilatation, increase the corrosion rate. Whereas, the
high temperatures produce an increase in evaporated interstitial water, thus, the electrical
resistance of the concrete rise.
According to all of this, the main goal of thus study is to analyse the effect of the
temperatures in the corrosion current. In order to do this, a beam whit several specimens
of corrugated black steel was manufactured. This beam was designed whit the purpose of
getting different sunlight exposure hours, owing to this, a temperature gradient is
produced throughout its length. Corrosion currents were obtained with the voltametric
pulse method, developed by Alcañiz. M. [2].

References
[1] Andrade, C., Maribona, I. R., Feliu, S., González, J. A., & Feliu, S. The effect of
macrocells between active and passive areas of steel reinforcements. Corrosion Science,
1992, vol 33, no. 2, pp. 237–249. https://doi.org/https://doi.org/10.1016/0010-
938X(92)90148-V
[2] Alcañiz M., Bataller R., Gandía-Romero J.M, Ramón J.E., Soto J., Valcuende M.,
Universitat Politècnica de València, “Sensor, red de sensores, método y programa
informático para determinar la corrosión en una estructura de hormigón armado”,
nºES2545669 (Patente de Invención concedida con Examen Previo) mayo 06, 2015.

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IDENTIFICACIÓN TEMPRANA DEL FENÓMENO DE CONGELACIÓN EN
NARANJAS (NAVEL-LATE)

Nicolás Laguarda-Miró1, Marta Muñoz-Alberto1, Emma Serrano-Pallicer1


1
Universitat Politècnica de València, Camí de Vera S/N, 46022 Valencia (Spain),
nilami@iqn.upv.es

3 palabras clave: cítricos, electroscopía de impedancia, PCA


Los cítricos son uno de los frutos más comercializados a nivel mundial con una
producción total de más de 124 mill de toneladas en 2016 de las cuales casi 67 mill
corresponden a producción de Naranjas. España, con una producción total de 6,88 mill
de toneladas y 3,64 mill de toneladas de naranjas, se sitúa en quinta posición en
términos de producción global [1]. En el marco actual referente al cultivo y
comercialización de los cítricos existe un problema relacionado con la congelación de los
mismos ante fenómenos meteorológicos de frío intenso. Hasta el momento, no se tiene
conocimiento del desarrollo de ninguna técnica para poder diagnosticar la existencia de
esta problemática de manera temprana en dichos frutos todavía en el árbol.
En este trabajo se presenta la posibilidad de determinar, en las primeras 24 horas, si una
naranja ha cambiado su respuesta electroquímica debido a haber sufrido fenómenos de
heladas. Estos resultados se han logrado mediante la utilización de la técnica de
espectroscopía de impedancias aplicada sobre las muestras utilizando un sensor
específico. Una vez obtenidos los resultados de los ensayos, se procesan mediante
Análisis de Componentes Principales (PCA) con el objetivo de reconocer de entre las
muestras aquellas hayan sufrido heladas.
A continuación, se muestra (Figura 1) una PCA con resultados experimentales, dónde se
puede observar la diferencia en la respuesta electroquímica entre las muestras antes y
después del fenómeno de heladas.

Figura1.- PCA de los resultados de los ensayos de Espectroscopía de Impedancias.


Referencias
[1] FAO. Citrus Fruit Fresh And Processed Statistical Bulletin 2016. Food And Agriculture
Organization Of The United Nations, Rome, 2017.
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DESARROLLO DE MICROARRAYS PARA LA DETERMINACIÓN DE IgE
ESPECÍFICA PARA AZTREONAM

Mª José Juárez1, Julia Oto Martínez2, Ethel Ibáñez-Echevarría2 Dolores Hernández


Fernández de Rojas2, Ángel Maquieira1,3 Sergi Morais1,3
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de Valencia, Universitat de Valencia,
Camino de Vera s/n, 46022, Valencia, España.
2
Hospital Universitari i Politènic La Fe, Servicio de Alergología, Avinguda de Fernando Abril Martorell, 106,
46026 València, Spain
3
Departamento Química, Universitat Politècnica de València, Camino de Vera s/n 46022
Valencia, España.
majuarod@upvnet.upv.es

Alergia, inmunoensayo, monobactámicos

La alergia a medicamentos se manifiesta como una respuesta anómala del organismo


frente a un fármaco, consistente en muchas ocasiones en una reacción de tipo inmediato,
desencadenada por la presencia de inmunoglobulina E (IgE) específica. Los antibióticos
β-lactámicos (penicilina y derivados) son la causa más frecuente de este tipo de
reacciones alérgicas a medicamentos [1,2].
El problema principal en el diagnóstico de alergia a medicamentos es la falta de pruebas
diagnósticas sensibles y específicas que ayuden a confirmar las sospechas clínicas. Hoy
en día, se comercializan pruebas de diagnóstico in vitro para la detección de alergia a
cinco antibióticos β-lactámicos.
Aztreonam es un antibiótico β-lactámico de la familia de las monobactamas. El hecho de
que el anillo β-lactámico no esté condensado al anillo tiazol, hace de aztreonam un
antibiótico que no produce reacción de hipersensibilidad cruzada con penicilinas y
cefalosporinas,1 por lo que puede ser segura su administración a pacientes alérgicos a
estos antibióticos. Así pues, es interesante desde el punto de vista clínico y científico,
desarrollar métodos de diagnóstico que permitan detectar y determinar IgEs específicas
de aztreonam ya que puede utilizarse en pacientes alérgicos en sustitución a los
antibióticos más habitualmente usados como amoxicilina y penicilina.
Este trabajo presenta el desarrollo de una prueba diagnóstica de alta sensibilidad y
especifica basada en un microarray para la determinación de IgE específica de
aztreonam en suero sanguíneo. Se muestran los resultados obtenidos al comparar
diferentes formatos de ensayo (reverso y directo), el efecto de los componentes del suero
humano en las prestaciones analíticas del ensayo, así como la reactividad cruzada con
otros antibióticos β-lactámicos.
Referencia:
[1] AHFS DRUG INFORMATION 2006 (2006 ed.). American Society of Health-System Pharmacists. 2006.
[2] Drug Allergy. EAACI White Book 2018, p. 69. http://www.eaaci.org/documents/EAACI_White_Paper.pdf
Agradecimientos:
Este trabajo ha sido financiado por el programa H2020 (proyecto COBIOPHAD-688448),
siendo una iniciativa de la Asociación Fotónica Pública Privada (www.photonics21.org).
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JANUS GOLD NANOSTARS-MESOPOROUS SILICA NANOPARTICLES
FOR NIR LIGHT-TRIGGERED DRUG DELIVERY BY
PHOTODISSOCIATION OF 2-NITROBENZYL DERIVATIVE

1 1,3 1,4 1
Andy Hernández Montoto, Antoni Llopis-Lorente, Mónica Gorbe, José Manuel Terrés, Roberto
1 5 1,3 1,3 1,2,3,4
Montes, Roberto Cao-Milán, Borja Díaz de Greñu, María Alfonso, María Dolores Marcos, Mar
4 6 1,2,3,4 1,2,3,4
Orzáez, Reynaldo Villalonga, Ramón Martínez-Máñez, Félix Sancenón
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM), Universitat Politècnica de
València, Universitat de València (Spain), ahm870809@gmail.com
2
Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n, 46022 Valencia (Spain).
3
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN) (Spain).
4
Unidad Mixta UPV-CIPF de Investigación en Mecanismos de Enfermedades y Nanomedicina, Valencia, Universitat Politècnica de
València, Centro de Investigación Príncipe Felipe, València, Spain.
5
Facultad de Química, Universidad de la Habana, 10400 La Habana (Cuba).
6
Department of Analytical Chemistry, Faculty of Chemistry, Complutense University of Madrid, 28040 Madrid (Spain).

3 keywords: drug delivery, NIR light, Janus nanoparticles


Here, we present a novel drug delivery system responsive to near infrared (NIR) light
based on the photocleavage of 2-nitrobenzyl derivative. A photolabile molecule with thiol
group was synthesized from vanillin and used for the preparation of a nanodevice with
peculiar architecture and release mechanism. The system consists of novel Janus gold
nanostars-mesoporous silica nanoparticles (AuNSt-MSNP). The AuNSt face is
functionalized with photolabile molecules, whereas the silica face is loaded with
doxorubicin and capped with proton-responsive supramolecular nanovalves. Photolabile
compound, attached to the gold face, releases succinic acid upon NIR-light irradiation,
which induces the opening of the nanovalve and cargo delivery from the mesoporous
face. The hybrid nanoparticles show no cytotoxicity toward HeLa cells, until they were
irradiated with a NIR laser, leading to intracellular doxorubicin release. This nanodevice is
an excellent platform for NIR light triggered drug delivery in cancer therapy.

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NEAR INFRARED LIGHT TRIGGERED PHOTOACTIVATION OF
DOXORUBICIN PRODRUGS BY MULTIPHOTON MOLECULAR
DISSOCIATION OF 2-NITROBENZYL PHOTOLABILE LINKER USING
GOLD NANOSTARS

Mónica Gorbe,1,4 Andy Hernández Montoto,1 José Manuel Terrés,1 Roberto Montes,1
Roberto Cao-Milán,5 Borja Díaz de Greñu,1,3 María Alfonso,1,3 María Dolores Marcos,1,2,3,4
Mar Orzáez,4 Félix Sancenón,1,2,3,4 Ramón Martínez-Máñez 1,2,3,4
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València, Universitat de València (Spain),
mogormo@upvnet.upv.es
2
Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n,
46022 Valencia (Spain).
3
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN) (Spain).
4
Unidad Mixta UPV-CIPF de Investigación en Mecanismos de Enfermedades y
Nanomedicina, Valencia, Universitat Politècnica de València, Centro de Investigación
Príncipe Felipe, València, Spain.
5
Facultad de Química, Universidad de la Habana, 10400 La Habana (Cuba).

3 keywords: doxorubicin prodrugs, multiphoton molecular dissociation, gold


nanostars
In this work, a novel mechanism for photoactivation of two doxorubicin prodrugs based on
near infrared (NIR) light triggered multiphoton molecular dissociation of 2-nitrobenzyl
linker using gold nanostars (AuNSts), was reported. In this scenario, a prodrug (1) was
synthesized by modification of doxorubicin (Dox) with 4,5-dimethoxy-2-nitrobenzyl alcohol
via carbamate linkage. NIR irradiation of this photolabile compound in presence of
AuNSts produces photocleavage of 2-nitrobenzyl moiety and doxorubicin delivery.
Irradiation of gold nanostars, whose localized surface plasmons can be excited in NIR
region, leads to strong electromagnetic field enhancement on their sharp tips and favors
multiphoton absorption and photocleavage of molecules near to nanoparticle´s surface.
Another prodrug (2), which can attach directly to AuNSts surface, was obtained by
modification of doxorubicin with a 2-nitrobenzyl diol bearing a disulphide group. AuNSts
were modified with the prodrug 2 obtaining AuNSt@(PLM-Dox) 2 nanoparticles. Also, they
were irradiated with NIR laser producing multiphoton molecular dissociation of 2-
nitrobenzyl linker and doxorubicin release from nanoparticles. Both prodrugs showed a
greatly reduced cytotoxicity toward HeLa cells when cells were co-incubated with the
prodrug 1 and AuNSts or incubated with AuNSt@(PLM-Dox) 2 nanoparticles and were
irradiated with 808 nm laser, provoking photodissociation of both prodrugs and
intracellular doxorubicin delivery. Intracellular doxorubicin delivery was followed with
confocal microscopy.

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P-49
Mono-functionalization of TiO 2 nanoparticles and attachment to DNA
probes for biosensing

Daniel González-Lucas1, María-José Bañuls1,2, Rosa Puchades1,2, Ángel Maquieira1,2


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València, Universitat de València, Camino
de Vera s/n, 46022, Valencia, Spain. (dagonlu@upvnet.upv.es).
2
Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n,
E46022 Valencia, Spain

keywords: TiO 2 nanoparticles, molecular beacons, streptavidin


Titanium nanoparticles have been widely studied in the past. [1,2] A very interesting
approach is exploiting their reactivity with catechol derivatives. [3,4] In this work, a
procedure for the single functionalization of TiO 2 nanoparticles was optimized to obtain a
1:1 ratio catechol:nanoparticle when using 2 nm TiO 2 particles.

HO R

O R
HO

Figure 1: Nanoparticle functionalization with catechol derivatives (R = -COOH, -(CH 2 )NH 3 ).

The functionalized nanoparticles were characterized and attached to modified molecular


beacon (MB) sequences, which are DNA probes with a hairpin conformation. The ability
of the MB-NP complex to recognize its complementary strand, was studied in microarray
format and its conformational changes upon hybridization are being studied using quartz
crystal microbalance (QCM).

Acknowledgement: This work was financed from the Horizon 2020 European Union
programme (ICT-644242, SAPHELY project), MINECO project CTQ/2016/75749-R,
FEDER and GVA PROMETEO II 2014/40.

References:
[1] Paunesku, T.; Rajh, T.; Wiederrecht, G.; Maser, J.; Vogt, S.; Stojicevic, N.; Protic, M.;
Lai, B.; Oryhon, J.; Thurnauer, M.; Woloschak, G., Nat Mater 2003, 2, 343-346.
[2] Paunesku, T.; Vogt, S.; Lai, B.; Maser, J.; Stojićević, N.; Thurn, K. T.; Osipo, C.; Liu,
H.; Legnini, D.; Wang, Z.; Lee, C.; Woloschak, G. E., Nano Lett. 2007, 7 (3), 596-601.
[3] I. A. Janković, Z. V. Šaponjić, E. S. Džunuzović, J. M. Nedeljković, Nanoscale Res Lett
2010, 5, 81-88. [4] M. S. Ata, Y. Liu, I. Zhitomirsky, RSC Advances 2014, 4, 22716-22732.

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P-50
Formación de nuevos polímeros supramoleculares mediante enlace de
halógeno inducidos por aniones

Lidia González1, Fabiola Zapata1, Antonio Caballero1*, Adolfo Bastida2, Delia Bautista3,
Pedro Molina1*.
1
Dpto de Química Orgánica, Universidad de Murcia, Campus de Espinardo 30100 Murcia,
España, lidia.gonzalez@um.es
2
Dpto de Química Física, Universidad de Murcia, Campus de Espinardo 30100 Murcia,
España
3
Servicio de Apoyo a la investigación, Universidad de Murcia, Campus de Espinardo
30071 Murcia, España

Polímeros Supramoleculares, Enlace de Halógeno


La obtención de polímeros supramoleculares inducidos por aniones es un campo
prácticamente inexplorado debido fundamentalmente a la tendencia de los receptores
tradicionales de aniones a formar moléculas discretas en el proceso de
reconocimiento.[1] Debido a las características intrínsecas del enlace de halógeno, nos
planteamos en este trabajo su utilización para la formación de estructuras
supramoleculares autoenlazadas.
Para ello se ha diseñado un nuevo receptor bidentado de aniones basado en la unidad
de iodo-triazolio como unidad de reconocimiento de aniones por enlace de halógeno
(Figura 1a). Experimentos realizados mediante 1H-RMN, DOSY-RMN, DLS, SEM y
Rayos X demuestran la capacidad del receptor para formar polímeros supramoleculares
con la presencia de SO 4 2- y H 2 PO 4 -. Los polímeros supramoleculares obtenidos
presentan una organización vesicular o de micela en estado sólido para el anión H 2 PO 4 -
(Figura 1b), y fractales para el anión SO 4 2- (Figura 1c).

Figura 1. a) Estructura del nuevo receptor 1 basado en iodo-triazolios. Imágenes SEM


del polímero supramolecular b) 12+·2H 2 PO 4 - y c) 12+·SO 4 2-.
Agradecemos al Ministerio de Economía y Competitividad de España y proyecto FEDER
CTQ2013-46096-P y CTQ2017-86775-P, a la Fundación Séneca Región de Murcia
(CARM) proyecto 18948/JLI/13 y 19337/PI/14. L. González agradece al Ministerio de
Economía y Competitividad de España la concesión de un contrato del programa FPI.
Referencias
[1] F. Zapata, L. González, A. Caballero, A. Bastida, D. Bautista, P. Molina, J. Am. Chem.
Soc., 2018, 140, 2041-2045.

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PHOTOCATALYTIC ACTIVITY OF SEMICONDUCTOR NANOMATERIALS
FOR WATER TREATMENT

Soranyel Gonzalez-Carrero1, Francisco J. Valverde1, Willber D. Castro- Godoy1 José A.


Real1, Raquel E. Galian1 and Julia Pérez-Prieto1,
1
Instituto de Ciencia Molecular (ICMol), Universidad de Valencia, Catedrático José
Beltrán 2, 46980, Paterna, Valencia, Spain
soranyel@uv.es

keywords: heterogeneous photocatalysis, semiconductor nanomaterial, organic


pollutant
The purification of water is one of the challenges of current society due to the increase of
polluting substances such as dyes, pesticides, pharmaceuticals, among others.
Heterogeneous photocatalysis is one of the most used methods for water treatment,
based on the use of wide-band-gap semiconductor materials and UV–VIS irradiation to
decompose organic or inorganic compounds present in water environment. Although
titanium oxide (TiO 2 ) is widely considered as one of the most effective semiconductor
photocatalyst, it can only be excited by UV-light. Therefore, several efforts have been
made to obtain materials active in the visible light for heterogeneous photocatalytic
processes. [1]
Herein, we present the photocatalytic activity of different semiconductor nanomaterials,
such as magnetite (Fe 3 O 4 ), cadmium sulfide (CdS) and metal organic framework (MOF-
Fe) for the degradation of two models of organic pollutants, in particular methylene blue
(MB) and methyl orange (MO), under visible light irradiation. [2] The effect on the outcome
of different parameters, such as irradiation time, dye concentration and catalyst loading
was investigated. The degradation percent of model dyes in water was monitored
following the characteristic absorption bands of the dye in the UV-Visible absorption
spectrum. Additionally, experiments using direct solar radiation as the irradiation source
were also carried out. Interesting, a remarkable percentage of MB degradation in water
was observed in the presence of MOF-Fe, indicating it is an excellent candidate for water
treatment under visible light. The recyclability of MOF-Fe material over several
photocatalytic cycles with successful regeneration of the material and the mechanism of
organic dyes degradation will be discussed.

References

[1] Malato, S.; Maldonado, M. I.; Fernández-Ibáñez, P.; Oller, I.; Polo, I.; Sánchez-
Moreno, R. Materials Science in Semiconductor Processing 2016, 42, 15-23
[2] Gándara, F.; García-Cortés, A.; Cascales, C.; Gómez-Lor, B.; Gutiérrez-Puebla, E.;
Iglesias, M.; Monge, A.; Snejko, N. Inorganic Chemistry 2007, 46, 3475-3484

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PREDICCIÓN DEL CONTENIDO DE CLORURO DE SODIO, NITRITO
SÓDICO Y NITRATO POTÁSICO EN CARNE PICADA Y SALMUERA
MEDIANTE UNA LENGUA ELECTRÓNICA POTENCIOMÉTRICA

Luis Gil Sánchez1, Diana Baigts2, José Manuel Barat2


1
Instituto Interuniversitario de Reconocimiento Molecular y Desarrollo Tecnológico.
Universitat Politècnica de València, lgil@eln.upv.
2
Departamento de Tecnología de Alimentos, Universitat Politècnica de València

Lengua electrónica potenciométrica, sales, nitritos, nitratos


Estas sales son muy utilizadas en la producción de productos cárnicos curados debido a
sus propiedades funcionales (agentes curantes). Un estudio de detección de estas
sustancias ya se había realizado utilizando técnicas voltamétricas e impediométricas [1-
2].
Equipo medida: conjunto de electrodos metálicos de distinto material (AgCl, CuS, Ag, Au,
Cu, AgBr). Estudio previo: viabilidad de usar sensores metálicos sometidos a oxidación
para aumentar el número de respuesta potencial.
Tres niveles de adicción de sal: bajo (0), medio (125 ppm nitritos, 1,5% NaCl), alto (250
ppm nitritos, 3% NaCl). Se tomaron 18 muestras de disolución y de carne de cerdo
picada a las que se añadieron sales con niveles de cada componente en las diferentes
combinaciones establecidos por medio de un diseño experimental MODDE 8.
Resultados: medida del potencial de cada electrodo metálico respecto a electrodo de Ag-
ClAg mediante sistema electrónico de precisión de alta impedancia. En las señales
obtenidas tanto en salmuera y carne hubo diferencia de voltaje entre la ausencia y
presencia de sal pero poca entre muestras con sal. Los electrodos con mayor
sensibilidad a este compuesto fueron AgC y AgBr (-0,17— 0,15V).
El análisis PCA permitió una clara agrupación de muestras con NaCl y sin ella y, dentro
del grupo de sin sal sobresale un subgrupo con alta concentración de NaNO. En cuanto
al peso de cada electrodo en este análisis los electrodos de oro y plata poseen un
comportamiento diferente al resto que tiene un comportamiento similar entre ellos.
La predicción se realizó utilizando redes neuronales artificiales. Lógicamente la mejor
tasa de acierto se obtuvo en la discriminación de NaCl (96,87%). Para las sales
nitrificantes el éxito fue bajo (sobre 60%) tomando en cuenta que la proporción de NaCl
presente en las muestras era mucho mayor. También se realizaron análisis de predicción
PLS y mapas SOM con resultados similares a las redes neuronales.
Como conclusión general se puede indicar que la presencia de NaCl enmascara la
presencia de los otros dos componentes.
Referencias
[1] R. Labrador, R. Masot, M. Alcañiz, D. Baigts, J. Soto, R. Martínez-Mañez, E. García-Breijo, L. Gil, J. M.
Barat. Food Chemistry, 122. 2010, 864-870.
[2] I. Campos, R. Masot, M. Alcañiz, L. Gil, J. Soto, J.L. Vivancos, E. García-Breijo, R. Labrador, J.M.
Barat, R. Martínez-Mañez, Sensors and Actuators B. Chemical, 146. 2010, 71-78

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Antibody capped mesoporous silica nanoparticles for the
selective fluorogenic detection of psychedelic drug 25I-NBOMe

Eva Garrido,1,3,4 Maria Alfonso,1,3,4 Borja Díaz de Greñu,1,2,3,4 M. Dolores


Marcos,1,2,3,4 Ramón Martínez-Máñez1,2,3,4 and Félix Sancenón1,2,3,4
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM),
Universitat Politècnica de València, Universitat de València, Spain.
evgarga5@upvnet.upv.es
2
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN).
3
Unidad Mixta de Investigación en Nanomedicina y Sensores. Universitat Politècnica de València, Instituto
de Investigación Sanitaria La Fe, Valencia, Spain.
4
Unidad Mixta UPV-CIPF de Investigación en Mecanismos de Enfermedades y Nanomedicina, Valencia,
Universitat Politècnica de València, Centro de Investigación Príncipe Felipe, Valencia, Spain.

3 keywords: 25I-NBOMe, 5-HT 2A receptor, chromo-fluorogenic detection


The consumption of new psychoactive substances has increased exponentially
becoming a worldwide problem that concerns to governments and international
institutions. According to the last report published by UNODC [1] and EMCDDA
[2], around 5 % of the global adult population used drugs at least once in 2015.
Recently, a new synthetic family of chemicals known as
H C
NBOMe (N-benzyl-oxy-methyl derivatives of 2C 3 O H
N
phenylethylamines) has emerged as potent abuse drugs.
NBOMe is a family of serotonergic psychedelic drugs I O
CH3
which act as extremely potent and highly selective O
CH 3

agonists of the serotonin 5-HT 2A receptor. [3] These Figure 1. Structure of


chemicals derived from the 2C family receive different 25I-NBOMe.
names such as "N-Bomb", "Solaris", "Smiles", or
"Wizard". One the most remarkable components inside the NBOMe family is 25I-
NBOMe (Figure 1). It is a psychedelic hallucinogen commonly used in
biochemistry research that has also been used for recreational purpose recently.
This illicit drug produces potent effects as euphoria, muscle tension, nausea,
anxiety, paranoia, memory suppression, hallucinations and empathy
enhancement among others. In this scenario, the design of simple to use chromo-
fluorogenic probes for selective and sensitive 25I-NBOMe detection is highly
appealing.
Bearing these facts in mind and our interest in the development of gated hybrid
materials for their application in new sensing protocols, [4] herein we report the
synthesis and characterization of mesoporous silica nanoparticles (MSNs) loaded
with rhodamine B and functionalized on the external surface with a serotonin
derivative which interacts with 5-HT 2A receptor antibody, acting as a molecular
gate that will open in presence of 25I-NBOMe producing a chromo-fluorogenic
signal.
References
[1] World drug report. United Nations Office on Drugs and Crime. (UNODC). Inform 2017.
[2] European drug report: Trends and Developments. European Monitoring Centre for Drugs and Drug Addiction
(EMCDDA). Inform 2017.
[3] Rickli, A.; Luethi, D.; Reinisch, J.; Buchy, D.; Hoener, M. C.; M. E. Liechti. Neuropharmacology. 2015, 99, 546-553.
[4] (a) L. Pascual, S. El Sayed, R. Martinez-Mañez, A. M. Costero, S. Gil, P. Gaviña and F. Sancenon. Org. Lett. 2016, 18,
5548-5551; (b) S. El Sayed, M. Milani, M. Licchelli, R. Martinez-Mañez, F. Sancenon. Chem. – Eur. J. 2015, 21, 7002-
7006; (c) E. Climent, L. Mondragon, R. Martinez-Mañez, F. Sancenon, M. D. Marcos, J. R. Murguia, P. Amoros, K. Rurack,
E. Pérez-Payá. Angew. Chem., Int. Ed. 2013, 52, 8938-8942.

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P-54
Study of internalization pathways of mesoporous silica nanoparticles in
human breast cancer cells

Iris Garrido-Cano1,2, Vicente Candela-Noguera2, Guadalupe Herrera1, Ana Lluch1,3,4,


Ramón Martínez-Máñez2,5, Pilar Eroles1,4
1
INCLIVA Biomedical Research Institute, Valencia. irgarca@dctor.upv.es
2
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València, Universitat de València, Valencia.
3
Universidad de Valencia, Valencia.
4
CIBER de Oncología (CIBERONC).
5
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN).

KEYWORDS: Mesoporous Silica Nanoparticles, endocytosis

Mesoporous silica nanoparticles (MSNs) are biocompatible solid materials with a porous
structure composed by hundreds of channels (mesopores). They have unique properties
such as high surface area and pore size, as well as remarkable chemical and thermal
stability. Moreover, MSNs can be functionalized with certain molecules and/or
supramolecules, which can act as molecular gates and control the delivery of stored
molecules inside the MSNs pores1. Because of its peculiar features, MSNs are being
studied for multiple biomedical applications such as medical imaging, diagnostic,
biosensors, or controlled drug delivery2.
Our aim was to study the mechanisms by which MSNs are internalized by cells and how
functionalization of nanoparticles influence on it. To achieve it, we synthesized
rhodamine-conjugated MSNs (MSN-rh), and functionalized them with hyaluronic acid (HA-
MSN-rh) or polyethylene glycol (PEG-MSN-rh). Then, we used different internalization
inhibitors and compared the percentage of internalizing cells by flow cytometry. The
results were confirmed by confocal microscopy. In this way, it would be possible to assess
the endocytic mechanism of MSN-rh, HA-MSN-rh and PEG-MSN-rh.

[1] Wang, Y. et al., Nanomedicine: NBM 2015;11:313-327.


[2] Mamaeva, V., Sahl, C. & Lindén, M. Adv. Drug Deliv. Rev. 2013;65:689–702.

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P-55
Image analysis for quality control of table olives during storage

Cristina Fuentes, Samuel Verdú, Ana Fuentes, Raúl Grau, José Manuel Barat

Department of Food Technology, Universitat Politècnica de València. Camino de Vera


s/n, 46022, Valencia, Spain, crifuelp@upvnet.upv.es

Table olives, image analysis, quality control


Colour is a quality attribute of great importance for table olives. Chlorophylls and
carotenoids are the main pigments responsible for the colour of green olives [1]; however,
browning reactions could occur during packing operations and/or during storage time,
affecting the quality and product acceptance. Table olives quality is evaluated by sensory
panels, but this type of assessment has several drawbacks, such as taster subjectivity,
variability of responses over time, lack of reference standards, time consuming, and low
number of analyses per day [2]. For this reason, food industry search for alternatives to
human sensory panels based on instrumental methods. Recent advances in image
analysis have led to the development of new non-invasive systems applicable to food
control with the minimum of human intervention. The objective of this study was to apply
image analysis technique to evaluate the quality of pitted table olives packaged in plastic
pouches during 90 days of storage at room temperature and 50 ºC. Through the storage
period, olives were analysed in order to determine brine colour by measuring the
difference in absorbance at 440 and 700 nm, and the visual quality of the samples using a
sensory trained panel. In addition, images of the olives pouches were periodically
recorded with the Logitech HD Pro Webcam C920. Image acquisition was performed in
reflectance and transmittance modes.
During storage, brine colour of the samples changed significantly, indicating an evident
brine darkening. A significant decrease in the overall liking scores given by the panellist to
the samples was also observed. Partial least squares-discriminant analysis models
obtained from image analysis data were able to detect and predict the overall acceptance
of the samples. The results obtained in this study indicate that image analysis could be
employed as a novel classification approach to obtained qualitative information about
visual table olives quality with minimum human intervention.

References
[1] Rojas-Gandul, B., Gallardo-Guerrero, L. Food Research International. 2018, 108, 57-
67.
[2] Veloso, A.C.A, Silva, M., Rodrigues, N., Rebello, L.P.G., Dias, L.G., Pereira, J.A.,
Peres, A.M. Talanta. 2018, 176, 610-618.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-56
Toxicity evaluation of vanillin functionalised silica particles used as
antimicrobial agents

Cristina Fuentes1, María Ruiz-Rico1, Ana Fuentes1, Ana Juan-García2, María José Ruiz2,
José Manuel Barat1
1
Department of Food Technology, Universitat Politècnica de València. Camino de Vera
s/n, 46022, Valencia, Spain, crifuelp@upvnet.upv.es
2
Laboratory of Food Chemistry and Toxicology, Faculty of Pharmacy, University of
Valencia, Av. Vicent Andrés Estellés s/n, 46100 Burjassot, València, Spain

Silica particles, vanillin, toxicity, antimicrobial agents

In the last years, consumer awareness on food safety has forced food industry to
investigate different alternatives to chemical additives. Plant-derived compounds have
attracted considerable attention due to their well-known antimicrobial activity against a
wide range of bacteria and fungi. However, its application to food products presents
different problems such as high volatility, low water solubility or strong flavour and odour,
among others. For this reason, the immobilisation of natural bioactive compounds on
silica supports has been developed as a novel strategy to enhance their antimicrobial
activity and avoid drawbacks. Although the efficacy of these devices against spoilage
microorganisms and food-borne pathogens has been demonstrated [1, 2], their safety is
still under research. The aim of the present work was to evaluate the potential toxicity of
silica supports designed to be applied as antimicrobial systems in the food industry. For
this purpose, the in vitro toxicity of free vanillin and vanillin functionalised silica particles
was evaluated. The phenolic derivative was immobilised on the surface of three different
silica particles: amorphous silica, MCM-41 microparticles and MCM-41 nanoparticles. The
results obtained during the material characterization indicated the immobilisation was
correct and did not affect the integrity of the particles. The EC50 for vanillin was 2554 ± 7
and 2509 ± 144 µM for 24 and 48 h, respectively. The results obtained suggest that in
vitro toxicity of immobilised vanillin supports was lower than the free compound toxicity.
The development of toxicological studies on these new antimicrobial systems provides
essential information to identify possible hazards associated to their applications, and
therefore to ensure their safety for human health.
References
[1] S. Ribes, M. Ruiz-Rico, É. Pérez-Esteve, A. Fuentes, P. Talens, R. Martínez-Mañez,
J.M. Barat. Food Control. 2017, 81, 181-188.
[2] M. Ruiz-Rico, É. Pérez-Esteve, A. Bernardos, F. Sancenón, R. Martínez-Mañez, M.
Marcos, J.M. Barat. Food Chemistry. 2017, 233, 228-236.

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P-57
Singlet oxygen detection by sensitization from upconversion
nanoparticles to xanthene dyes

Juan Ferrera-González1, Nestor Estébanez-Bloem1, Laura Francés-Soriano1,2, María


González-Béjar1, Julia Pérez-Prieto1
1
Instituto de Ciencia Molecular (ICMol)/ Departamento de Química Orgánica, University of
Valencia, Catedrático José Beltrán 2, 46980, Paterna, Valencia, Spain.
1,2
Institut de Biologie Intégrative de la Cellule (I2BC), Bâtiment 21, Avenue de la
Terrasse, 91190 Gif-Sur-Yvette, France

Upconversion nanoparticles, Förster Resonane Energy Transfer, singlet oxygen


Upconversion lanthanide-based nanoparticles (UCNPs) are promising nanosystems for
biomedical purposes. They absorb photons of low energy (NIR light) and emit photons of
higher energy (in the UV-visible-NIR range) due to the cooperation of different lanthanides
ions. When combining the emission properties of the UCNPs with appropriate absorption
of organic dyes, these systems become ideal for photodynamic therapy (PDT) [1]. In this
way, the singlet oxygen production has been tested by NIR-excitation of UCNPs capped
with bengal rose (a xanthene dye which is a very good singlet oxygen generator) [2]. The
nanohybrid was synthesized using ligand-free β-NaYF 4 : Yb(20%),Er (2%) UCNPs, whose
green emission fits perfectly with the absorption spectrum of the dye (Figure 1), thus
allowing the Resonant Energy Transfer from Er3+ ions to the organic dye [3] and
eventually to molecular oxygen. The formation of singlet oxygen was indirectly detected
by using a fluorescent probe, specifically 9,10-anthracenediyl-bis(methylene)dimalonic
acid (ABDA), in an oxygen-saturated solution of phosphate buffered saline (PBS) in
deuterated water [4].

Figure 2. Emission spectrum of the UCNP (black line) and bengal rose absorption
spectrum
(red surface) in PBS.
References
[1] Wang F, Banerjee D, Liu Y, Chen X, Liu X. Analyst. 2010;135(8):1839.
[2] DeRosa M, Crutchley RJ. Coordination Chemistry Reviews. 2002;233-234:351-371.
[3] Wang Y, Liu K, Liu X, Dohnalová K, Gregorkiewicz T, Kong X et al. The Journal of Physical Chemistry
Letters. 2011;2(17):2083-2088.
[4] González-Béjar M, Liras M, Francés-Soriano L, Voliani V, Herranz-Pérez V, Duran-Moreno M et al. J
Mater Chem B. 2014;2(28):4554-4563.

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P-58
Electrocatalytic effect on sensors based on carbon foams modified
with phthalocyanines

C. Fernandez-Blanco1, C. Garcia-Cabezon2, M.A. Rodríguez-Pérez3, M. L. Rodriguez-


Mendez1
1
Group UVaSens, Engineers School, Universidad de Valladolid, Valladolid (Spain)
anacristina.fernandez@uva.es
2
Departamento de Ingeniería de Materiales, Engineers School, Universidad de Valladolid,
Valladolid, (Spain)
3
Group Cellmat, Faculty of Sciences, Universidad de Valladolid, Valladolid (Spain).

3 keywords: carbon foam, catechol, electrochemical sensor


Electrochemical sensors have been widely employed for the antioxidants detection such
as phenolic acids, flavonoids or cinnamic acids [1]. These sensors can be modified with
different electrocatalytic and sensitive materials, such as metallic phthalocyanines,
metallic nanoparticles, carbon nanotubes or enzymes for the determination of polyphenols
compounds [2].
To improve the electrochemical activity for a sensor, new devices based on carbon foams
are studied. Foams have been chosen due to the increase in their electroactive area and,
therefore, the increase in the surface coverage of the redox species (Г). Both ideas give a
better sensitivity for our sensors and better limit of detections.
For that reason, we have studied the electrochemical behavior for new carbon foams
modified with different phthalocyanines with sensing properties towards polyphenols with
antioxidants properties. Moreover, the sensors can distinguish catechol and
hydroquinone, two polyphenols that are isomers.

Acknowledgments
Financial support by MINECO-FEDER (AGL2015-67482-R) and the JCyL-FEDER (VA-
011U16) is gratefully acknowledged. C. Fernandez-Blanco thanks to JCyL-FEDER for a
postdoctoral fellowship (VA-011U16).

References
[1] P. A. Kilmatin, H. L. Zou, A. L. W. American Journal of Enology and Viticulture. 2002,
53, 294-302.
[2] F. J. Pavinatto, E. G. R. Fernandes, P. Alessio, C. J. L. Constantino, J. A. de Saja, V.
Zucolotto, C. Apetrei, O. N. Oliveira Jr, M. L. Rodriguez-Mendez. Journal of Materials
Chemistry. 2011, 21, 4995-5003.

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P-59
COBIOPHAD project: Progress towards in vitro diagnosis of drug
allergies by a point-of-care device

Estrella Fernández1, Teresa Molina1, Sergi Morais1, 2, Luís A. Tortajada1, 2, Rosa


Puchades1, 2, Ángel Maquieira1, 2.
1
Instituto Interuniversitario de reconocimiento Molecular y Desarrollo Tecnológico (IDM),
Universitat Politècnica de València. Camino de Vera, s/n 46022 Valencia. e-mail:
esfersan@upv.es
2
Departamento de Química. Universitat Politècnica de València. Camino de Vera, s/n
46022 Valencia.

in-vitro test allergies


Over 2.5 million people in Europe suffer from hypersensitivity to Beta Lactam Antibiotics
(BLCs). Moreover, BLC allergy is the most frequent cause (47%) of drug anaphylaxis [1],
and is an important public health problem with an estimated in additional hospitalization
costs of 1750-4500 €/patient. Furthermore, patients with multiple drug allergies are
difficult to manage, leading to the use of alternative antibiotics that may be more
expensive, less efficacious, and even have more side effects [2].
The diagnostic approach to immediate drug hypersensitivity reactions requires a detailed
clinical history and other tests that may include in vivo procedures, such as skin tests
(STs) and drug provocation tests (DPTs) and in vitro diagnostic (IVD) tests [1]. The in vivo
tests are invasive and risky and they should be performed under the supervision of
experienced personnel. In daily practice, few IVD tests are available and show low
sensitivity, analyze as much as 5 BLCs and give false positive and negative rates. The
development of IVD tests for the detection of specific IgEs associated to BLC
hypersensitivity is highly demanded to substitute the invasive and risky in vivo tests.
Consequently, COBIOPHAD (Compact biophotonic platform for drug allergy diagnosis)
aims at the development of a competitive multiplexed diagnostic device to provide
sensitive, selective, rapid and cost-effective IVD tests.
The COBIOPHAD device takes advantage of the compact disc technology to fully
automate the immunoassay. The consortium is developing a modified optical reader to
manage the COBIOPHAD centrifugal microfluidic disc and read the microarray. Also, a
sophisticated cloud-based data networking and management system will eventually
provide allergy decision support to medical staff in clinics and hospitals worldwide.
Acknowledges:
The COBIOPHAD project has received funding from the European Union’s Horizon 2020
research and innovation programme under grant agreement No. 688448. It is an initiative
of the Photonics PPP (www.photonics21.org).
References
[1] Blanca M, Romano a., Torres MJ, et al. Allergy. 2009, 64 (2) 183-193.
[2] David Khan, Aleena Banerji. Drug Allergy Testing. 1, Elsevier Inc, United States of
America.2018

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P-60
STUDIES IN AQUEOUS MEDIA OF SELF-ASSEMBLED BIS-
IMIDAZOLIUM SALTS BASED ON PSEUDOPEPTIDIC COMPOUNDS

Ferran Esteve1, A. Valls1, B. Altava1, M. I. Burguete1, L. González1, S. V. Luis1, I. Peña1


1
Departamento de Química Inorgánica y Orgánica, Escola Superior de Tecnologies i Ciències
Experimentals, Universitat Jaume I, Av. Sos Baynat s/n, 12071, Castellón, e-mail: estevef@uji.es

3 keywords: pseudopeptides, self-assembly, recognition


Amino acids and their derivatives are used by nature as structural units for constructing
more complex systems. This is because they contain a large functional density and are
able to provide a significant structural variability given by their side chains. Natural
peptides also play very important roles in catalytic systems and in molecular devices for
energy, matter and information transport. Therefore, through the combination of a limited
number of amino acids (peptides) and depending on their relative arrangement, a defined
function can be achieved. Although huge molecules can be formed, sometimes only one
specific peptidic segment is involved with the functionality of the whole peptidic
structure[1].
The study of the self-assembling properties of organic salts, in particular imidazolium
salts, has recently been a topic of great interest in numerous publications[2]. Moreover,
their properties can be easily tuned by small changes in the cation or anion structure,
obtaining materials with different applications of interest[3].
In this context, our research group has been involved in the preparation and study of
different imidazolium receptors derived from amino acids[4], which are able to selectively
recognize and transport chloride anions and carboxylates [4c]. In this project, we report
the study of bis-imidazolium salts derived from natural amino acids and their capability to
form aggregates in water mixtures involving a fast-dynamic equilibrium exchange.

X X

N N

N N

O NH HN O

11 11

References
[1] S. V. Luis, I. Alfonso, Acc. Chem. Res., 2014, 47, 112-124.
[2] a) V. A. Mallia, H. I. Seo, R. G. Weiss, Langmuir, 2013, 29, 6476-6484. d) D. Wu, R. Liu, W. Pisula, X.
Feng, K. Müllen, Angew. Chem., Int. Ed., 2011, 50, 2791-2794.
[3] M. Rodrigues, A. Yagüe, A. C. Calpena, D.B. Amabilino, J. González-Linares, M. Borrás, L. Pérez-
García, Langmuir, 2012, 28, 2368-2381.
[4] a) B. Altava, D. S. Barbosa, M.I. Burguete, J. Escorihuela, S. V. Luis, Tetrahedron: Asymmetry 2009, 20,
999-1003. b) L. González, B. Altava, M.I. Burguete, R. Quesada, S.V. Luis, Org. Biomol. Chem., 2015, 13,
5450-5459. c) L. González, B. Altava, M.I. Burguete, S.V. Luis, RSC Adv., 2015, 5, 34415-34423.

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P-61
MESOPOROUS SILICA NANOPARTICLES TO SELECTIVE TARGET
ENDOTHELIAL SENESCENT CELLS

Alejandra Estepa-Fernández1, 2, María Alfonso 2,3,4 Félix Sancenón 2,3,4, Ramón Martínez-
Máñez 1,2,3,4, Mar Orzáez 1,5
1
Unidad Mixta UPV-CIPF de Investigación en Mecanismos de Enfermedades y Nanomedicina. Valencia. Universitat Politècnica de
València. Centro de Investigación Príncipe Felipe, Eduardo Primo Yúfera, 3. Valencia 46,012, Spain. aestepa@cipf.es
2
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM), Unidad Mixta Universitat de
València- Universitat Politècnica de València. Camino de Vera s/n, 46022, Valencia, Spain.
3
Departamento de Química. Universidad Politécnica de Valencia.
4
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN), Valencia, Spain
5
Centro de Investigación Príncipe Felipe, Eduardo Primo Yúfera, 3. Valencia 46,012, Spain

Keywords: senescence, metastasis, endothelial cells


Cellular senescence is a stable and long-term cell cycle arrest [1] that can be triggered in
proliferating cells as consequence of a stress response. As senescent cells are cell cycle-
arrested, induction of senescence has been explored as a barrier against tumor
progression and is emerging as a therapeutic concept [2]. To this end, senescence-
inducing compounds have been developed, including CDK4/6 inhibitors such as
palbociclib. In clinic, this drug is indicated for the treatment of patients with metastatic or
locally advanced breast cancer hormonal receptor positive (HR+) and human epidermal
growth factor receptor 2 negative (HER2-) [3-5].
Regardless senescence inductors in clinic seem to be effective, the accumulation of
senescent cells in tissues and organs is largely detrimental causing deleterious effects on
tissue microenvironment including tumor promoting properties that may drive the formation
of secondary tumors or cancer relapse [6-10]. It has been recently demonstrated that
endothelial senescence causes alterations of the cytoskeleton and increases permeability
facilitating transendothelial migration, promoting neutrophil infiltration, tumor cell adhesion
and metastasis [11]. In this work, we have settled an in vitro model to study breast cancer
cell migration induced by endothelial senescent cells. Our results demonstrate that
treatment with palbociclib induces endothelial senescence increasing breast cancer cell
migration.
An effective strategy to overcome the negative side effects of senescent cell accumulation
is to enhance senolysis. In this context, our group have previously reported gated
mesoporous silica nanoparticles (MSNs) capable to selectively release their cargo in
senescent cells with high specificity and lack of toxicity [12]. The use of MSNs load with
senolytic to selective target senescent cells has been evaluated in a cellular model of
endothelial senescence. There is a preferential accumulation of MSNs in senescent versus
non-senescent endothelial cells, which evidences the potential of these nanoparticles as
future treatments for prevention of long-term side effects caused by senescence drug
induction.
References
[1] Campisi J et al. (2007) Cellular senescence: when bad things happen to good cells. Nat Rev Mol Cell Biol,
8(9):729-40.
[2] Michaloglou C et al. (2005) BRAFE600-associated senescence-like cell cycle arrest of human naevi.
Nature, 436(7051):720-4.
[3] Finn RS et al. (2009) PD 0332991, a selective cyclin D kinase 4/6 inhibitor, preferentially inhibits
proliferation of luminal estrogen receptor-positive human breast cancer cell lines in vitro. Breast Cancer Res,
11(5):R77.
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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

[4] Turner NC et al. (2015) Palbociclib in Hormone-Receptor-Positive Advanced Breast Cancer. N Engl J
Med, 373(3):209-19
[5] Finn RS et al. (2016) Palbociclib and Letrozole in Advanced Breast Cancer. N Engl J Med, 375(20):1925-
1936.
[6] Ruhland MK et al. (2016) Senescence and cancer: An evolving inflammatory paradox. Biochim Biophys
Acta. 2016 Jan;1865(1):14-22.
[7] Coppé JP et al. (2010) The senescence-associated secretory phenotype: the dark side of tumor
suppression. Annu Rev Pathol, 5:99-118.
[8] Kang, T.W. et al. (2011) Senescence surveillance of pre-malignant hepatocytes limits liver cancer
development. Nature 479, 547–551
[9] Iannello, A. et al. (2013) p53-dependent chemokine production by senescent tumor cells supports NKG2D-
dependent tumor elimination by natural killer cells. J. Exp.Med. 210, 2057–2069
[10] Eggert, T. et al. (2016) Distinct functions of senescence-associated immune responses in liver tumor
surveillance and tumor progression. Cancer Cell 30, 533–547
[11] Wieland E et al. (2017) Endothelial Notch1 Activity Facilitates Metastasis. Cancer Cell, 31(3):355-367.
[12] Agostini A et al. (2012) Targeted cargo delivery in senescent cells using capped mesoporous silica
nanoparticles. Angew Chem Int Ed Engl, 51(42):10556-60.

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P-62
Sensing by upconversion nanohybrids based on analyte-induced drug
delivery

Estébanez B. Nestor L,1 Andres Lorena,1 Maria González-Béjar, 1,2 Julia Pérez-Prieto1,2

Instituto de Ciencia Molecular(ICMoL)/ Departamento de Química Orgánica, Universidad


de Valencia. C/ Catedrático José Beltrán 2, 46980, Paterna, Valencia (Spain)
nesluis@uv.es

Upconversion nanoparticles with an inorganic matrix doped with rare earths (e.g. NaYF 4 :
Er3+,Yb3+ ,UCNP) have unique photophysical features, such as a large anti-Stokes
emission after near-infrared (NIR) excitation with a low-power continuous-wave diode
laser. Due to the hydrophobic ligand (e.g. oleic acid) coordinating UCNPs after synthesis,
further functionalization is necessary to provide them biocompatibility and dispersibility in
water.1
We have prepared functional water-dispersible UCNPs capped with a thin shell of a
biocompatible copolymer HEMA-AMPS (2-hydroxyethylmethacrylate (HEMA) and 2-
acrylamido-2-methyl-1-propanesulphonsulphonic acid (AMPS)) via sulfonate-multigrafting
to the UCNP surface. The unusual stability of the UCNP organic capping to strong acid
media makes the nanohybrid particularly suitable for many applications where the
maintenance of the UCNP capping is crucial for their
performance.2
Some sulphonate groups of the copolymer (COP)
would be involved in its binding to the UCNP
surface, while others would be at the nanohybrid
periphery and consequently, it is possible to
decorate them with cationic dyes such as methylene
blue (MB).
The successful assembly of UCNP@COP and MB
led to UCNP@COP@MB nanohybrids. Remarkably,
MB progressively detached upon increasing [HCl].
The dependence of the R/G emission ratio of UCNP@COP@MB in the 2-7 pH range
showed a good correlation with the pH (Figure 2).2
This is an interesting example of sensing by an
UCNP nanohybrid based on analyte-induced dye
delivery.
References
[1] A. Gnach and A. Bednarkiewicz. Nano Today,
2012, 7, 532-563.
[2] I.Recalde, N. Estebanez, L. Francés-Soriano, M.
Liras, M. González-Béjar, Julia Pérez-Prieto.
Nanoscale, 2016, 8, 7588-759.

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P-63
BACTERIAL RECOGNITION: MODELS COMPARISON, ACCURACY,
RELIABILITY AND DIAGNOSTIC PLOTS

María José Medina-Hernández1, Laura Escuder-Gilabert1, Yolanda Martín-Biosca1, Mireia


Pérez-Baeza1, Salvador Sagrado1,2
1
Departamento de Química Analítica, Universitat de València, Burjassot, Valencia, Spain.
lescuder@uv.es
2
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM). Universitat Politècnica de València, Universitat de València.
Avd. Vicente A. Estellés s/n, 46100 Burjassot, Valencia, Spain.

Keywords: bacterial recognition, accuracy, modelling


Among the biodegradation models proposed to perform parameter estimation from a
substrate depletion curve, the Monod equation and its simplified versions, e.g. the
Michaelis-Menten-like equation, are the most used. However, both models are
problematic in terms of accuracy of kinetic parameters due to linear parameter correlation
[1]. In this communication, simulated data in realistic conditions are used to highlight the
pitfalls related to model the selection for estimation. Combined Scenarios are used
(Scenario-[11] = Simulated data and estimations comes from Monod model; Scenario-[22]
= Simulated data and estimations comes from Michaelis-Menten-like model, etc.). Their
accuracy and coefficients reliability are evaluated by means of novel diagnostic plots,
such as the Predictive (Pp) vs. Descriptive (Dp) power plot as a function of analyte
concentration (S 0 ) and half saturation constant (Ks) (Fig. 1), among others.

100 100
Pp [22]
Pp [11]

50 50

0 0
0 50 100 0 50 100

Dp [11] Dp [22]

Fig.1. Pp-Dp plots including estimations for Scenario-[11] and Scenatio-[22]. Log (S 0 / K s )
levels: -3 (∇), -2 (), -1 (□), 0 (•) and 0.4 (+). 100 simulations per level.

Acknowledgements
This work has been supported by the Project CTQ2015-70904-R (MINECO/FEDER, UE).

References
[1] C. Liu, J.M. Zachara. Environ. Sci. Technol. 2001, 35, 133-41.

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PBI COMPOSITE MEMBRANES CONTAINING COBALTACARBORANE
SALTS AS POLYMERIC ELECTROLYTES AT HIGH TEMPERATURE

Jorge Escorihuela1, Isabel Fuentes2, Abel García-Bernabé1 Clara Viñas2,


Francesc Teixidor2 and Vicente Compañ1
1
Departamento de Termodinámica Aplicada, Universitat Politècnica de València, Camino
de Vera, s/n, 46022 Valencia (Spain). joresfu1@upvnet.upv.es
2
Institut de Ciència de Materials de Barcelona, ICMAB-CSIC,
Campus Universitat Autònoma de Barcelona, 08193 Bellaterra, Barcelona, Spain

3 keywords: polymeric electrolyte; metalcarborane; PBI


Proton exchange membrane fuel cells (PEMFCs) are receiving considerable attention in
the past decades as alternative and sustainable electrochemical energy conversion
devices. PEMFCs use a proton conductive polymer membrane as electrolyte, which
ideally should possess high proton conductivity, low cost low fuel permeability, and
excellent stability at high temperature. In the quest of developing low cost PEMs with high
conductivity at elevated temperatures, the use of polybenzimidazole (PBI) has emerged
as an alternative to commercial Nafion membranes due to its lower methanol crossover
as well as higher thermal and mechanical stability. Previous investigations showed an
enhanced conductivity measured by impedance spectroscopy of sodium versus lithium
salts [1]. Herein, we investigate the proton conductivity of a series of polymeric composite
membranes based on polybenzimidazole (PBI) containing different metalcarborane salts
with chemical structure M[Co(C 2 B 9 H 11 ) 2 ] ( M[COSANE], M =H+, Li+ or Na+) as fillers of
mixed matrix membranes (MMMs) [2].

N NH

N N
H
n

PBI solution Metalcarborane

solvent evaporation

References
[1] I. Fuentes, A. Andrio, F. Teixidor, C. Viñas, V. Compañ, Phys. Chem. Chem. Phys.
2017, 19, 15177–15186.
[2] I. Fuentes, A. Andrio, A. García-Bernabé, J. Escorihuela, C. Viñas, F. Teixidor, V.
Compañ, Phys. Chem. Chem. Phys. 2018, 20, 10173–10184.
Financial support by Spanish Ministerio de Economía y Competitividad (project
ENE/2015-69203-R).

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P-65
FAST AND EFFICIENT METAL–FREE CLICK CHEMICAL
FUNCTIONALIZATION OF POLYMER BRUSHES

Jorge Escorihuela1,2, Digvijay Gahtory3, Rickdeb Sen3 and Han Zuilhof3


1
Departamento de Termodinámica Aplicada, Universitat Politècnica de València, Camino
de Vera, s/n, 46022 Valencia (Spain). joresfu1@upvnet.upv.es
2
Departamento de Química Orgánica, Facultad de Química, Universidad de Valencia,
C/ Dr. Moliner 50, 46100 Burjassot (Valencia), Spain.
3
Laboratory of Organic Chemistry, Wageningen University and Research, Stippeneng 4,
6708 WE, Wageningen (The Netherlands)

3 keywords: metal–free click; SPOCQ; polymer brushes


The discovery and application of novel metal-free click reaction strategies is a growing
domain that has garnered significant interest amongst (bio-)organic and material
chemists[1]. Most of these reactions involved a strained reactant species (alkyne or
alkene) that accelerates the reaction significantly or a highly facile bond exchange. The
advantages of such reactions include faster kinetics and good-to-excellent yields. The
strain promoted oxidation–controlled cyclooctyne–1,2–quinone cycloaddition (SPOCQ)
shown in Figure 1, is an example of such a click strategy[2]. Herein, we report a novel
metal-free click reaction between 1–methyl–3–substituted cyclopropenes and o–quinones
and we also demonstrate the quantitative nature of the reaction on surfaces and
demonstrate its versatility using anti–fouling polymer brush functionalization[3].

References
[1] J. Escorihuela, A. T. M. Marcelis, H. Zuilhof, Adv. Mater. Interfaces 2015, 2, 1500135.
[2] J. Escorihuela, A. Das, J. Looijen, F. L. v. Delft, A. Aquino, H. Lischka, H. Zuilhof, J.
Org. Chem. 2018, 83, 244−252.
[3] D. Gahtory, R. Sen, A. R. Kuzmyn, J. Escorihuela, H. Zuilhof, Angew. Chem. Int. Ed.
2018, doi.org/10.1002/ange.201800937

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P-66
Anion receptors using thiophene and selenophene units as chalcogen
bonding binding sites

Encarnación Navarro-García, Antonio Caballero*, M. D. Velasco y Pedro Molina*


Departamento de Química Orgánica, Facultad de Química, Universidad de Murcia,
Campus de Espinardo, 30100 Murcia (España), encarnacion.navarro2@um.es

Anion recognition, chalcogen bond, molecular receptor

The detection and quantification of anion species through the development of new anion
chemosensors [1] is a relevant area of interest to the scientific community due to the
important role that these species play in a large number of biological and medical
systems. In addition, some anions cause environmental pollution.

Molecular sensors are defined as molecules capable of selectively and reversibly binding
to an species and are usually classified according to the type of interaction involved in the
recognition process: electrostatic interactions, hydrogen bonds, anion-π interactions or
halogen bonds.
The increase of the computational capacity has allowed to the theoretical chemists to find
new non-novalent interactions of high interest based in the existence of the denominated
σ-hole. Recently, theoretical calculations obtained by some researchers show regions of
positive charge density in the atoms of the oxigen group [2]. Motivated by these results,
the purpose of this research is the synthesis and the anion binding study of new receptors
1 and 2 bearing the benzene unit as spacer and the thiophene or selenophene as
chalcogen bonding binding sites.

1
H-NMR experiments performed on the receptors 1 and 2 demonstrate that the receptors
behaves as a molecular receptor for the F- Cl–, Br-, I–, and NO 3 –. The recognition process
between receptor 1-2 and the anions consists of chalcogen bonds between the S or Se of
the thiophene or selenophene and the anions.

We acknowledge to Ministerio de Economía y Competitividad of Spain and FEDER


projects CTQ2013-46096-P and CTQ2017-86775-P, and Fundación Séneca Región de
Murcia (CARM) projects (18948/JLI/13 and 19337/PI/14).
Referencias
[1] Evans, N. H.; Beer, P. D. Angew. Chemie - Int. Ed. 2014, 53, 2-41
[2] Politzer, P.; Murray, J. S.; Clark, T.; Resnati, G.; Phys. Chem. Chem. Phys. 2017, 19,
32166-32178

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P-67
NEW BODIPY DYE FOR THE DETECTION OF β-GALACTOSIDASE

Borja Díaz de Greñu1,2, María Alfonso1,2, Andrea Bernardos1,2,4, Ramón Martínez-


1,2,3,4
Máñez
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM)
Universitat de València-Universitat Politècnica de València, Camino de Vera s/n, 46022, Valencia, Spain.
bordiade@upvnet.upv.es
2
CIBER de Bioingeniería Biomateriales y Nanomedicina (CIBER-BBN), Spain.
3
Unidad Mixta de Investigación en Nanomedicina y Sensores. Universitat Politècnica de València, Instituto
de Investigación Sanitaria La Fe, Valencia, Spain
4
Unidad Mixta UPV-CIPF de Investigación en Mecanismos de Enfermedades y Nanomedicina, Valencia,
Universitat Politècnica de València, Centro de Investigación Príncipe Felipe, Valencia Spain.

Senescence, detection, bodipy


β-Galactosidase (β-Gal) is the enzyme that catalyzes the hydrolysis of β-galactosides into
monosaccharides. β-Gal is commonly used as a reporter to examine transcription and
transfection efficiencies [1], and as a very important biomarker for primary ovarian
cancers [2] and cell senescence [3]. In particular, our research group is interested in the
development of sensors and prodrugs able to selectively detect and target senescent
cells, because avoiding their accumulation in aged organisms has been associated with
an enhanced healthspan [4].
Fluorogenic probes are excellent agents to image β-Gal enzymatic activity non-invasively
in living cells. Although many fluorogenic probes for its detection have been developed,
many of them lack of suitable absorption and emission wavelengths for in vitro
experiments, stability, water solubility, and low quantum yield [5].
Herein, we present the synthesis of a new boron dipyrromethene (bodipy) sensor that
emits fluorescence only after enzymatic activation. Thanks to the optimized structure, the
probe is highly fluorescent, water soluble and red emitting, allowing the detection of β-Gal
not only in solution but also in senescent cells.
[1] E. Schenborn, D. Groskreutz, Mol. Biotechnol., 1999, 13, 29-44.
[2] D. Asanuma, M. Sakabe, M. Kamiya, K. Yamamoto, J. Hiratake, M. Ogawa, N. Kosaka, P.L.
Choyke, T. Nagano, H. Kobayashi, Nat. Commun., 2015, 6, 7463-7469.
[3] G.P. Dimri, X. Lee, G. Basile, M. Acosta, G. Scott, C. Roskelley, E.E. Medrano, M. Linskens, I.
Rubelj, O. Pereira-Smith, M. Peacocket, J. Campisi. Proc. Natl. Acad. Sci. USA., 1995, 92, 9363-
9367.
[4] R. Yosef, N. Pilpel, R. Tokarsky-Amiel, A. Biran, Y. Ovadya, S. Cohen, E. Vadai, L. Dassa, E.
Shahar, R. Condiotti, I. Ben-Porath, V. Krizhanovsky. Nat. Commun., 2016, 7, 11190.
[5] See for example: B. Lozano-Torres, I. Galiana, M. Rovira, E. Garrido, S. Chaib, A. Bernardos,
D. Muñoz-Espín, M. Serrano, R. Martínez-Máñez, F. Sancenón, JACS, 2017, 139, 8808-8811; E.-
J. Kim, R. Kumar, A. Sharma, B. Yoon, H.M. Kim, H. Lee, K.S. Hong, J.S. Kim, Biomaterials,
2017, 122, 83-90; L. Peng, M. Gao, X. Cai, R. Zhang, K. Li, G. Feng, A. Tong, B. Liu, J. Mater.
Chem. B, 2015, 3, 9168-9172; H.W. Lee, C.H. Heo, D. Sen, H.-O. Byun, I.H. Kwak, G. Yoon, H.M.
Kim, Anal. Chem., 2014, 86, 10001-10005.

Acknowledgements:
B. DdG. gratefully acknowledges for his Juan de la Cierva Formación contract to Ministerio de
Economía, Industria y Competitividad from Spain Government.

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P-68
Dextran hydrogel to immobilize biomolecules on microarray format

Zeneida Díaz Betancor1, María José Bañuls-Polo1,2, Ángel Maquieira Catalá1,2


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico IDM, 2Departamento de Química, Universitat Politècnica de València,
Universitat de València, Camino de Vera s/n, Valencia 46022, España, zediabe@upv.es

Keywords: Hydrogel, fluorescence, proteins, microarray


Different hydrogels were reported in the literature to create generic platforms for protein
microarray applications [1]. Here, a novel strategy was developed to obtain high
performance microarrays. It uses a dextran hydrogel to covalently immobilize
oligonucleotides and proteins. This method employs aqueous solutions of dextran
methacrylate (Dx-MA), which is a biocompatible and photopolymerizable monomer [2].
The approach promotes by light, at the same time, the polymerization and the covalent
attachment of the capture probes inside the hydrogel by a thiol-ene coupling reaction. The
hydrogel microarrays were assayed on different surfaces, as Blu-ray disk, polycarbonate
or alkene functionalized glass slides, showing high probe immobilization densities and
biorecognition yields. This methodology presents the advantages of reduced cost and
time of analysis, low limit of detection, and multiplex capability, among others [3, 4].
Confocal fluorescence microscopy analysis demonstrates that the receptor immobilization
and the biorecognition event are taking place inside the hydrogel.
Confocal
BD v-A
CCD CCD

Figure 1. Spots of Dx-MA in different surfaces: BD and acrylate-functionalized


glass.

References
[1] Zhou, Y., Andersson, O., Lindberg, P. & Liedberg, B. Microchim. Acta 2004, 147, 21–30.
[2] van Dijk-Wotthuis, W. N. E. et al. Macromolecules 1995, 28, 6317–6322 (1995).
[3] S. Morais, R. Puchades, Á. Maquieira. Analytical and Bioanalytical Chemistry, 2016, 48, 4523-4534.
[4] S. Morais, L. Tortajada, Á. Maquieira. Expert Review of Molecular Diagnostics, 2014, 14, 773-775.
Acknowledgment
Financial support from FEDER and Spanish MINECO (CTQ2016-75749-R).

Biosensing of mutations located in KRAS oncogene in colon cancer patients based


on blocked amplification

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P-69
The use of Metal-Organic Frameworks as Powerful Contrast Agents in
Magnetic Resonance Imaging

Alejandro Cabrera-García1, Zeneida Díaz-Betancor2, Vincent Blay3


1
Instituto de Tecnología Química, Universitat Politècnica de València-Consejo Superior de
Investigaciones Científicas, Av. de los Naranjos s/n, 46022 Valencia, Spain.
3
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico, Universitat Politècnica de València, Av. de los Naranjos s/n, 46022
Valencia, Spain.
3
The Ohio State University Fisher College of Business
zediabe@upvnet.upv.es

Keywords: MOFs, contrast agents, MRI


The use of nanomaterials in illnesses detection and treatment is a recent research field in
materials science. Among these materials, we remark metal-organic frameworks (MOFs).
MOFs are built by self-assembly of metal cations or clusters as nodes and polydentate
organic molecules as linkers. These materials have demonstrated being useful as vectors
for the smart controlled release of bioactive molecules and for the transport of contrast
agents that could improve diagnosis through magnetic resonance imaging (MRI).[1] MRI is
a powerful clinical tool which allows obtaining anatomic images with great penetration
depth in soft tissues. However, MRI is relatively insensitive and requires administration of
a high amount of contrast agent to differentiate between normal and ill tissues. In this
regard, MOFs constitute tunable and effective carriers for contrast agents offering benefits
such as 1) a higher concentration of paramagnetic metal centers in the same device and
2) a higher relaxivity centered on the metallic nodes than the small molecules usually
employed as contrast agents in clinical practice.[2] Furthermore, MOFs can be stabilized
and functionalized to optimize their performance under biological conditions reducing toxic
effects of soluble contrast agents currently used in MRI.[3]
References
[1] He, C.; Liu, D.; Lin. W. Polymers. Chem. Rev. 2015, 115, 11079-11108.
[2] Della Rocca, J.; Liu, D.; Lin, W. Acc. Chem. Res. 2011, 44, 957-968.
[3] Horcajada, P.; Gref, R.; Baati, T.; Allan, P.K.; Maurin, G.; Couvreur, P.; Férey, G.;
Morris, R.E.; Serre, C. Chem. Rev. 2012, 112, 1232–1268.
Acknowledgment
A. Cabrera-García thanks the “La Caixa” Foundation for his Ph.D. scholarship. V. Blay
thanks the support from the Valencian Ministry of Education.

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P-70

Capped Mesoporous Silica Nanoparticles for the Selective Detection of


thiosulphate

Cristina de la Torre 1,2,3, Maurizio Liccheli 3, Ramón Martínez-Mañez 1,2, Félix Sancenón
1,2
1
Departamento de Química, Universidad Politécnica de Valencia, Camino de Vera s/n,
46022, Valencia (Spain). E-mail: cridela2@upv.es
2
Instituto Interuniversitario de Investigacion de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universidad Politècnica de Valencia- Universidad de Valencia
3
Dipartimento di Chimica, Università di Pavia, via Taramelli 12, I-27100 Pavia (Italy)

Key words: Hydrogen sulfide, sensing, mesoporous nanoparticles.

Thiosulfate anion is a reducing species that can be found in industrial wastewater, in


aquifers and in human urine. It is very common to analyze wastewater from mining
operations. In addition, its detection and quantification in hydrothermal waters is important
due to the geochemical processes in which sulfur is involved. On the other hand, it is a
bioindicator of exposure to hydrogen sulfide, the deficiencies of the enzyme sulfite
oxidase and Down syndrome [1]. Normally, ionic chromatography or capillary
electrophoresis is used for their separation and then detected by conductivity
measurements. Taking into account the total absence of molecular-based
chromophogenetic sensors or the use of solids, we propose the synthesis of an organic-
inorganic hybrid material for sensitive and selective detection of the thiosulfate anion.
The silica nanoparticles will be used as an inorganic support whose pores will be loaded
with various colorants / fluorophores. The outer surface of the charged nanoparticles will
be functionalized with a Cu (II) complex and then the pores will be blocked by the addition
of a bulky anion (hexametaphosphate, ATP) by electrostatic interactions with the cation.
The idea is that in the presence of the thiosulfate anion (which has a high affinity for Cu
(II) the demetallization of the anchored complex occurs, the separation of the bulky anion
and the release of the dye [2]. The selectivity of the sensor material in the presence of
other anions will be studied. The thiosulfate detection limit and the possible application of
the nanoparticles in the analysis of real samples will also be determined.

Referencias
[1] I. Mikami, E. Shibayama, M. Yuzawa, Y. Miura, Anal.Sci. 2012, 28, 979-983.

[2] S.El Sayed, M.Liccheli, R.Martínez-Mañez, F.Sancenón, Chem.Asian J. 2017, 12,


2670-2674.

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P-71
SENSIBILIDAD AL DISOLVENTE DE NANOPARTÍCULAS DE ORO
PASIVADAS CON NAD
Daniel Cuaran1, Elena Zaballos-García1, Julia Pérez-Prieto2
1. Departmento de Química Orgánica. Universidad de Valencia, Av. Vicent Andres Estelles s/n,
46100, Burjassot, España, dannc91@gmail.com
2. Instituto de Ciencia Molecular (ICMol), Universidad de Valencia, Catedrático José Beltrán 2,
46980, Paterna, Valencia, España

Palabras clave: nanopartículas, fotoluminiscencia, disolventes.

Las nanopartículas de oro con diámetros >2-100 nm se conocen como NP plasmónicas


(AuNP) y forman coloides muy coloreados que han sido utilizados como sensores
colorimétricos. [1,2] Sin embargo, las AuNPs son escasamente fluorescentes. Por el
contrario, los “nanoclusters” de oro (AuNC) presentan diámetros ≤ 2 nm, pueden formar
coloides incoloros y, en general, presentan fotoluminiscencia. [2-4] Las excelentes
propiedades ópticas de estos nanomateriales combinado con su baja toxicidad motiva su
aplicación como biosensores [5], así como en catálisis [6].
Siguiendo con nuestra línea de investigación y aplicación de AuNPs y AuNCs, en este
trabajo presentamos la síntesis de coloides acuosos de AuNPs de 10.3 nm ± 3.0 nm,
pasivados con el dinucleótido de adenina y nicotinamida (NAD), y estudio de su
respuesta a la adición de disolventes de diferente naturaleza (50% v/v). El nanohíbrido
AuNP@NAD se ha obtenido a partir de HAuCl 4 .3H 2 O en presencia de la sal sódica del
ácido 4-(2-hidroxietil)piperazin-1-etanosulfónico (HEPES-Na) y NAD. La banda
plasmónica se encuentra a 525 nm y las respuestas del coloide al disolvente son: i) poca
sensibilidad del plasmon (éter dietílico, formamida, metanol, etanol, acetato de etilo), ii)
desplazamiento batocrómico (trietilenglicol, TEG) o aumento del scattering (DMSO) y iii)
formación de agregados y su precipitación (THF, 1,4-dioxano, acetona); cabe destacar
que estos agregados se redisuelven en agua dando lugar a coloides rojizos (acetona,
Fig. 1b) o agregados dispersables en agua (THF, 1,4-dioxano (Fig. 1c); por otra parte, los
sobrenadantes presentan luminiscencia, indicando la presencia de AuNC (Fig. 1b, 1c).
1.5
AuNP@NAD in TEG
a) AuNP@NAD in DMSO b)acetona
AuNP@NAD precipitadas en
y redispersas en H O
c) AuNP@NAD precipitadas en
1.0
2
AuNP@NAD "rojas iniciales" 1.5
AuNC@NAD en acetona
Absorbancia

1,4-dioxano y redispersas en H2O


Absorbancia

1.0 (sobrenadante)
AuNC@NAD en 1,4-dioxano
Absorbancia

0.5 (sobrenadante)
1.0
0.5

0.5
0.0
300 400 500 600 700 0.0
300 400 500 600 700
Longitud de Onda [nm] Longitud de Onda [nm]
Esquema 1. Comportamiento del coloide acuoso de AuNP@NAD tras la adición de disolventes300
Longitud de
400 500
diferente
600
de Onda
700
[nm] naturaleza (50%
v/v): a) AuNP@NAD iniciales en H 2 O, DMSO y TEG; AuNP@NAD agregadas en acetona (b) o 1,4-dioxano (c) y
redispersados en H 2 O; b,c) Inset: Fluorescencia del sobrenadante bajo luz UV.
Referencias
[1] Y.K. Zheng, L.M. Lai, W.W. Liu, H. Jiang, X.M. Wang, Adv. Coll. Interface Sci. 2017, 242, 1–16.
[2] J.P. Vanegas, L.E. Peisino, S. Pocovi-Martinez, R.J. Zaragoza, E. Zaballos-García, J. Pérez-Prieto. Chem. Eur. J.
2013, 19, 16248–16255
[3] J. P. Vanegas, E. Zaballos-García, M. González-Béjar, P. Londoño-Larrea, J. Pérez-Prieto. RSC Adv., 2016, 6,
17678–17682
[4] P. Londoño-Larrea, J.P. Vanegas, D. Cuaran, E. Zaballos-García, J. Pérez-Prieto. Chem. Eur. J. 2017, 23, 8137–
8141
[5] M.A.H. Muhammed, P.K. Verma, S.K. Pal, A. Retnakumari, M. Koyakutty, S. Nair, T. Pradeep. Chem. Eur. J. 2010,
16, 10103–10112.
[6] Y. Zhou, Z.F Ma. Sens. Actuators B. 2017, 241, 1063–1068.

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P-72
SISTEMA DE AYUDA PARA EL ATERRIZAJE AUTÓNOMO DE
CUADRICÓPTEROS BASADO EN SENSORES LÁSER

Claudia Lozano, Rafael Masot, Miguel Alcañiz


Departamento de Ingeniería Electrónica, Universidad Politécnica de Valencia,
cllona@etsid.upv.es

Palabras clave: sensor láser, VL53L0X, Arduino


La aparición de vehículos aéreos no tripulados o UAVs, ha desafiado al diseño de nuevos
sistemas de sensores electrónicos capaces de realizar mediciones fiables, precisas y
computacionalmente efectivas. El conocimiento exacto de la altura y la evitación de obstáculos
en tiempo real es uno de los aspectos cruciales cuando de navegación autónoma de UAVs se
habla. Su éxito depende, en gran medida, de la calidad y robustez de los sensores utilizados
para adquirir datos del entorno y de su implementación sobre el sistema de control del
vehículo. Sin embargo, muchas de las tecnologías utilizadas comúnmente para la medición de
alturas y evitación de obstáculos presentan deficiencias, sobre todo en entornos desconocidos
o indoor.
En consecuencia, se presenta una prueba de concepto consistente en la estimación de alturas
y reconocimiento de obstáculos mediante el uso de un dispositivo de bajo coste capaz de
medir distancias de forma precisa: el sensor láser VL53L0X diseñado por ST Microelectronics.
La plataforma de pruebas consiste en la estructura de un cuadricóptero equipado con cuatro
sensores láser VL53L0X situados en el extremo de cada uno de sus brazos y un módulo de
ultrasonidos HC-SR04 localizado en la parte central. La aplicación trabaja en un plano
horizontal, y tanto en entornos de exterior, como de interior. El enfoque se fija en la correcta y
precisa estimación de la altura mediante la lectura de los cinco sensores para detectar la
existencia de zonas seguras de aterrizaje (sin obstáculos en su interior).
Teniendo en cuenta las características de ambos tipos de sensores, los ensayos
experimentales de caracterización y validación demuestran su viabilidad de los sensores
empleados, así como su eficaz aplicación como sistema de ayuda al aterrizaje autónomo de
un cuadricóptero, integrado como parte de su sistema de control.

Figura 1. Sensor VL53L0X, diagrama de bloques y prototipo final.


Referencias
[1] Umberto Papa, Giuseppe Del Core. IEEE Metrology for Aerospace. 2015, 346-350.
[2] John Dougherty, Daewon Lee, Taeyoung Lee. American Control Conference. 2014, 1210-1215.

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P-73
Silanized glass as hybridization platform for miRNA detection

Juan Chorro-Grau1, Miguel A. González-Martinez1,2, Ángel Maquieira1,2,


Luis A. Tortajada-Genaro1,2
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM).
Universitat Politècnica de València-Universitat de València. Camino de vera s/n, 46022
Valencia.
2
Depart. Química, Universitat Politècnica de València, Camino de Vera s/n, E46022
Valencia, Spain
email: otitxu1013@gmail.com

Microarray, Biosensing, miRNA


The last discoveries about characteristic microRNA (miRNAs) profile expression for
several kind of diseases, cancers specially, have shown an unlimited potential of these
molecules as biomarkers for diagnosis in clinical ambit. Their monitoring in accessible
body fluids may gave us information about the type, stage and possible response to drugs
in hidden oncogenic process [1].

This study presents the development of a rapid and affordable method based on
hybridization in microarray format on silanized glass for the detection of circulating
microRNAs (mi-RNAs) related to oncological processes. Glass surfaces have been
silanized with several vinyl organosilanes (C3-C22) and spacing probe densities. Two
strategies of probe immobilization have been studied. First, 5’-end thiolated probe was
covalently anchored to the vinyl group using thiol-ene photochemical linking. The second
strategy was based on thiolated biotin covalently anchored and streptavidin-biotin binding
using 5’-end biotinylated probes [2]. Both methods have been applied to solid phase
hybridization assays with synthetic miRNAs (mir-21, mir-151 and mir-191). Hybrids were
displayed colorimetrically and quantified by image technique analysis (flatbed scanner).
The resulting device was able to provide selective, sensitive and multiplex quantification
of target analytes, being useful in the first steps of diagnosis of poorly differentiated
tumours.

Financial support from the GVA (PROMETEO/2014/40), FEDER and the Spanish
MINECO (CTQ2016-75749-R) is acknowledged.

References
[1] Per Hydbring, Gayane Badalian-Very. Clinical applications of microRNAs, F1000 Res.
2013, 2, 136.
[2] Jorge Escorihuela, María-José Bañuls, Santiago Grijalvo, Ramón Eritja, Rosa
Puchades, Ángel Maquieira, Direct Covalent Attachment of DNA Microarrays by Rapid
Thiol−Ene “Click” Chemistry. Bioconjugate Chem. 2014, 25, 618–627.

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P-74
DISEÑO DE UN QUIMIODOSÍMETRO COLORIMÉTRICO PARA LA
DETECCIÓN DE NO 2 Y SO 2

Samuel A. Ceballos1,2, Andrés Sala1,2, Salvador Gil1,2, Ana M. Costero*,1,2


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València, Universitat de València; Doctor
Moliner 50, 46100, Burjassot, Valencia, España., Samuel.Ceballos@uv.es
2
Departamento de Química Orgánica, Universitat de València, Doctor Moliner 50, 46100,
Burjassot, Valencia, España.

3 palabras clave: Sensor, NO 2 , SO 2

El NO 2 y el SO 2 son dos de los principales gases que provocan la contaminación


atmosférica y la lluvia ácida. Ambos son tóxicos para los seres humanos, por lo que su
detección es de vital importancia, sobretodo en lugares de trabajo dónde puedan
generarse.
Para ello, hemos utilizado el compuesto tetrakis(4-dimetilaminofenil)etileno (TPEDMA),
que es capaz de oxidarse mediante la pérdida de dos electrones para dar una especie
dicatiónica de intenso color morado1.
El NO 2 (g) produce una oxidación rápida del TPEDMA en disolución en presencia de
agua, mientras que el SO 2 (g) no es capaz de producir cambios, como es de esperar de
un reductor. Sin embargo, si añadimos hidroperóxido de terc-butilo a la disolución, el SO 2
(g) es capaz de provocar la oxidación del TPEDMA por medio de radicales intermedios,
permitiendo así su detección.

Figura 1: Reacciones de oxidación del TPEDMA utilizadas.


Referencias
[1] S. Hünig, M. Kemmer, H. Wenner, F. Barbosa, G. Gescheidt, I. F. Perepichka, P.
Bäuerle, A. Emge, K. Peters, Chem. - A Eur. J. 2000, 6, 2618-2632.
[2] B. D. Flockhart, K. J. Irvin, R. C. Pink, B. D. Sharma, Chem. Commun. 1971, 339-340.

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P-75
ENSAYO IN VITRO PARA LA DETECCIÓN MULTIPLEXADA DE
ALERGIAS ALIMENTARIAS

Natalia Casañ-Raga1, Salvador Más1, Ángel Maquieira 1,2, Luis A. Tortajada-Genaro1,2,


Dolores Hernández Fernández de Rojas3, Ethel Ibáñez-Echevarría3, Sergi Morais1,2
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM).
Universitat Politècnica de València-Universitat de València. Camino de Vera s/n, 46022
Valencia.
2
Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n,
E46022 Valencia.
3
Hospital Universitari i Politènic La Fe, Servicio de Alergología, Avinguda de Fernando
Abril Martorell, 106, 46026 València, Spain
Email: nacara@etsiamn.upv.es

3 Palabras clave: Alergia, alimentos, inmunoglobulina E

Los alérgenos alimentarios pueden provocar reacciones adversas de hipersensibilidad de


tipo I. Este proceso presenta una elevada prevalencia que puede afectar a la población
sensibilizada vía contacto, ingestión o inhalación del alérgeno. En la actualidad, esta
enfermedad afecta al 4% de la población (6% de los niños), lo que representa un impacto
significativo en la calidad de vida y en los costes sanitarios asociados [1].
La creciente demanda de información de salud sobre los problemas alérgicos genera la
necesidad de disponer de mejores métodos de detección no invasivos y sensibles que
proporcionen resultados fiables de manera rápida y sencilla [2].
Se desarrolla un ensayo multiplexado que permita la determinación simultánea en suero
sanguíneo de inmunoglobulinas E específicas para varios alimentos alergénicos en un
solo experimento.
La aproximación consiste en la inmovilización de un panel de 12 alérgenos alimentarios
(recogidos en la normativa de la UE), en formato de micromatriz. Tras la incubación de la
muestra (25 µL) y el revelado, se procede a la lectura de los resultados mediante un
lector de discos digitales ópticos en modo reflexión. El procesado de las imágenes
proporciona señales relacionadas con la concentración de inmunoglobulina E específica
para cada uno de los alérgenos.
Esta metodología tiene buenas prestaciones, en lo que se refiere a sensibilidad y
selectividad, emplea bajo volumen de muestra y un consumo reducido de reactivos
auxiliares, es rápida (60 min) y fiable. La información obtenida puede dar una idea directa
del nivel de sensibilización de los individuos a los alimentos estudiados.

AGRADECIMIENTOS: FEDER, GVA PROMETEO II /2014/040 y MINECO CTQ2016-


75749-R.

[1] IGLESIAS, E.M. Alergia a los alimentos. Pediatría Integral, 2018, p. 87.
[2] Food Allergy. EAACI White Book 2018, p. 65
http://www.eaaci.org/documents/EAACI_White_Paper.pdf

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P-76
WETTABILITY TUNING OF GLASS FIBERS BY SILANIZATION AND THE
EFFECT ON BIOMOLECULAR RECOGNITION EVENTS

Carlos De-Barutell1, Miguel Á. González-Martínez1,2, Pilar Aragón1,2, Patricia Noguera1,2,


Ángel Maquieira1,2
(1) Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València-Universitat de València, Camino
de Vera s/n, E46022 Valencia, Spain
(2) Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n,
E46022 Valencia, Spain

Palabras clave: hydrophobicity , biotin-strpetavidin interaction

The use of glass fibers as a solid support for biomolecular recognition reactions,
especially protein-protein interactions, is proposed. As a proof of principle the interaction
biotin-streptavidin has been chosen. For this, wettability of fiber surfaces was modified
either using individual alkenyl silanes (with different chain length) or the same alkenyl
silanes mixed with a fluoroalkenyl silane. Arrays of a thiol-biotin derivative were anchored
by means of the photochemical click thiol-ene reaction on the surfaces. Finally,
streptavidin-Cy5 was allowed to react with the anchored biotin and the image of the
fluorescence spots attained was appropriately treated to achieve intensity, size and SNR
values.
Results show how hydrophobicity affects signals achieved on the different surfaces,
improving the quality of the spots as the surfaces becomes more hydrophobic, due to the
use of a longer chain silane (larger water contact angle -WCA-, Figure 1) or to the
addition of the fluoroalkenyl silane (Figure 2). When comparing different silanes,
significant differences were achieved for water contact angle, SNR and intensity values,
showing the feasibility of this system in biomolecular recognition events.

WCA: 0º
WCA: 0º º

C2 C11
WCA: 130º C4 C4+2 WCA: 130º
Figure 1. Signal and WCA of two silanes: Figure 2. Signal and WCA of C4 with
C2 (short) and C11 (long) the adition of a fluoroalkenyl silane (2
%)

Financial support from the GVA (PROMETEO/2014/40), FEDER and the Spanish
MINECO (CTQ2016-75749-R) is acknowledged.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-77
A new design to treat glioblastoma multiforme using loaded prodrug
and the specific expression of a cleavage introduced gen

Vicente Candela-Noguera1,2,3, Gema Vivo Llorca1,2,3, Borja Díaz de Greñu1,2, Elena


Aznar2,1,3, María Dolores Marcos1,2,3,4, Ramón Martínez-Máñez1,2,3,4
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico, Universitat Politècnica de València, Universitat de València, Camino de
Vera s/n, 46022, Valencia, Spain.
2
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN), Spain.
3
Unidad Mixta UPV-CIPF de Investigación en Mecanismos de Enfermedades y
Nanomedicina. Universitat Politècnica de València, Centro de Investigación Príncipe
Felipe, Valencia, Spain
4
Departamento de Química, Universitat Politècnica de València, Camí de Vera s/N,
46022, Valencia (Spain).

3 keywords: glioblastoma multiforme, prodrug, genetic therapy


Glioblastoma multiforme (GBM) is one of the most aggressive and common nervous
central system primary brain tumour, having a short expectance nearby to 15 months. In
addition, the treatments used up to now are ineffective, due to the drugs difficulty to cross
the blood-brain barrier and the aggressiveness of surgery intervention followed by
radiation or chemotherapy [1]. The aim of this project is to prepare mesoporous silica
nanoparticles with control release features and useful as a drug carrier toward the brain.
The project will develop two types of nanoparticles: (i) nanoparticles loaded with
doxorubicin derivatised with galactose (DOXO-Gal), as a pro-drug without toxicity, and
capped with polyethylenegycol (PEG) attached through a disulphide bond; (ii)
nanoparticles which carries a plasmid bound with polyethyleneimine (PEI). The plasmid is
coding for beta-galactosidase (lacZ) and is directed by a promoter induced by SOX11 [2],
an overexpressed transcription factor specific of glioblastoma cell lines [3]. In a first step
glioblastoma cells were treated with the second nanoparticles in order to induce the
expression of beta-galactosidase. Then, in a second step, the cells are treated with the
first type of nanoparticles which are internalized. The internal reducing cell environment
induced the release of the DOXO-Gal which is hydrolyzed to DOX in the presence of
beta-galactosidase. Thus, beta-galactosidase is specifically expressed on tumour cells
and it cleavages the prodrug released by the first nanoparticle inside these, yielding the
selective cytotoxic effect. Besides, both nanoparticles will be functionalized with targeting
molecules (such as antibodies, receptors or peptides). Our approach will be used for the
development of smart innovative strategies to treat glioblastoma multiforme.
References
[1] C. Adamson, O.O. Kanu. AI. Mehta, C. Di, N. Lin, A.K. Mattox, DD. Bigner, Expert.
Opin Investig. Drugs 2009, 18, 1061.
[2] K.M. Salerno, X. Jing, C.M. Diges, B.M. Davis, a K.M. Albers. Neuroscience 2013,
231: 28–37.
[3] B. Weigle, R. Ebner, A. Temme, S. Schwind, M. Schmitz, A. Kiessling, M.A. Rieger, G.
Schackert, H.K. Schackert, E.P. Rieber. Oncology Reports 2005, 13: 139-144.

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P-78
In vivo synthesis of a senolytic drug using a biorthogonal reaction
catalyzed with heterogeneous copper nanoparticles

Juan F. Blandez1,2, Beatriz Lozano-Torres1,2,3, Irene Galiana1,2,3, Félix Sanzenón1,2,3,4 and


Ramón Martínez-Máñez1,2,3,4
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM),
Universitat Politècnica de València, Camí de Vera s/n, Valencia. Spain. E-mail: bealotor@upvnet.upv.es
2
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN).
3
Unidad Mixta UPV-CIPF de Investigación en Mecanismos de Enfermedades y Nanomedicina, Universitat
Politècnica de València, Centro de Investigación Príncipe Felipe, Valencia, Spain.
4
Unidad Mixta de Investigación en Nanomedicina y Sensores. Universitat Politècnica de València, IIS La
Fe, Valencia, Spain

Keywords: Biorthogonal reactions, Senescent cells, drug synthesis


Biorthogonal reactions have been developed as a powerful approach for the study of
biological processes in their native environment [1]. The main characteristics of these
reactions are high selectivity and efficiency, and functionality in the complex biological
environment of a cell [2]. The prototype of this group of reactions is the “click” reaction
catalyzed by Cu(I). This reaction generated a triazole heterocycle using an alkyne and an
azide as reagents [3]. Nowadays, this process is used in applications such as the
synthesis of polymers and the fabrication of bioconjugated compounds. However, the in
vivo use of this reaction is limited due to the toxicity of free Cu(I) [4].
For the above mentioned reasons, we propose here the use of a heterogeneous
catalyst which consist in a mesoporous silica matrix (MCM-41, which act as support)
where the copper nanoparticles (Cu-NPs) are anchored in order to avoid the toxicity of
free metal. With this catalyst, we focus in the in situ synthesis of Combrestastatin (CA-4),
this compound shows cytotoxic activity when the molecules are in the Z (or cis)
conformation. However, when the drug acquired the E (or trans) conformation losses its
toxicity [5]. The underlying idea of our nanoparticles is the production of the drug in situ
using non-toxic precursors. To control the production of CA-4, galactan will be anchored
onto the external surface of the nanoparticles. This will allow that Cu-NPS only will be
active when the gate will be removed. Galactan gates are removed in the presence of
enzyme β-Galactosidase, enzyme which is overexpressed in senescence cells [6].
With this protocol is possible to control the in situ and in vivo generation of
Combrestastatin drug under biological conditions and carried out the selective elimination
of senescence cells using initial innocuous reagent compounds.
References
[1] J. A. Prescher, C.R. Bertozzi. Nat. Chem. Biol. 2005, 1, 13-21.
[2] H. W. Shih, D. N. Kamber, J. A. Prescher, Curr. Opin. Chem. Biol. 2014, 21, 103-111.
[3] V. V. Rostovtsev, L. G. Green, V. V. Fokin, K. B. Sharpless. Angew. Chem. Int. Ed.
2002, 41, 2596-2599.
[4] L. M. Gaetke, C. K. Chow. Toxicology, 2003, 189, 147-163.
[5] N O’Boyle, M. Carr, L. M. Greene, O. Bergin, S. M. Nathwani. J. Med. Chem. 2010, 53,
8569-8584.
[6] B. Y Lee, J. A. Han, J. S. Im, A. Morrone, K. Johung, E. C. Goodwin, W. J. Kleijer, D.
Dimaio, E. S. Hwang. Aging Cell, 2006, 5, 187-195.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-79
BIOTRANSPORTING NANOFACTORIES FOR ON-COMMAND PRODRUG
RELEASE AND ACTIVATION

Beatriz de Luis1,2, Antoni Llopis-Lorente1,2, Félix Sancenón,1,2,3, Ramón Martínez-


Máñez1,2,3
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM). Universitat Politècnica de València - Universitat de València. Camí de
Vera s/n, 46022, Valencia (Spain).
E-mail: beadelui@upvnet.upv.es
2
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN), Spain.
3
Departamento de Química, Universitat Politècnica de València, Camí de Vera s/n,
46022, Valencia (Spain).

Keywords: Nanofactories, prodrug, Janus nanoparticles

The principles of Enzyme Prodrug Therapy (EPT) have inspired the development of a
vast array of novel advanced therapy devices [1]. Nanoreactors consist of confined
spaces with enzymes inside where prodrugs in solution are activated via enzymatic
reactions [2]. However, their performance is limited due to the low permeability of the
prodrugs, the different tissue biodistribution of both nanoreactors and prodrugs as well as
the limited nanoreactors synthesis strategies.
In this work, we present a nanovehicle based on Janus Au-mesoporous silica
nanoparticles loaded with a prodrug model (4-methylumbelliferyl-β-D-galactopyranoside)
which apart from accomplishing the functions of a nanoreactor, it is capable of
communicating with its surroundings. When a specific stimulus is received, a complex
cascade of enzyme-mediated reactions is triggered leading to the prodrug release and
activation. Therefore, these “biotransporting nanofactories” respond to the organism
intrinsic biochemistry and can be considered a novel approach to the “self-medication”
paradigm.
The tremendous variety offered by hybrid nanomaterials regarding the nature of cargos,
functionalization and targeting by means of well-known chemistry methodologies[3] let
envisage a large number of nanodevices based on the described scaffold with potential
applications in the field of biomedicine, catalysis, programmed synthesis and chemical
communication.

References
[1] C. Luo, J. Sun, B. Sun, Z. He, Trends Pharmacol Sci. 2014, 35, 556-566.
[2] M. Godoy-Gallardo, M. J. York-Duran, L. Hosta-Rigau, Adv. Healthcare Mater. 2018,
7, 1700917.
[3] E. Aznar, M. Oroval, L. Pascual, J. R. Murguía, R. Martínez-Máñez, F. Sancenón,
Chem. Rev. 2016, 116, 561-718.

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P-80
Light induced microarraying of half antibodies to detect cardiac
biomarkers

María-José Bañuls 1,2, Rafael Alonso 1, Rosa Puchades1,2, Ángel Maquieira1,2


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València-Universitat de València, Camino
de Vera s/n, E46022 Valencia, Spain, mbpolo@upvnet.upv.es
2
Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n,
E46022 Valencia, Spain

Thiol-ene coupling, antibody microarray, cardiac biomarkers


The thiol-ene coupling reaction (TEC) fulfils all the desirable requirements of a click
reaction[1]. TEC is normally initiated by UV light, which induces the formation of a thiol
radical that reacts with a carbon-carbon double bond and leads to a thioether. This
procedure is compatible with aqueous media chemistry, which makes possible its use
with biomolecules. Although it has been successfully employed as a bioconjugation
strategy with nucleic acids, aptamers and enzymes [2], its use with antibodies is restricted
due to their lack of free thiols available to react.
Here, we propose an approach based on the selective reduction of antibodies in their
hinge region, and their covalent attachment onto an alkene functionalized surface through
TEC photoreaction. The performance of these half-antibody microarrays generated by
TEC dramatically improved the response compared to whole antibody microarrays. The
proposed approach allowed us to successfully determine interesting analytes as the
cardiac biomarkers C-reactive protein (CRP), cardiac Troponin I (cTnI), and Myoglobin
(Mb)[3]. The approach is applicable to a wide range of materials that can be
functionalized with organosilane chemistry, and can selectively pattern antibodies on the
surface by using selective irradiation through a photomask.
S S TCEP HS
S S HS


HS
HS

HS

HS
S

Acknowledgement: This work was financed from the Horizon 2020 European Union
programme (H2020-634013-PHOCNOSIS), MINECO project CTQ/2016/75749-R, FEDER
and GVA PROMETEO II 2014/40.
References
[1] H. C. Kolb, M. G. Finn, K. B. Sharpless. Angew. Chem. Int. Ed. 2001, 40, 2004-2021.
[2] Y. Liu, W. Hou, H. Sun, C. Cui, L. Zhang, Y. Jiang, Y. Wu, Y. Wang, J. Li, B.S. Sumerlin, Q. Liu, W. Tan,
Chem. Sci. 2017, 8, 6182-6187.
[3] R. Alonso, P. Jiménez-Meneses, J. García-Rupérez, M.-J. Bañuls, A. Maquieira. Chem Commun. 2018,
accepted.
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P-81
BOOSTED SENSITIVITY FOR CASEIN IMMUNOSENSING BY FOURIER
DOMAIN ANALYSIS

Miquel Avella-Oliver1, Gabriel Sancho-Fornes1, Javier Carrascosa1, Rosa Puchades1,2,


Angel Maquieira1,2
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València, Universitat de València, Camino
de Vera s/n, 46022 Valencia, Spain miavol@upvnet.upv.es
2
Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n,
46022 Valencia, Spain

3 keywords: Fourier domain analysis, sensitivity, casein


Fourier domain analysis (FDA) is a novel approach to easily increase the sensitivity of
heterogeneous biorecognition assays on solid substrates. It is based on patterning the
probes as a set of periodic straight strips, applying the Fourier transform to the resulting
data, and then using the frequency-domain peak as analytical signal. This strategy allows
to discriminate the signal generated by the binding event of interest from every noise
contribution, thus increasing signal-to-noise ratios and enabling more sensitive
bioanalytical measurements (Fig. 1).
In this communication, we report the application of FDA to a sandwich immunoassay to
quantify casein. The immunochemical system relies on patterned capture monoclonal
IgGs on the assay surface, incubating buffered solutions of casein, and then applying
HRP-labelled primary IgGs followed by TMB precipitation. In addition to explore the
potential of FDA in different bioreagents and in more complex assay schemes, this study
also aims to provide insights into the applicability of this approach to quantify food
allergens [1]. The results show that FDA improves signal-to-noise ratios about two orders
of magnitude compared to standard microarray format, from 47 to 303 in the steady state
of the corresponding dose-response curves. This increase provides a relevant sensitivity
enhancement for this immunochemical system, which reaches a detection limit of 4 ng/mL
(174 pM) and a quantification limit of 27 ng/mL (1.2 nM) for casein.
This work was supported by MINECO (CTQ2016-75749-R), FEDER, and GVA
(PROMETEO II/2014/040).
[SNR]

FDA µArray

[casein]
Fig. 1. Illustration of the sensitivity enhancement provided by FDA

References
[1] Badran A. A., Morais S., Maquieira A. Anal. Bioanal. Chem. 2017, 409, 2261-2268.

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P-82
ASSESSING DIFFERENT IMMOBILIZATION CHEMISTRIES TO CREATE
BIOMOLECULAR GRATINGS BY MICROCONTACT PRINTING

Augusto Juste-Dolz1, Miquel Avella-Oliver1, Estrella Fernandez1, Rosa Puchades1,2, Ángel


Maquieira1, 2
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València-Universitat de València, Camino
de Vera s/n, E46022 Valencia, Spain
aujusdol@upv.es
2
Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n,
E46022 Valencia, Spain

3 keywords: microcontact printing, diffraction-based biosensing, label-free


Biogratings are nanostructured networks of biomacromolecules patterned on solid
substrates as diffractive gratings [1]. According to the concept behind diffraction-based
sensing, biogratings allow detecting molecular-scale events by exploiting light diffraction
modulations when interactions among targets and patterned biomolecules take place. In
addition to enable real-time analysis of unlabelled biorecognition assays, these structures
present a high potential to solve the problems associated with non-specific binding in
complex matrixes [2].
Microcontact printing (µCP) is a practical method to create functional biogratings. It is
based on a regioselective transfer of biomolecules from nanostructured elastomer stamps
to flat solid substrates. The immobilization of probes in biogratings fabricated by µCP is
typically mediated by passive physisorption. However, more stable attachment
chemistries can enhance the performance of biogratings in some cases [3], and the
convergence of µCP and covalent immobilization of biological probes remains rather
unexplored.
Herein we present an assessment of different chemistries to create biogratings by µCP on
glass. In this study, passive physisorption and different covalent approaches are
optimized and their performance in terms of probe transfer, functionality, and structuration
is experimentally compared. For that, an immunoassay based on BSA as probes and
IgGs as targets has been selected as a model system, and the biograting features have
been evaluated by diffraction-based sensing, fluorescence scanning, contact angles, and
atomic force microscopy. From a general viewport, this study aims to provide insights into
the distinctive advantages of covalent biogratings to achieve the highest bioanalytical
capabilities of diffraction-based sensing.
This work was supported by the spanish MINECO (CTQ2016-75749-R), FEDER, GVA
(PROMETEO II/2014/040) and PhD grant (UPV FPI 2017).
References
[1] Avella-Oliver M., Carrascosa J., Puchades R. Maquieira A., Anal. Chem., 2017, 89,
9002-9008.
[2] Gatterdam V., Frutiger A., Stengele K.-P., Heindl D., Lübbers T., Vörös J., Fattinger
C., Nat. Nanotech., 2017, 12, 1089–1095.
[3] Wendeln C., Ravoo B.J. Langmuir, 2012, 28, 5527-5538.

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P-83
METALLIC NANOSTRUCTURES OF METALLICA

Augusto Juste-Dolz1, Miquel Avella-Oliver1, Gabriel Sancho-Fornes1, Rosa Puchades1,2,


Ángel Maquieira1, 2
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València-Universitat de València, Camino
de Vera s/n, E46022 Valencia, Spain
aujusdol@upv.es
2
Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n,
E46022 Valencia, Spain

3 keywords: silver, nanostructure, diffraction-based sensing


The nanostructuration of inorganic surfaces is one of the basis of nanoscience and
nanotechnology, and plays a key role in the scientific progress in many areas [1]. For
biosensing, biomacromolecules are typically immobilized on nanostructured materials in
order to exploit nanoscale light-matter phenomena to transduce biointeractions. However,
the advances in this direction are hindered by the complexity, expensiveness, and low
scalability of the standard nanofabrication techniques in the current state-of-the-art [2].
In this work, we present a novel and versatile approach to create nanostructured silver
surfaces. It relies on patterning structured networks of bioreceptors on solid substrates by
microcontact printing [3], performing a biorecognition assay comprising labelling with gold
nanoparticles, and finally incubating Ag+ solutions on them. Thus, gold nanoparticles act
as nucleation centres and nanostructured reliefs of metallic silver are developed on the
surface. Herein we report the introduction, optimization, and characterization of this
approach, and demonstrate its capabilities to fabricate reproducible and large-scale silver
nanostructures of controllable thicknesses on different materials (glass, polycarbonate,
and silicon).

Fig. 3. Silver nanostructure of the binary data of a Metallica song encoded in a CD-ROM.
This work was supported by MINECO (CTQ2016-75749-R), FEDER, GVA (PROMETEO
II/2014/040) and PhD grant (UPV FPI 2017).
References
[1] Ravoo B.J. J. Mater. Chem. 2009, 19, 8902-8906.
[2] Xing J. J. Phys. D: Appl. Phys. 2016, 49, 29LT01.
[3] Avella-Oliver M., Carrascosa J., Puchades R. Maquieira A., Anal. Chem., 2017, 89,
9002-9008.
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P-84
A CELLULAR MODEL TO EVALUATE THE ELIMINATION OF CARDIAC
SENESCENT CELLS BY TREATMENT WITH SENOLYTIC
NANOPARTICLES

Araceli Lérida Viso1,2, Pilar Sepúlveda3, Mar Orzáez4,5, Ramón Martínez-Máñez1,2,4,6


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM),
Universitat Politècnica de València. Valencia, Spain. arlevi@doctor.upv.es
2
Unidad Mixta UPV-La Fe de Nanomedicina and Sensores, IIS La Fe. Valencia, Spain
3
Unidad de Regeneración y Transplante Cardíaco, IIS La Fe. Valencia, Spain
4
Unidad Mixta UPV-CIPF de Investigación en Mecanismos de Enfermedades y Nanomedicina. Valencia, Spain
5
Centro de Investigación Príncipe Felipe. Valencia, Spain
6
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN), Valencia, Spain

Keywords: Cardiotoxicity, senescence, nanoparticles

Senescence is a process by which damaged cells enter a non-reversible cell cycle arrest.
However, these cells maintain an active metabolism and a highly senescence-associated
secretory phenotype (SASP) that alters the surrounding microenvironment [1]. Many
antineoplastic agents used in clinic induce premature senescence in healthy tissues
generating accelerated aging processes and adverse side-effects in patients [2].
Cardiotoxicity is a well-known limiting factor of anticancer treatment with doxorubicin
(DOXO), the most effective anthracycline, that leads to long-term morbidity and mortality.
DOXO exposure severely affects the population of cardiac progenitor cells in human hearts
(hCPCs) by inducing premature senescence and may represent the cellular basis of DOXO-
induced cardiomyopathy in humans [3]. The main goal of this project is to achieve the
specific elimination of these senescent cells to avoid non-desired side-effects by using a
nanosystem based on gated mesoporous silica nanoparticles, previously reported in our
group. This nanosystem selectively releases a senolytic cargo in senescent cells [4].
In this work we have studied the induction of senescence in rat neonatal cardiomyocytes by
two chemotherapeutic agents, DOXO and palbociclib, commonly used in clinical practice.
Our results demonstrate the ability of these drugs to induce a senescent phenotype in
cardiac cells. This phenotype is characterized by increased senescence-associated-β-
galactosidase (SA-β-gal) activity and expression of senescence markers, as the cell cycle
inhibitors p53, p21 and pRb. Here, we report the characterization of MSNs toxicity and
cellular uptake in cardiomyocytes.
References
[1] Hernandez-Segura, A., Nehme, J., and Demaria, M. (2018). Hallmarks of Cellular Senescence. Trends Cell
Biol. Feb 21 doi: 10.1016/j.tcb.2018.02.001
[2] Petrova, N. V., Velichko, A. K., Razin, S. V. and Kantidze, O. L. (2016), Small molecule compounds that
induce cellular senescence. Aging Cell, 15: 999-1017. doi:10.1111/acel.12518
[3] Piegari E, De Angelis A, Cappetta D, Russo R, Esposito G, Costantino S, Graiani G, Frati C, Prezioso L,
Berrino L, Urbanek K, Quaini F, Rossi F (2013) Doxorubicin induces senescence and impairs function of
human cardiac progenitor cells. Basic Res. Cardiol. 108, 334. doi: 10.1007/s00395-013-0334-4
[4] Agostini, A., Mondragón, L, Bernardos, A, Martínez‐Máñez, R, Marcos, M. D., Sancenón, F, Soto, J,
Costero, A, Manguan‐García, C. Perona, R. Moreno‐Torres, M, Aparicio‐Sanchis, R. and Murguía, J. R.
(2012), Targeted Cargo Delivery in Senescent Cells Using Capped Mesoporous Silica Nanoparticles. Angew.
Chem. Int. Ed., 51: 10556-10560. doi:10.1002/anie.201204663

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P-85
ESSENTIAL OIL COMPONENTS LOADED INTO NANOCLAYS AGAINST
ASPERGILLUS NIGER AND STAPHYLOCOCCUS AUREUS

Andrea Bernardos1,2,4, Silvia Alvarez4, Matej Bozik4, Édgar Pérez-Esteve1,3,


Pavel Kloucek4, Adela Frankova4, Ramón Martinez-Manezc1,2
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM). Universitat Politècnica de València, Universitat de València. Camino
de Vera s/n, 46022, Valencia (Spain). anberba@upvnet.upv.es
2
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN).
3
Grupo de Investigación e Innovación Alimentaria (CUINA), Universitat Politècnica de
València, Camino de Vera s/n, E-46022 Valencia, (Spain).
4
Department of Quality of Agricultural Products, Faculty of Agrobiology, Food and Natural
Resources, Czech University of Life Sciences Prague, Kamýcká 129, Prague 6-Suchdol,
165 21, (Czech Republic).

3 keywords: essential oil, nanoclays, antimicrobial agents


Essential oil components (EOCs) are potent natural antimicrobial agents[1], however, their
high volatility and reactivity limits their possible applications in many fields. In this context
we report herein the preparation of a series of nanomaterials containing EOCs (i.e. allyl
isothiocyanate, carvacrol, cinnamaldehyde, diallyl disulfide, eugenol, thymol, and
thymoquinone). The materials were prepared by simple adsorption of the essential oils in
a montmorillonite nanoclay. The antimicrobial activity of these supports was studied
against Aspergillus niger and Staphylococcus aureus, used as models of agricultural
fungal and foodborne bacterial pathogens, respectively. Besides the activity of the
encapsulated essential oils was compared with that of pure compounds. Enhanced
antifungical and antibacterial activity of encapsulated EOCs when compared with the
corresponding unencapsulated substances were observed. The results obtained indicated
that the encapsulation of essential oil components into low cost nanoclays has great
potential as antimicrobials when compared with the use of the pure components. See
Figure 1.

Figure 1. FESEM image of (a) MMT and (b) MMT-Eu showing the typical structure of MMT.

References
[1] A. Bernardos, T. Marina, P. Zacek, E. Perez-Esteve, R. Martinez-Manez, M. Lhotka,
L. Kourimska, J. Pulkrabek, P. Kloucek. J. Sci. Food Agric. 2015, 95(14), 2824-31.

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P-86
BLU-RAY TECHNOLOGY FOR CLASSIFYING PATIENTS WITH
CARDIOVASCULAR DISEASES

Ana Lázaro1, Eric Yamanaka1, Luis A. Tortajada-Genaro1,2, Ángel Maquieira1,2


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València-Universitat de València, Camino
de Vera s/n, E46022 Valencia, Spain
2
Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n,
E46022 Valencia, Spain. E-mail: anlaza@posgrado.upv.es

keywords: Blu-ray technology, single nucleotide polymorphism, CYP2C9


Sensor systems based on compact disc technology can be used for molecular recognition
into the surface of a standard compact disc combined with optical transduction [1]. In this
sense, Blu-ray technology has exceptional possibilities as an interactive analytical tool,
including microarray analysis [2].
In this communication, we reported a method capable of discriminating single nucleotide
polymorphism using Blu-ray biosensing system. First, genomic DNA was extracted from
buccal epithelium of volunteers, then we performed an allele specific ligation reaction
followed by a universal amplification. The generated products were hybridized with probes
immobilized on the Blu-ray discs and stained via immunoassay. Finally, the resulting
arrays were read by the Blu-ray disc drive. Gray-scale images (Tagged Image File
Format, color depth 16 bit) were generated, and the optical intensity signals of each spot
were quantified using in-home software. Image processing (feature gridding, addressing,
segmentation, and quality assurance) was automatically performed in under 5 min. The
system showed excellent analytical performances and can be used in low-resource
laboratories, due to its simplicity and low-cost, both in acquisition and maintenance.
As proof of concept, we studied the discrimination of the genetic variants related to
cardiovascular diseases. This experiment was focused on the adequate prescription of
oral anticoagulants antagonists of vitamin K [3]. For that, the developed method was
applied for the genotyping of a single nucleotide polymorphism in CYP2C9 gene. Since a
correct discrimination of the allelic variants was achieved, a clear classification of the
patients was obtained in population groups depending on the drug metabolic activity.
These results demonstrated that Blu-ray technology can become a support tool for a
better selection of drug doses depending on the individual genetic profile. Moreover, as
this technology has important advantages, it is a promising alternative platform fulfilling
the point-of-care demands of the current clinical practice.
ACKNOWLEDGMENTS: Financial support from FEDER, GVA PROMETEO II /2014/040,
BIOHOLOG (MINECO CTQ2016-75749-R) and PhD grant (GVA-FPI-2017).
References
[1] Morais S. Tortajada-Genaro LA, Arnandis Chover T, Puchades R, Maquieira A. Anal. Chem. 2009, 81,
5646-5654.
[2] Arnandis-Chover T, Morais S, González-Martí-nez MA, Puchades R, Maquieira A. Biosens. Bioelectron.
2014, 51, 109–114
[3] Baker W, Johnson S. Curr Opin Pharmacol. 2016, 27, 38-42.

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P-87
ADVANCED BLOCKED DNA AMPLIFICATION OF MUTANT VARIANTS
RELATED TO CANCER TREATMENT

Ana Lázaro1, Luis A. Tortajada-Genaro1,2, Ángel Maquieira1,2


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València-Universitat de València, Camino
de Vera s/n, E46022 Valencia, Spain
2
Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n,
E46022 Valencia, Spain. E-mail: anlaza@posgrado.upv.es

keywords: Personalized medicine, blocker, minority alleles


Personalized medicine aims to select the treatment according to the molecular
characteristics of each patient, such as the mutational status of certain genes [1]. Thus,
better therapeutic results are achieved, reducing undesirable side effects and economic
costs [2]. But, the scientific-technical challenge is the correct discrimination of patients
because the point mutations are generally low-level [3].
In this communication, we described a new approach of the blocked amplification of
mutant variants in cancer tissues. In the conventional reaction, a synthetic oligonucleotide
complementary to the wild type sequence is added in the amplification solution. So, its
replication is avoided, enriching the minority alleles if they are present in the sample. In
the new method, the recognition of blocking agent to the native sequence is improved
before the primer is attached. We have determined an additional incubation step
(temperature 72 °C, time 1 min). Also, we have studied the concentration and nature of
blockers, such as functionalization with the amino group. Real-time measurements have
showed the preliminary results related to the blocking yield.
The detection of mutant variants in mutant type/wild wide DNA mixtures is under study.
An important selective increase the copy number of minority alleles is expected. In case
of success, advanced blocked DNA amplification would have the potentiality to support
the future development of a routine test that would provide a personalized prognosis.

ACKNOWLEDGMENTS: Financial support from FEDER, GVA PROMETEO II /2014/040,


BIOHOLOG (MINECO CTQ2016-75749-R) and PhD grant (GVA-FPI-2017). qPCR
measures were performed with the collaboration of the UPV Animal Science department.
References
[1] Lièvre et al. J Clin Oncol. 2008, 26(3):374-9.
[2] Gonzalez-Angulo et al. J Clin Oncol. 2010, 28(16), 2777-2783.
[3] Douillard et al. N Engl J Med. 2013,12;369(11):1023-34.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-88
Detección de catecolaminas haciendo uso de derivados de BODIPYs

Estefanía Almenar1, Ana M. Costero1,2,3, Pablo Gaviña1,2,3, Salvador Gil1,2,3 y Margarita


Parra1,2,3
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y
Desarrollo Tecnológico (IDM), Universitat de València-Universitat Politècnica de
València, Valencia, Spain, dirección 1, e-mail del autor presentador
2
Departamento de Química Orgánica, Universitat de València, Doctor Moliner 50,
46100, Burjassot, Valencia, Spain
3
CIBER de Bioingeniería Biomateriales y Nanomedicina (CIBER-BBN), Spain

Palabras clave: Aminas biógenas, BODIPY, Detección Fluorocromogénica


Las aminas biógenas endógenas (como la adrenalina, noradrenalina y la dopamina)
realizan múltiples funciones, principalmente como neurotransmisores y como hormonas,
en el cuerpo humano. Es por ello que su detección resulta útil para el control de
enfermedades en las que se dan niveles anormales de estas: Parkinson, Alzheimer o
Esquizofrenia.
OH OH
H
HO NH2 HO NH2 HO N

HO HO HO
Dopamina Noradrenalina Adrenalina

Figura 1: Aminas biógenas.


Los BODIPYs han demostrado ser de gran utilidad en la detección de distintos analitos
debido a sus propiedades fluorogénicas y cromogénicas que se pueden modular
mediante la introducción de diversos grupos funcionales.
En el presente trabajo, se quiere detectar las aminas biógenas: adrenalina, noradrenalina
y dopamina; utilizando un sensor con un BODIPY funcionalizado con dos grupos distintos
capaces de interaccionar por un lado con el catecol y por otro lado con el grupo amino o
aminoalcohol presentes en estas aminas biógenas. Es de esperar que la formación de un
complejo con las catecolaminas module las propiedades fluorocromogénicas del
BODIPY.

N N
B
F F N
NH
MeO

HO B OH HO
HO
O

Referencias
[1] Cheng-Hao Liu, Cheng-Ju, Wei-Lung Tseng. Anal. Chim.. 2012, vol., 143-148.

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P-89
Nanodevices for the efficient co-delivery of CRISPR-Cas9
editing machinery and an entrapped drug to solve
inflammatory disorders
Alba García-Fernández1,3,4, Gema Vivo Llorca1,3,4, Mónica Sancho4,5, Félix Sancenón1,2,3,4,
José Ramón Murguía1,3, Ramón Martínez-Máñez1,2,3,4 and Mar Orzáez4,5
1Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM),
Universitat Politècnica de València, Universitat de València. Spain.
algarfe4@etsia.upv.es
2Departamento de Química, Universitat Politècnica de València, Camí de Vera s/n, 46022, València, Spain.
3CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN) Spain.
4 Unidad Mixta UPV-CIPF de Investigación en Mecanismos de Enfermedades y Nanomedicina, Valencia,
Universitat Politècnica de València, Centro de Investigación Príncipe Felipe, València, Spain.
5Centro de Investigación Príncipe Felipe, Laboratorio de Péptidos y Proteínas, València, Spain

3 keywords: CRISPR_MSNs, Gasdermin D, Inflammasome


The recently development of the CRISPR/Cas9 technology represents a major advance in the
genetic engineering field. This is a genome-editing system, formed by two main components; the
non-specific CRISPR-associated endonuclease (Cas9) and guide RNA (gRNA).gRNA directs the
Cas9 endonuclease to produce targeted double-stranded breaks in chromosomes that can be
repaired by either non-homologous end joining or by homologous recombination [1,2]. Despite the
huge potential of the CRISPR technology in basic research and potential therapeutics for genome
regulation, the efficient delivery of CRISPR/Cas9 systems to cells remains challenging [3].
In this work, as a proof of concept, we report a nanodevice capable of delivering the CRISPR-Cas9
editing machinery and simultaneously releasing an entrapped cargo. The system is based on
mesoporous silica nanoparticles loaded with rhodamine B (as a model drug), functionalized with
PEI and finally capped with the CRISPR Cas9 vector (to edit the GFP gene). The gene editing
potential of nanoparticles is verified by knocking down the gene expression of green fluorescent
protein by ca. 45% in U-2 OS-GFP cells. The co-delivery of rhodamine B as a result of pore
opening is also verified. Taken together, our results show the potential of preparing advanced
nanodevices for disease treatment by co-delivering drugs and gene editing machinery for possible
applications. Based on this concept, we could implement one-shot treatments to simultaneously
edit genes and release drugs by double-hit strategies.
In this case, we are focused in the resolution of inflammation disorders. MSNs can be
design to release an anti-inflammatory drug, whose effect is complemented or potentiated
by the CRISPR-Cas9 gene editing. The inflammatory process is characterized by the
activation and release of inflammatory cytokines, and also by activation of the
inflammatory cell death called pyroptosis. Anti-inflammatory drugs, such as VX-765, only
act inhibiting the activity of certain cytokines but not the process of pyroptosis [4].
Recently, a protein involved in the process of pyroptosis activation, Gasdermin D
(GSDMD), was described [5]. For this reason, we want to combine in CRISPR_MSNs, the
effect of the anti-inflammatory drug VX-765 and the editing of GSDMD to deal with the
resolution of inflammation.
References
[1] F. J. M. Mojica, L. Montoliu, Trends Microbiol. 2016, 24, 811-820.
[2] J. A. Doudna, E. Charpentier, Science 2014, 346, 1258096.
[3] P. D. Hsu, E. S. Lander, F. Zhang, Cell 2014, 157, 1262-1278.
[4] W. Wannamaker, R. Davis, M. Namchuk, J. Pollard, P. Ford, G. Ku, C. Decker, P. Charifson, P. Weber, U.A. Germann, K. Huida,
J.C.R. Randle, J. Pharmacol. Exp. Ther, 2007, 321, 509-516.
[5] X. Liu, Z. Zhang, J. Ruan, Y. Pan, V.G. Magupalli, H. Wu and J. Lieberman. Nature. 2016, 535, 153-158.

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P-90
PROTOCELLS SKIN PERMEABILITY:
A FIRST STEP TO DEVELOP A NOVEL ANTI-AGING NANOSYSTEM

Adrián H Teruel*1,2, I. González-Álvarez3, V. Merino-Sanjuán1,4,


F. Sancenón1,2,5,6, R. Martínez-Máñez1,2,5,6 and M. González-Álvarez3
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València, Universitat de València, Spain. *
Contact email: adherte@upv.es
2
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN).
3
Departamento de Ingeniería, Sección de Farmacia y Tecnología Farmacéutica,
Universidad Miguel Hernandez, 03550, Alicante, Spain.
4
Departament de Farmacia i Tecnologia Farmacèutica, Universitat de València 46100,
Valencia, Spain.
5
Unidad Mixta de Investigación en Nanomedicina y Sensores. Universitat Politècnica de
València, Instituto de Investigación Sanitaria La Fe, Valencia, Spain
6
Unidad Mixta UPV-CIPF de Investigación en Mecanismos de Enfermedades y
Nanomedicina, Valencia, Universitat Politècnica de València, Centro de Investigación
Príncipe Felipe, Valencia, Spain

Keywords: mesoporous silica nanoparticles, lipid bilayer gate, antioxidants


Delivery of active ingredients through the skin is still a challenge when sustained release
and high concentration are required in the living skin cells layers to achieve high efficacy.
Furthermore, ingredients with poor solubility or unstable (that can be easily oxidized or
disrupted by several factors, such as O 2 , UV radiation, heat, …) will need a framework or
a vehicle to increase their concentration and to protect them before to carry out their
commitment. Researchers are increasingly studying the synthesis and use of novel
nanostructures that efficiently encapsulate drugs at high concentration, cross the cell
membranes, and allow sustainable release of their payload, but challenges like
biocompatibility and high load capacity are not yet achieve.
Here we report the results of a comparative skin permeability study (by means of Franz
cell diffusion technique) of two nanosystems (S1 and S2) using two different solvents
(HBSS or PPG). S1 consists in MCM-41-like mesoporous silica nanoparticles (MCM-41-
type MSNs, S0) covered with a lipid bilayer “protocells”. Pore size ≈ 2-3 nm. S2 consists
in dendrimer-like mesoporous silica nanoparticles (DMSNs, S0’) covered with a lipid
bilayer. Pore size ≈ 20+/-12 nm.[1,2] Both systems are loaded with curcumin, a poor
water soluble and heat sensitive but potent antioxidant with promising utility in the anti-
aging and anti-inflammatory fields.
Those systems were designed to act as a vehicle, enhancing the permeability of the
active (curcumin) entrapped in the mesoporous silica core, due to its nanometric size and
the fusion of the lipid bilayer with the epidermal and dermal membrane cells. At the same
time the silica framework should protect the active improving its stability (this last is not
reflected in this work).
References
[1] Liu J, Stace-Naughton A, Jiang X, Brinker CJ. J Am Chem Soc. 2009, 131, 1354–5.
[2] Du X, Xiong L, Dai S, Kleitz F, Zhang Qiao S. Adv Funct Mater. 2014, 24, 7627–37.

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P-91
Selective colorimetric detection of norepinephrine through specific
ligand recognition using functionalized gold nanoparticles

Tania Godoy1,2, Pablo Gaviña1,2, Ana Costero1,2, Ramón Martínez1,2, and Félix
Sancenón1,2
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València, Universitat de València, Spain,
tago@upvnet.upv.es
2
CIBER de Bioingenierıía, Biomateriales y Nanomedicina (CIBER-BBN), Spain.

Norepinephrine, neurotransmitter, gold nanoparticles


Norepinephrine (NE), also called noradrenaline, acts
as a hormone as well as a neurotransmitter and is
commonly known as the “hormone of the stress”. NE is
released from noradrenergic neurons in the central
and sympathetic nervous system. It has been closely
associated with some physiological processes such as
stress, anxiety, sleep, and memory. [1] NE also plays a
key role in the fight-or-flight response. Low levels of
NE have been reported in patients with pathologies,
such as depression,[2] Alzheimer,[3] and Parkinson's
disease.[4] Conversely, high levels of NE are indicative

Scheme 1. Sensing paradigm of the of cancerous tumours such as pheochromocytoma


colorimetric detection of norepinephrine. and paraganglioma, which start in the medulla of the
adrenal glands, secreting large amounts of NE.[5]
Due its great potential as a biomarker in the early diagnosis of the aforementioned
pathologies, the design and development of simple, fast and effective methods for
detection and quantification of NE are of importance. Therefore a colorimetric method
based on gold nanoparticles was designed. The colorimetric probe (P1) consists of gold
nanoparticles functionalized with 4-(liponyloxy)benzaldehyde (L1) and 4-
mercatophenylboronic acid (L2) Scheme 1. These aldehyde and boronic acid-terminated
ligands were selected to react with the aminoalcohol and catechol moieties of NE by
forming the corresponding oxazolidine and boronate derivatives respectively. This double
interaction leads to interparticle crosslinking aggregation resulting in a colour change of
the solution, from red to blue, clearly visible to the naked eye. The probe is highly
selective towards NE, and very little or no response at all was observed in the presence of
other catecholamines.
References
[1] A. Goddard, S. Ball, J. Martinez, M. Robinson, C. Yang, J. Russell, and A. Shekhar, Anxiety 2010, 27,
339-350
[2] D. J. Nutt, J Clin Psychiatry 2006, 67, 3-8.
[3] T. Chalermpalanupap, B. Kinkead, W. Hu, M. Kummer, T. Hammerschmidt, M. Heneka, D. Weinshenker
and A. I. Levey, , Alzheimers Res. Ther. 2013, 5, 21.
[4] C. Delaville, P. De Deurwaerdère, and A. Benazzouz, Front. Syst. Neurosci. 2011, 5, 31.
[5] V. Kantorovich and K. Pacak, Prog. Brain Res. 2010, 182, 343-373

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P-92
L-Glutamate-responsive nanocarrier based on Janus Au–mesoporous
silica nanoparticles

Tania M. Godoy-Reyes1,2, Antoni Llopis-Lorente1,2, Pablo Gaviña1,2, Ana Costero1,2,


Reynaldo Villalonga,3 Ramón Martínez1,2, and Félix Sancenón1,2
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), Universitat Politècnica de València, Universitat de València, Spain,
tago@upvnet.upv.es
2
CIBER de Bioingenierıía, Biomateriales y Nanomedicina (CIBER-BBN), Spain.
3
Departamento de Química Analítica, Facultad de Química, Universidad Complutense de
Madrid, 28040 Madrid (Spain)

Keywords: Glutamate, controlled release, mesoporous materials


L-glutamate is the most abundant excitatory
neurotransmitter in the central nervous
system. Due to its role in synaptic plasticity,
it is involved in cognitive functions such as
learning and memory in the brain [1].
However, the excitotoxicity produced by the
excessive glutamate release occurs as part
of the ischemic cascade and is associated
with stroke,[2] autism, some forms of
intellectual disability, and diseases such as
amyotrophic lateral sclerosis, lathyrism, and
Alzheimer's disease.[3]
In the recent years, the development of
better therapies for the treatment of the
above mentioned pathologies is receiving
special attention. Therefore we have
developed a glutamate oxidase-controlled
nanodevice based on Janus-type Au–
mesoporous silica nanoparticles for triggered
release in response to L-glutamate (Figure
1). Figure 1. Representation of the L-glutamate-
responsive delivery system.
The enzyme glutamate oxidase is
immobilized in the Au face of the Janus
nanoparticle and acts as a "control unit". The mesoporous silica nanoparticles face is
loaded with a cargo ([Ru(bpy) 3 ]Cl 2) and capped with a self-immolative gate that responds
to hydrogen peroxide. In the presence of L-glutamate, it is oxidized by the enzyme
glutamate oxidase to give 2-oxoglutarate, NH 3 and H 2 O 2 which induces a self-immolative
degradation of the gate, and therefore the release of the cargo.
References
[1] G. Riedel, B. Platt, and J. Micheau, Behav Brain Res, 2003, 14, 01-47.
[2] A. Dávalos, J. Castillo, J. Serena, and M. Noya, Stroke, 1997, 28, 708-710.
[3] D. Choi, Neuron, 1988, 1, 623-634.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-93
OLEIC ACID-CAPPED MESOPOROUS SILICA PARTICLES WITH
DIFFERENT POROUS SIZES

Elisa Poyatos-Racionero1,2, Édgar Pérez-Esteve1,3, Andrea Bernardos1,2, Elena Aznar2,1,


María Dolores Marcos1,2, Ramón Martinez-Mañez1,2
1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM). Universitat Politècnica de València, Universitat de València. Camino
de Vera s/n, 46022, Valencia (Spain). elpora@upvnet.upv.es
2
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN).
3
Grupo de Investigación e Innovación Alimentaria (CUINA), Universitat Politècnica de
València, Camino de Vera s/n, E-46022 Valencia, (Spain).

Keywords: oleic acid, mesoporous silica particles, controlled release


One of the goals of current medicine is the controlled release of substances in specific
points of the organism, to be able to decide the dose and the time of administration.
Mesoporous materials, due to their versatility, are a promising candidate to contain these
molecules; and thanks to its easy functionalization process, to be directed towards the
focus of action. This is a relatively developed field, so there are multiple mesoporous
materials that differ in their composition, shape, size and pore volume; which opens a
range of possibilities for encapsulating molecules of different dimensions.
This work was focused on the use of oleic acid as a molecular gate in different types of
mesoporous materials in a fast, easy and effective way, capping in all of them the pores
despite their different sizes. The particles functionalized with oleic acid have a strongly
hydrophobic layer around them due to the nature of the fatty acid. This layer avoids the
interaction between cargo and environmental water molecules, acting as ‘closed gate’.
Only surfactant molecules can open the gate due to their emulsifier action on the
hydrophobic layer.
This opening mechanism can be used in food field and even in the release of drugs in the
small intestine, using the surfactant effect of bile salts. The different pore size of the
materials compared in this study, and the different release profile may be reasons for
selecting one or another material to keep and release a specific molecule.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-94
Conductivity study of phosphoric-doped composite Polybenzimidazole
membranes with ionic liquids for high temperature fuel cells
applications

Abel Garcia-Bernabé1, Jorge Escorihuela1, Arturo Barjola-Ruiz1, Álvaro Montero1, Óscar


Sahuquillo2, Enrique Gimenez2, Vicente Compañ1
1
Departamento de Termodinámica Aplicada, Universitat Politècnica de València, camino
de Vera s/n, 46022-Valencia (Spain)
2
Instituto de Tecnología de Materiales, Universitat Politècnica de València, camino de Vera
s/n, 46022-Valencia (Spain)

Proton Transport; PBI; Ionic Liquids.


Polybenzimidazole (PBI) is a substitute for Nafion® membrane as a Proton Exchange
Membranes (PEM) in application above 120ºC without external humidification. PBI was
first proposed for preparing phosphoric-doped membranes [1]. These anhydrous
membranes allow decrease the poisoning by CO and membrane swelling and water
management will not be limiting factors for such membranes [2].
A serie of composite membranes based on phosphic-doped-PBI with 1-butyl-3-
methtlimidazolium and different anions ionic liquids (BMIM-X) with a concentration of ionic
liquid of 5% wt in all the membranes. The conductivity of the synthesized membranes was
determined by electrochemical impedance spectroscopy (EIS) over a range of
frequencies (from 0.1 to 10 MHz). These membranes displayed good proton conductivity
in wet and dry conditions, and the temperature dependence shown different behaviour in
wet and dry conditions. This proton conductivity depends on the anion of ionic liquid.

Acknowledgments
This research has been supported by ENE/2015-69203-R project, granted by the
Ministerio de Economica y Competitividad (MINECO), Spain.

References
[1] Li Q., Jensen J.O., Savinell R.F. and Bjerrum N.J., High temperature proton exchange
membranes based on polybenzimidazoles, Progress in Polymer Sci. 34 (2009) 449-477.
[2] Devanathan R., Recent developments in proton exchange membranes for fuel cells,
Energy Environ. Sci. 1 (2008) 101-119.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-95
MIXED MATRIX MEMBRANES OF SPEEK WITH ZEOLITIC
IMIDAZOLATE FRAMEWORKS FOR PROTON CONDUCTING
APPLICATIONS

Abel García-Bernabé1 , Arturo Barjola1, Vicente Compañ1, Enrique Giménez2,Jorge


Escorihuela1,Oscar Sahuquillo2
1
Departamento de Termodinámica Aplicada, Escuela Técnica Superior de Ingenieros Industriales (ETSII),
Universidad Politécnica de Valencia, Campus de Vera s/n, 46020, Valencia, Spain
2
Departamento de Ingeniería de Materiales, Universidad Politécnica de Valencia, 46022 Valencia, Spain

Zifs,conductivity,membranes
Sulfonated poly(ether-ether-ketone) (SPEEK) is a promising material for use like a
Polymeric Electrolyte Membrane Fuel Cells (PEMFC). This polymer has a good proton
conductivity and their T g is around 200°C [1]. Although it is known that the main problem
with this material is its solubility in water at high sulfonation degrees [2] and therefore it is
necessary to stabilize it for use on a PEMFC. In this regard, composites of SPEEK with
different Zeolitic Imidazolate Frameworks (ZIFs) have been investigated.
ZIFs with Zn (ZIF 8) or Co (ZIF67), and a mix from both (Zn and Co) in a 1:1 (wt)
proportion were synthesized and used like a fillers in polymeric SPEEK membranes.
Polymeric electrolyte membranes of SPEEK with different amounts of ZIFs in DMAc were
prepared by solution casting method. The membranes were studied the morphology by
Scanning Electron Microscope (SEM), the thermal stability by thermogravimetric analysis
(TGA) and the conductivity by means of impedance spectroscopy analysis in the
frequency range of 10-1 < f < 107 Hz applying a 0.1V signal amplitude.
The results indicate that SPEEK membranes doped with ZIFs improve the conductivity of
pristine SPEEK membranes and they have shown a great potential as ion-exchange
membranes for fuel cell applications.

Figure 1. Real part of


conductivity and phase
angle for Mixed ZIF 1% in
the range of temperatures
from 20°C to 140°C and
real part of conductivity for

Acknowledgments
This research has been supported by ENE/2015-69203-R project, granted by the
Ministerio de Economica y Competitividad (MINECO), Spain.
References
[1] S.Mollà, N. V.Compañ. International Journal of Hydrogen Energy. 2014, 1-16.
[1] Huang RYM, Shao P,Burns CM,Feng X. Journal applied polymers science. 2001,82.
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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-96
PROPOSTA D'UNA XARXA PER A LA MONITORITZACIÓ INTEL·LIGENT
DEL NIVELL DE CLOR EN AIGUA POTABILITZADA EN PLANTES DE
TRACTAMENT DE XICOTETES COMUNITATS RURALS

Juan V. Capella1, Marcelo Flores2, José Navarro1


1
Universitat Politècnica de València, Camino de Vera s/n 46022 Valencia,
jcapella@disca.upv.es
2
Universidad Politécnica Salesiana. Calle Vieja 12-30 y Elia Liut. Cuenca- ECUADOR

3 palabras clave: Red de sensores, nodos inteligentes, monitorización


La qualitat de l'aigua potable és fonamental per a la salut, sent un dret bàsic i un
component d'una política eficaç de protecció de la salut [1], atès que influeix directament
sobre la salut dels consumidors. Pel que el monitoratge continu de la qualitat de l'aigua
és una prioritat per a les entitats responsables de la salut pública.
Lluny dels centres urbans, a Equador existeixen xicotetes i nombroses comunitats rurals
allunyades entre si, que, a causa de les distàncies i condicions geogràfiques, no poden
ser proveïdes per les mateixes plantes potabilitzadores que proveeixen als centres
urbans. Aquestes comunitats es proveeixen a través de xicotetes plantes potabilitzadores
situades en zones altes, anomenades juntes d'aigua.
A Equador existeixen 3642 juntes d'aigua [2], que són monitoritzades de forma manual, la
qual cosa suposa d'una banda un elevadíssim cost, no solament pel gran nombre de
juntes sinó també per la dificultat d'accés a les mateixes. I, d'altra banda, fruit de
l'anterior, que la freqüència amb la qual es realitza la monitorització està molt per sota del
requerit.
En aquesta publicació es proposa una primera aproximació a aquest problema on
utilitzant l'ecosistema desenvolupat per al disseny d'una xarxa de sensors [3] i l'ús de
serveis en el núvol (cloud computing) serà possible millorar substancialment el procés de
monitoratge actual, proporcionant molta més informació sobre el nivell de clor no
solament de forma temporal sinó també espacial, alhora que es podran incloure
mecanismes intel·ligents que de forma automàtica puguen alertar de problemes en la
qualitat de l'aigua en qualsevol punt, la qual cosa redundarà directament en la salut i
qualitat de vida de la població corresponent..

Referencias
[1] World Health Organization. Guidelines for Drinking-water Quality, Fourth Edition.
World Health Organization, 2011. pp xv.
[2] El Comercio. Las juntas de agua marcan la vida de las comunidades en la sierra. El
Comercio Ecuador. 2014.
[3] J. Navarro, J.V. Capella. Nou ecosistema per al desenvolupament de xarxes de
sensors mòbils i robustes. X International Workshop on Sensors and Molecular
Recognition, 2016.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-97
DESARROLLO DE UN NUEVO MODELO DE PROTOCOLO
GEOGRÁFICO PARA REDES DE SENSORES MÓVILES

Javier Moraga1, José Navarro1, Alberto Bonastre1, Rafael Ors1, Juan V. Capella1
1
Universitat Politècnica de València, Camino de Vera s/n 46022 Valencia,
jcapella@disca.upv.es

3 palabras clave: modelo ns-3, enrutamiento geográfico, redes de sensores móviles


En un mundo cada vez más conectado, el concepto de red de sensores móvil suma cada
vez más importancia. Este tipo de redes de sensores requieren tanto de infraestructuras
físicas como mecanismos para asegurar que la información de las aplicaciones que
utilizan los servicios de éstas pueda entregarse cumpliendo determinados requisitos
acerca de retardo o tasa de entrega, que resultan fundamentales en aplicaciones críticas.
En este artículo nos centraremos en el mecanismo de enrutamiento de este tipo de
redes, revisándose varios protocolos actuales [1] e implementándose el modelo de una
nueva propuesta basado en información geográfica que permitirá encaminar la
información de los sensores de una manera más eficiente.
La principal novedad y aportación del modelo propuesto reside en la aplicación del
mecanismo de machine learning para la toma de decisiones. Se ha diseñado una
arquitectura en la que en un nivel se utilizará un sistema basado en reglas del tipo lógica
difusa y en otro la toma de decisiones vendrá dada por una red neuronal previamente
entrenada. En cualquier caso, la información inicial que usarán ambos mecanismos
estará basada en las coordenadas cartesianas de los nodos sensores, así como
parámetros relativos a la calidad de la señal.
Se utiliza un ecosistema [2] basado en el simulador ns3 para realizar la evaluación de los
protocolos utilizando escenarios reales y el modelo propuesto, donde se pondrán de
manifiesto la eficacia y bondades del mismo para su aplicación en sistemas donde se
requiera movilidad de los nodos sensores [3].

Referencias
[1] Kayhan Zrar Ghafoor, Kamalrulnizam Abu Bakar, Shaharuddin Salleh, Kevin C. Lee,
Mohd Murtadha Mohamad, Maznah Kamat, and Marina Md Arshad. “Fuzzy logic-assisted
geographical routing over vehicular ad hoc networks”. International Journal of Innovative
Computing, Information and Control, 8(7(B)):5095–5120, 2012.
[2] J. Navarro, J.V. Capella. Nou ecosistema per al desenvolupament de xarxes de
sensors mòbils i robustes. X International Workshop on Sensors and Molecular
Recognition, 2016.
[3] [9] Marie-Ange Lèbre, Frédéric Le Mouël, Eric Menard, Julien Dillschneider, Richard
Denis. “VANET Applications: Hot Use Cases”, Center of Innovation in
Telecommunications and Integration of Services, University of Lyon, 2014.

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-98
RESTORING OF SURFACE CHARGE-TRAPPING DEFECTS IN CsPbX 3
COLLOIDAL NANOCRYSTALS BY POST-SYNTHETIC 3-
AMINOPROPYLTRIETHOXISILANE TREATMENT

Victoria González Pedro1, María José Bañuls1,2 and Ángel Maquieira1,2


1
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM)
Universitat Politècnica de València. Camino de vera s/n, 46022 Valencia. E-mail: vicgonpe@upv.es
2
Departamento de Química, Universitat Politècnica de València. Camino de vera s/n,
46022 Valencia.

Keywords: CsPbX 3 nanocrystals, photoluminescence, (3-


Aminopropyl)triethoxysilane

Cesium lead halide perovskite nanocrystals (NCs) with bright luminescence and broad
spectral tunability are good candidates as smart probes for bioimaging [1]. Here we
demonstrated post-synthetic modification of CsPbX 3 NCs by 3-aminopropyltriethoxysilane
(APTES) [2]. This methodology improves PLQY by a factor or 2-fold for CsPbBr 3 and
CsPbI 3 NCs and 4-fold for CsPbCl 3 NCs, while simultaneously maintaining the shape,
size and colloidal stability. In addition,1H NMR studies reveals the presence of APTES on
the NCs shell and sheds light on the nature of the alkoxysilane passivation mechanisms.
Our work thus exemplifies that careful management of the perovskite NC interfaces and
surface engineering is one of the most important frontiers in this emerging class of
materials.

Figure 1. Normalized absorbance (dashed lines) and photoluminescence spectra of bare


CsPbX 3 (X = Cl, Br, or I) NCs and post-synthetically treated with APTES.

Acknowledgements
This work was financially supported by FEDER projects BiHolog-CTQ2016-75749-R from MINECO and
GVA PROMETEO II 2014/40. V.G-P. thanks Universitat Politècnica de València for her post-doctoral
fellowship (Grant-PAID-10-14).
References
[1] H. Zhang, X. Wang, Q. Liao, Z. Xu, H. Li, L. Zheng, H. Fu. Advanced Functional
Materials. 2017, 1604382.
[2] V. González-Pedro, S. Veldhuis, R. Begum, M.J. Bañuls; A. Bruno, N. Mathewes, S.
Maishalkar, A. Maquieira. ACS Energy Letters. 2018. 3, 1409-1414.
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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-99
EFFECT OF APYRASE IN THE MOUSE AIR POUCH MODEL

Josep Nacher-Juan1,2, Mari Carmen Terencio1,2, María José Alcaraz1,2, María Luisa
Ferrándiz1,2
1
Pharmacology Department, Av. Vicent Andrés Estellés S/N 46100 Burjassot,
jojuana3@uv.es
2
Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo
Tecnológico (IDM), C/Doctor Moliner 50, Burjassot

3 keywords: MAP(mice air pouch), apyrase, zymosan


Apyrase (CD39) is one of the enzymes of adenosine tri-phosphate (ATP) metabolism
pathway. This protein transforms ATP to adenosine mono-phosphate (AMP). ATP has
been shown as one of the main pro-inflammatory metabolites. In this sense, an increase
of ATP concentration leads to a higher inflammation (1). It has been demonstrated that
treatment of inflammatory diseases with mesenchymal stem cells reduces inflammatory
markers and signs (2). Previous studies in our research group showed that apyrase is
predominant in adipose mesenchymal stem cells (AMSC) conditioned media measured
by proteomic analysis. Our objective is to determine whether the anti-inflammatory effect
of AMSC is mediated by released apyrase by these cells.
We used mice air pouch (MAP) as an animal model of inflammatory conditions. Air pouch
was made by administrating 10 mL of sterile air in mice back. After 3 days, pouch was re-
inflated with 5mL more. On day 7, 1mL of zymosan 1% was injected into the pouch
together with apyrase 0.4 (U/g). After 4 hours, mice were sacrificed and 1’5 mL of sterile
saline was injected into the pouch in order to collect the exudate. Cell migration was
determined by Coulter counter. Furthermore, cytokines IL-1β, IL-6 and CXCL-1 were
determined by ELISA and mieloperoxydase activity was performed by colorimetric assay.
Cell migration in exudates from apyrase treated mice (8.63x10^6 cells/mL) was
significantly reduced respect to control group (12.02x10^6 cells/mL). However, there was
none cytokine either myeloperoxidase activity reduction. These outcomes indicate that
although apyrase could participate in the anti-inflammatory effect of AMSC conditioned
media, likely other metabolites could be involved. Hence, further studies are needed in
this field.

References
[1] MC. Takenaka, S. Robson, FJ. Quintana. Trends Immunol. 2016 . 37(7):427-439
[2] O.Parolini, L.Souza-Moreira, F.O’Valle, M.Magatti, P. Hernandez-Cortes, E. Gonzalez-
Rey, M. Delgado. Arthritis and Rheumatology . 2014 . 66(2): 327-339

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

P-100
Estudio de la influencia de UVM-7 funcionalizada en la hidrólisis de las
grasas

Jose V. Ros-Lis1,2, Sara Muñoz3, Ana Andrés3, Carmen Ribes-Koninckx4, Etna Masip4,
Margarita Parra1,5, Pablo Gaviña1,5
1
Departamento de Química Inorgánica, Universitat de València, J.Vicente.Ros@uv.es
2
CIBER de Bioingeniería, Biomateriales y Nanomedicina (CIBER-BBN)
3
Insituto de Ingeniería de Alimentos para el Desarrollo, Universitat Politècnica de València
4
Hospital / IIS Universitario la Fe
5
Insituto de Reconocimiento Molecular y Desarrollo Tecnológico, Universitat de València

UVM-7, lipasa, digestión


La regulación externa del funcionamiento del aparato digestivo es un campo de gran
interés debido a las implicaciones de la digestión y absorción de nutrientes en la salud.
En general, en caso de funcionamiento deficiente, se generan episodios de malnutrición
que pueden pueden dar lugar a patologías tales como anemia, falta de vitaminas, perdida
de peso, diabetes, obesidad, etc.
En el proceso de digestión y asimilación de alimentos, las enzimas son “la mano de obra”
en el proceso de descomposición de los alimentos, y un desarrollo adecuado su actividad
es esencial para la hidrólisis y absorción de los nutrientes. La secreción de enzimas
puede verse afectada por diversas enfermedades como la fibrosis quística, cáncer
pancreático o la cirugía de páncreas.
Los nanomateriales han surgido como una potente y versátil herramienta para
numerosas aplicaciones, pero, aunque su utilización ha sido ampliamente estudiada en
campos como liberación controlada, los composites o el desarrollo de sensores, su
aplicación para modular la hidrólisis de las grasas durante la digestión ha sido limitada.
Por ello, se han preparado y caracterizado materiales con base UVM-7 y distintos grupos
funcionales. Además, se ha ensayado la influencia de los materiales preparados en
procesos de digestión in vitro.

Agradecimientos: Programa VLC-Biomed 2016 Universitat de València/Hospital IIS la Fe.


Referencia 27-NANO-DIGEST-ROS-RIBES-2016-A

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XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

RELACIÓN DE PARTICIPANTES

PARTICIPANTE TIPO DE PARTICIPACIÓN


Alcañíz Cosín, Diego Asistencia
Alcaraz Tormo, María José Asistencia
Alfonso Navarro, María Asistencia
Almenar Sánchez, Estefanía Póster P-88
Álvarez García, Jonathan Comunicación Oral O02-
Andrés Olmos, Lorena Asistencia
Añón Herrero, Elena Asistencia
Aragón Revuelta, Pilar Asistencia
Avella Oliver, Miquel Póster P-81
Aznar Gimeno, Elena Asistencia
Ballesteros Garrido, Rafael Comunicación Oral O-03
Bañuls Polo, María José Póster P-80
Bataller Prats, Román Asistencia
Benítez Benítez, María Comunicacióm Oral O-04
Bernardos Bau, Andrea Póster P-85
Blandez Barradas, Juan Francisco Póster P-78
Brun Sánchez, Eva María Asistencia
Candela Noguera, Vicente Póster P-77
Capella Hernandez, Juan Vicente Póster P-96 P-97
Carmelino Cardoso Sarmento, Bruno F. Conferencia Plenaria
Carrascosa Rubio, Javier Asistencia
Casañ Raga, Natalia Póster P-75
Castelló Gómez, María Luisa Asistencia
Catalán Prades, Laura Comunicacióm Oral O-05
Ceballos Fernández, Samuel Adrian Póster P-74
Chorro Grau, Juan Póster P-73
Costero Nieto, Ana María Asistencia
Cuaran Acosta, Daniel Hernan Póster P-71
De Barutell Arnal, Carlos Póster P-76
De La Torre Paredes, Cristina Póster P-70
De los Reyes Cánovas, Ruth Asistencia
De Luis Fernández, Beatriz Póster P-79
Díaz Betancor, Zeneida Póster P-68 P-69
Díaz de Greñu Puertas, Borja Póster P-67
Díez Sánchez, Paula Póster P-23
Eroles Asensio, Pilar Asistencia
Escorihuela, Jorge Póster P-64 P-65
Escuder Gilabert, Laura Póster P-63
Essam Okda, Hazem Póster P-25
Estébanez Bloem, Nestor Póster P-62
Esteve Franch, Ferran Póster P-60
Estepa Fernández, Alejandra Póster P-61
Fariñas Gómez, María Isabel Conferencia Plenaria
Fernandez Blanco, Ana Cristina Comunicación Oral O-06 P-58
Fernández Sánchez, Estrella Póster P-59
147
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

Ferrándiz Manglano, Mª Luisa Asistencia


Ferrer Pérez, Pablo Asistencia
Ferrera González, Juan Póster P-57
Flores Vázquez, Marcelo Esteban Asistencia
Fuentes López, Cristina Póster P-55 P-56
Fuster Valls, Núria Póster P-26
Galian, Raquel E. Asistencia
Garcia-Bernabé, Abel Póster P-94 P-95
García Fernández, Alba Póster P-89
Garrido Cano, Iris Póster P-54
Garrido García, Eva María Póster P-53
Gasch Molina, Isabel Asistencia
Gaviña Costero, Pablo Asistencia
Gil Grau, Salvador Asistencia
Gil, Sánchez, Luis Póster P-52
Gonzalez Carrero, Soranyel Póster P-51
González Laguna, Lidia Póster P-50
González Lucas, Daniel Póster P-49
González Martínez, Miguel Ángel Póster P-30
González, Pedro, Victoria Póster P-98
Godoy Reyes, Tania Mariel Póster P-91 P-92
Gorbe Moya, Mónica Póster P-48
Hernández Montoto, Andy Póster P-47
Hernández Teruel, Adrián Póster P-90
Hueskens, Jurriaan Conferencia Plenaria
Jiménez Meneses Pilar Comunicación Oral O-07
Juárez Rodríguez, María José Póster P-46
Juste Dolz, Augusto Miguel Póster P-82 P-83
Laguarda Miro, Nicolas Póster P- 45
Lázaro Zaragozá, Ana Póster P-86 P-87
Lérida Viso, Araceli Póster P-84
Lliso Ferrando, Josep Ramón Póster P-44
Llopis Lorente, Antoni Comunicación Oral O10-
Lo Presti, María Asistencia
López Paz, Jose Luis Asistencia
Loras Monfort, Alba Comunicación Oral O-11 P-43
Lorente Benítez, Jorge Comunicación Oral O-08
Lozano Navarro, Claudia Póster P-72
Lozano Torres, Beatriz Póster P- 42
Lucena Sánchez, Elena Asistencia
Lucío, María Isabel Comunicación Oral O-12
Maquieira Catalá, Ángel Asistencia
Marcos Martínez, Mª Dolores Asistencia
Martín Biosca, Yolanda Póster P-38
Marín Castejón, Asunción Póster P-39
Martínez Aquino, Carlos Póster P-34
Martínez Bisbal, Mª Carmen Póster P-35 P-36
Martínez Cuezva, Alberto Comunicación Oral O-13
Martínez Ibernón, Ana Póster P-37
148
XII International Workshop on Sensors and Molecular Recognition Burjassot, Julio 2018

Martínez-Mañez, Ramón Asistencia


Martorell Tejedor, Sara Póster P-33
Mas García, Salvador Póster P-32
Masot Peris, Rafael Asistencia
Medina Hernández Mª José Póster P-31
Merino Sanjuán, Matilde Asistencia
Merino Sanjuán, Virginia Asistencia
Molina Jiménez, Teresa Asistencia
Montañez Vega, María Isabel Conferencia Plenaria
Moraga Matoque, Javier Asistencia
Morais Ezquerro, Sergi Asistencia
Morales Marín, Fátima Póster P-29
Muñoz Albero, Marta Asistencia
Muñoz Capdevila, Ivan Póster P-28
Muñoz Pina, Sara Póster P-09
Nacher Juan, Josep Póster P-99
Navarro Alabarta, José Asistencia
Navarro García, Encarnación Póster P-66
Noguera Murray, Patricia Asistencia
Ortolá Ortolá, María Dolores Asistencia
Otri, Ismael Póster P-24
Parra Álvarez, Margarita Asistencia
Peña Gil, Nazaret Póster P-21
Peña Nataly Asistencia
Peris Salom, Edgar Póster P-20
Pla Blasco Luís Póster P-19
Pocoví Martínez, Salvador Comunicación Oral O-14
Poyatos Racionero, Elisa Póster P-93
Puchades Plá, Rosa Asistencia
Quintero Campod, Pedro Póster P-22
Rojo, Francisco Javier Conferencia Plenaria
Ros Lis, Jose Vicente Póster P-100
Ramón Zamora, José Enrique Póster P-18
Rodríguez Nuévalos, Silvia Comunicación Oral O-15
Rojas Vázquez, Sara Póster P-17
Rosa Pardo, Ignacio Póster P-16
Rosas Laverde, Nelly María Póster P-27
Rubio Arraez, Susana Póster P-15
Ruíz Rico, María Póster P-40 P-41
Sabater Rabadán, Paula Póster P-14
Sabek, Jad Comunicación Oral O-16 P-13
Sagrado Vives, Salvador Póster P-11 P-12
Sánchez Cabezas, Santiago Comunicación Oral O-01
Sancho Fornes, Gabriel Póster P-10
Sansano Tomás, Mariola Asistencia
Saura Sanmartín, Adrián Comunicación Oral O-17
Serrano Pallicer, Emma Asistencia
Silva García, Ivan Asistencia
Soler Orenes, Juan Antonio Póster P-08
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Talens Felis, Juan Bautista Comunicación Oral O-09


Terencio Silvestre, Mª Carmen Asistencia
Terrés Haro, José Manuel Póster P-07
Tomás Egea, Juan Ángel Comunicación Oral O-18
Torrens Zaragozá, Francisco Póster P-06
Tortajada Genaro, Luis Antonio Asistencia
Ultimo, Amelia Póster P-05
Valls Ten, Adriana Póster P-04
Valverde Barquero, David Alberto Póster P-03
Vázquez Tatay, María José Comunicación Oral O-19
Villamayor Belinchón, Marta Asistencia
Vivo Llorca, Gema Póster P-02
Zaballos Garcia, Mª Elena Asistencia
Zambrano, Jenny Póster P-01

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