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Chapter 5

The Structure
and Function of
Large Biological
Molecules

Lecture Presentations by
Nicole Tunbridge and
© 2017 Pearson Education, Inc.
Kathleen Fitzpatrick
The Molecules of Life

 All living things are made up of four classes of large


biological molecules: carbohydrates, lipids, proteins,
and nucleic acids
 Macromolecules are large molecules composed of
thousands of covalently connected atoms.
Macromolecules are complex
 Large biological molecules have unique properties
that arise from the orderly arrangement of their
atoms

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Figure 5.1

Why is the structure of a protein important for its function?

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Figure 5.1a

The scientist in the foreground is using 3-D glasses to help her visualize the
structure of the protein displayed on her screen.
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Concept 5.1: Macromolecules are polymers,
built from monomers
 A polymer is a long molecule consisting of many
similar building blocks
 The repeating units that serve as building blocks are
called monomers
 Carbohydrates, proteins, and nucleic acids are
polymers

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The Synthesis and Breakdown of Polymers

 Enzymes are specialized macromolecules that


speed up chemical reactions such as those that
make or break down polymers
 A dehydration reaction occurs when two
monomers bond together through the loss of a
water molecule
 Polymers are disassembled to monomers by
hydrolysis, a reaction that is essentially the reverse
of the dehydration reaction

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Figure 5.2
(a) Dehydration reaction: synthesizing a polymer

1 2 3
Short polymer Unlinked
monomer
Dehydration removes a water
molecule, forming a new bond. H2O

1 2 3 4

Longer polymer

(b) Hydrolysis: breaking down a polymer

1 2 3 4

H2O
Hydrolysis adds a water
molecule, breaking a bond.

1 2 3 H
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The Diversity of Polymers

 A cell has thousands of different macromolecules


 Macromolecules vary among cells of an organism,
vary more within a species, and vary even more
between species
 A huge variety of polymers can be built from a small
set of monomers

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Concept 5.2: Carbohydrates serve as fuel and
building material
 Carbohydrates include sugars and the polymers of
sugars
 The simplest carbohydrates are monosaccharides,
or simple sugars
 Carbohydrate macromolecules are polysaccharides,
polymers composed of many sugar building blocks

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Sugars

 Monosaccharides have molecular formulas


that are usually multiples of CH2O
 Glucose (C6H12O6) is the most common
monosaccharide
 Monosaccharides are classified by
 The location of the carbonyl group (as aldose
or ketose)
 The number of carbons in the carbon skeleton

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Figure 5.3
Aldoses Ketoses
(Aldehyde Sugars) (Ketone Sugars)
Trioses: three-carbon sugars (C3H6O3)

Glyceraldehyde Dihydroxyacetone
Pentoses: five-carbon sugars (C5H10O5)
The structure and
classification of some
monosaccharides

Ribose Ribulose
Hexoses: six-carbon sugars (C6H12O6)

Glucose Galactose Fructose


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Figure 5.3a

Aldose Ketose
(Aldehyde Sugar) (Ketone Sugar)

Trioses: three-carbon sugars (C3H6O3)

Glyceraldehyde Dihydroxyacetone

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Figure 5.3b

Aldose Ketose
(Aldehyde Sugar) (Ketone Sugar)

Pentoses: five-carbon sugars (C5H10O5)

Ribose Ribulose

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Figure 5.3c

Aldose Ketose
(Aldehyde Sugar) (Ketone Sugar)

Hexoses: six-carbon sugars (C6H12O6)

Glucose Galactose Fructose

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 Though often drawn as linear skeletons, in aqueous
solutions many sugars form rings
 Monosaccharides serve as a major fuel for cells and
as raw material for building molecules

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Figure 5.4

(a) Linear and ring forms

(b) Abbreviated ring structure

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 A disaccharide is formed when a dehydration
reaction joins two monosaccharides
 This covalent bond is called a glycosidic linkage

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Figure 5.5

(a) Dehydration reaction in the synthesis of maltose


1–4
glycosidic
linkage

H2 O
Glucose Glucose Maltose

(b) Dehydration reaction in the synthesis of sucrose


1–2
glycosidic
linkage

H2 O
Glucose Fructose Sucrose

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Polysaccharides

 Polysaccharides, the polymers of sugars, have


storage and structural roles
 The architecture (structure) and function of a
polysaccharide are determined by its sugar
monomers and the positions of its glycosidic
linkages

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Storage Polysaccharides

1. Starch, a storage polysaccharide of plants,


consists of glucose monomers
 Plants store surplus starch as granules within
chloroplasts and other plastids
 The simplest form of starch is amylose

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Figure 5.6

Storage structures (plastids)


containing starch granules Amylose (unbranched)
in a potato tuber cell

Glucose
Amylopectin monomer
(somewhat branched)
50 µm
(a) Starch
Muscle
tissue
Glycogen granules Glycogen (extensively
stored in muscle branched)
tissue

Cell
wall 1 µm
(b) Glycogen
Plant cell,
surrounded Cellulose microfibrils Cellulose molecule
by cell wall in a plant cell wall (unbranched)
10 µm
Hydrogen bonds
Microfibril

0.5 µm

(c) Cellulose

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Figure 5.8 Figure 5.6 The arrangement of
Cell wall Cellulose cellulose in plant cell walls.
microfibrils in a
plant cell wall
Microfibril

10 m

0.5 m

Cellulose
molecules

 Glucose
monomer
2. Glycogen is a storage polysaccharide in animals
 Glycogen is stored mainly in liver and muscle cells
 Hydrolysis of glycogen in these cells releases glucose
when the demand for sugar increases

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Structural Polysaccharides

1. The polysaccharide cellulose is a major


component of the tough wall of plant cells
 Like starch, cellulose is a polymer of glucose, but the
glycosidic linkages differ
 The difference is based on two ring forms for glucose:
alpha (α) and beta (β)

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Figure 5.7

Starch and cellulose α Glucose β Glucose


structures

(a) α and β glucose ring structures

(b) Starch: 1–4 linkage of α glucose monomers

(c) Cellulose: 1–4 linkage of β glucose monomers


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 Starch (α configuration/ α glucose) is largely helical
 Cellulose molecules (β configuration/ β glucose) are
straight and unbranched
 Some hydroxyl groups on the monomers of cellulose
can hydrogen-bond with hydroxyls of parallel
cellulose molecules

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 Enzymes that digest starch by hydrolyzing α linkages
can’t hydrolyze β linkages in cellulose
 The cellulose in human food passes through the
digestive tract as “insoluble fiber”
 Some microbes use enzymes to digest cellulose
 Many herbivores, from cows to termites, have
symbiotic relationships with these microbes

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2. Chitin, another structural polysaccharide, is found
in the exoskeleton of arthropods
 Chitin also provides structural support for the cell
walls of many fungi

Examples of Arthropods

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Figure 5.9b

Chitin is used to make a strong and flexible surgical


thread that decomposes after the wound or incision
heals.
Concept 5.3: Lipids are a diverse group of
hydrophobic molecules
 Lipids are the one class of large biological
molecules that does not include true polymers
 The unifying feature of lipids is that they mix poorly, if
at all, with water (little or no affinity for water).
 Lipids consist mostly of hydrocarbon regions
 The most biologically important lipids are fats,
phospholipids, and steroids

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Fats

 Fats are constructed from two types of smaller


molecules: glycerol and fatty acids
 Glycerol is a three-carbon alcohol with a hydroxyl
group attached to each carbon
 A fatty acid consists of a carboxyl group attached to
a long carbon skeleton

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Figure 5.9

H2O Fatty acid


(in this case, palmitic acid)

Glycerol
(a) One of three dehydration reactions in the synthesis of a fat

Ester linkage

(b) Fat molecule (triacylglycerol)


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Fats
 Fats separate from water because water molecules
hydrogen-bond to each other and exclude the fats
 In a fat, three fatty acids are joined to glycerol
by an ester linkage, creating a triacylglycerol,
or triglyceride
 The fatty acids in a fat can be all the same or of
two or three different kinds

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Fats
 Fatty acids vary in length (number of carbons) and in
the number and locations of double bonds
 Saturated fatty acids have the maximum number of
hydrogen atoms possible and no double bonds
 Unsaturated fatty acids have one or more double
bonds

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Figure 5.10

Fats
(a) Saturated fat (b) Unsaturated fat

Structural formula
of a saturated fat
molecule

Structural formula
of an unsaturated
Space-filling model fat molecule
of stearic acid, a
saturated fatty acid
Space-filling model
of oleic acid, an
unsaturated fatty
acid
Cis double bond
causes bending.

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Figure 5.10a

(a) Saturated fat

• Fats made from saturated fatty acids are called saturated fats
and are solid at room temperature

• Most animal fats are saturated

Structural formula
of a saturated fat
molecule

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Figure 5.10b
(b) Unsaturated fat

• Fats made from unsaturated fatty acids are called


unsaturated fats or oils and are liquid at room
temperature

• Plant fats and fish fats are usually unsaturated

Structural formula
of an unsaturated
fat molecule

Cis double bond


causes bending.
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Fats
 A diet rich in saturated fats may contribute to
cardiovascular disease through plaque deposits
 Hydrogenation is the process of converting
unsaturated fats to saturated fats by adding
hydrogen
 Hydrogenating vegetable oils also creates
unsaturated fats with trans double bonds
 These trans fats may contribute more than
saturated fats to cardiovascular disease

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Fats
 Certain unsaturated fatty acids are not
synthesized in the human body
 These must be supplied in the diet
 These essential fatty acids include the omega-3
fatty acids, required for normal growth, and
thought to provide protection against
cardiovascular disease

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 The major function of fats is energy storage
 Humans and other mammals store their long-term
food reserves in adipose cells
 Adipose tissue also cushions vital organs and
insulates the body

adipose cells

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Phospholipids

 In a phospholipid, two fatty acids and a phosphate


group are attached to glycerol
 The two fatty acid tails are hydrophobic, but the
phosphate group and its attachments form a
hydrophilic head

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Figure 5.11
The structure of a phospholipid

Choline Hydrophilic
Hydrophilic head

head

Phosphate Hydrophobic
tails
Glycerol
(c) Phospholipid symbol

Fatty acids
Hydrophobic tails

Kink due to cis


double bond

(a) Structural formula (b) Space-filling model (d) Phospholipid bilayer

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 When phospholipids are added to water, they
self-assemble into double-layered sheets
called bilayers
 At the surface of a cell, phospholipids are also
arranged in a bilayer, with the hydrophobic tails
pointing toward the interior
 The phospholipid bilayer forms a boundary between
the cell and its external environment

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Figure 5.11b

Phospholipids form Bilayer structure in an aqueous environment

water

Hydrophilic
head

Hydrophobic tail

Hydrophilic
head

water

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Steroids

 Steroids are lipids characterized by a carbon


skeleton consisting of four fused rings
 Cholesterol, a type of steroid, is a component in
animal cell membranes and a precursor from which
other steroids are synthesized
 A high level of cholesterol in the blood may contribute
to cardiovascular disease

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Figure 5.12

Steroids

Cholesterol

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