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P O L Y S A C C H A R I D E S
GLYCOPROTEINS GANGLIOSIDES MUCINS
AcNH CHOH CHOH
BLOOD GROUP ALGINATES O-ANTIGENS HYALURONIC ACID DERMATAN STARCH SUBSTANCES PEPTIDOCHITIN CHONDROITIN PECTIN INULIN CELLULOSE GLYCAN CH OH
2
GLYCOGEN
HO CH2OH O OH O OH CH2OH O OH OH OH NH
CONH 2 CH2COO OH
COO O O O O
Ribose -O - P - O - P - O- Adenosine(P)
O O
O O
+ N
COO
Ribose - O - P - O - P - O -Adenosine
COO OPC
CH2OH
2.4.99.7
6.3.2.7-10 6.3.2.13 HO O
CH3CH COO-
O COO OPPU
2.4.1.68 2.4.1.69
OPPU CH3 HO OH
1.1.1.132
O
HO CH3
Indoleacetate
(Auxin)
1.2.3.7
CH2CHO
Indoxyl
HO NH
NH
NAD( +P)
5-Hydroxytryptophan
+ CO CH2CH(NH 3)COO CHO NH
6.3.5.1 6.3.1.5
HO NH CH 2CH2NH 2
Desamino-NAD
HO
2.7.7.18
NHAC
2.4.1.17
HO
OH
OPPT OH OH CH3
HO
CMP-N-Acetyl neuraminate
AcNH O CHOH CHOH CH2OH COO OH 2.7.7.43
UDP-N-Ac-Muramate
HO CH2OH O COO OH OPPU NHCOCH 3
UDPIduronate
5.1.3.12
COO HO OH O
OH
HO OPPG
GDP-Fucose
4.2.1.47
CH2OH O
GDPMannuronate
TDP-Rhamnose
O OPPT OH
CH2OH O OH
LACTOSE
OH OH
+ CH2CH(NH3)COO
Nicotinatenucleotide
CH3O
Ribose- P
2.4.2.
NICOTINATE
11
N
COO
COO
+ COO N RP
2.4.2.19
CH 2CH2NHCOCH 3 NH
Quinolinatenucleotide
N
2.4.2.19
CH2CH2NHCOCH 3
COO COO
5.1.3.13 O 2.4.1.33
CH2OH O HO OH HO OH
3.2.1.23 2.7.1.38
Indoleacetaldehyde
4.1.1.43
CH 2COCOO NH
NH
Indole
4.1.1.28
NH
2.1.1.4
N-Acetyl-5-O-methyl-serotonin
(MELATONIN)
COO OCH NH2 COO
Quinolinate
1.14.16.4
OH
2.4.1.16 1.1.1.158
CH2OH O OPPU NHAC
HO OH HO OPPG
HO
3.1.3.29
N-Ac-Neuraminate
CH2OP O
(Sialate)
HO O CH2 C COO
UDP-N-AcGalactosamine
COO O
OPPU OH
GDP-Mannose
CH2OH O
TDP-4-Oxo6-deoxyglucose
4.2.1.46
ADPGlucose
CH2OH O OH HO OH HO
GALACTOSE
OPPU
+ CO CH2CH(NH 3)COO
2.7.1.6
HO
CH2OH O OH OP OH
Indolepyruvate
2.4.1.22
4.1.99.1
Formylkynurenine
1.13.11.11
NH + CH2CH(NH 3)COO
NH
3.5.1.9
Kynurenine
NH2
1.14.13.9
UDPGalacturonate
OPPU
2.7.7.13
MANNOSE
2.7.1.7
CH 2OP O
GDP-Glucose
1.1.1.22
2.7.7.27 2.7.7.34
3-Hydroxy kynurenine
OH
NH2
3.7.1.3
HO OH HO O P
UDP-Glucose Galactose-P
2.7.7.9
CH 2OH O HO OH HO
CH2CH 2NH2
5.1.3.7
HO OH
5.1.3.6
CH2OH O
Mannose-1-P
5.4.2.8
TDP-Glucose
2.7.7.24
OH
UDP-Glucuronate
2.7.7.12
HO 5.1.3.2 2.7.7.10
CH 2OH O OH OPPU OH
4.1.3.20
OPPU
H E X O S E S
CH2OP O HO OH OH
HO OH HO OH
Tryptamine
NH
4.1.1.28
TRYPTOPHAN
HO COO OH O
4.2.1.20
Indole-3-glycerol-P
COO HO OH
C-CH(OH)CH(OH)CH 2OP CH
4.1.1.45 3-Hydroxy 1.13.11.6 2-Amino-3-carboxy 2-Aminomuconateanthranilate muconate semialdehyde 6-semialdehyde COO H H Catechol
NH C C CH CH2OP OH OH COO NH2
A R O M A T I C A M I N O A C I D S
19 1. 4. 1.
1.2.1.32
4.1.1.48
COO
N-(5-P-Ribosyl) anthranilate
COO CH2
1.14.12.1
OOC OOC CH 2COCOO
2.4.2.18
Anthranilate
4.1.3.27 5.4.99.5
OOC
COO OH OH
2-Amino muconate
NH 2
ACNH HO OH OH
2.7.1.60
HO OH NHAC HO OH OP NHCOCH 3 5.4.2.3
Mannose-6-P
2.4.1.9
2.4.1.13
CH 2OP O HO OH OH NH2
OP
UDP-Galactose
CH2OH O
HOCH HCOH C
CH2
N-Ac-Mannosamine
OH H HOCH 2 C H C OH OH C C H
5.1.3.14
UDP-N-Ac-Glucosamine
COO O OH OH
2.7.7.23
OH
N-Ac-Glucosamine-1-P
OH OH OH OH OP HO OH
OH
N-Ac-Glucosamine-6-P
H H C OH C CO CH2OH C
NHCOCH 3
Glucose-1-P
3-Deoxy-D-arabinoheptulosonate-7-P
O -OOC O CH2COO
OH
4.6.1.3
O
Dehydroquinate
OH
4.2.1.10
OH
Dehydroshikimate
CH2COO
1.1.1.25
Shikimate
OH
2.7.1.71
CH2COCOO
Shikimate-3-P PEP
2.6.1.5
OH
2.5.1.19
OH
O-C-COO
4.6.1.4
Chorismate
+
OH
OC-COO
Prephenate
CH2COCOO
OH
2.3.1.
5.3.1.8
CH2CH(NH3) COO
OH
CH2CH(NH3) COO
HOCH 2
Glucosamine-6-P
3.2.1.26 3.2.1.48 5.4.2.2
HO OH
OH
OH
COO -
HO OH
HO OH
Gulonate
OH H C H OH H C OH H C
OH H
1.1.1.19
OH OH C H O C H OH H CO
Glucuronate
OH H C H C HOCH 2
1.13.99.1
OH C H O CO CO
Inositol
HOCH 2 C H
3.1.3.25
OH H C
Inositol-P
C CO
OH
Fructose
1.1.1.14
H H C OH H C C CH2OH OH
OH OH H
SUCROSE
5.5.1.4
GLUCOSE
3.1.3.9 2.7.1.2 2.7.1.1
Fumaryl acetoacetate
OH
5.2.1.2
Maleyl acetoacetate
COO
O CH2COO
4.2.1.51 1.3.1.13
1.13.11.5
Homogentisate
OH
1.13.11.27
OH
TYROSINE
1.14.16.1
PHENYLALANINE
1.3.1.13
4.1 .1.2
+
CHOHCH 2NHCH 3
CHOHCH 2NH2 OH
CH2CH2NH2
+ CH2CH(NH3) COOOH
2.6.1.5 4.3.1. 5
Phenylpyruvate
3.1.1.18 HOCH 2
OH OH C O
HOCH 2 C CH2OP O
1.1.1.
21
ATP
ASCORBATE
OH H C H C HOCH2 CO O
CO
1.10.2.1 1.10.3.3
CO
OH OH H
Sorbitol
2.7.1.3
H POCH2 C H C OH H C C COO -
2.7
.1.4
HO OH OH
2.6.1.16 1.1.1.49
Epinephrine
(Adrenaline)
OH
2.1.1.28
Norepinephrine
(Noradrenaline)
.1.6 2.1
OH
1.14.17.1
Dopamine -Tocopherol
(Vitamin E)
OH
4.1.1.28 1.14.18.1
O
Dopa
H2 C CH-COO + NH3
OH
1.14.16.2
Ubiquinone
O O O I
CH2CH2NH2
CH=CHCOO
CH2CH(NH3) COO HN I I
ADP
Tyramine
OH
1.14.13.11
P E N T O S E S
3-Dehydrogulonate
OH H HOCH 2 C H OH H C OH C CHO
1.1.1.130
H
2, 3-Dioxogulonate
H C OH C CHO H HOCH 2 C H C
Dehydroascorbate
CO CH 2OH H H C
.1 3.1
.17
P-Glucono lactone
Glucose-6-P
5.3.1.9
CH2 OP O OH OH
CH=CHCOO
CH(OH)COO OCH 3
HO OH
Normetepinephrine
.3.4
NADP +
5.3.1.8
HOCH 2
OH H
L-Xylose
HOCH 2 C C
4.1.1.34
H CH2OH
OH OH H
OH OH
OH C CO
2.7.1.47
CH2OH HOCH 2
HOCH 2 C
CH2OP
OH OH H OH 6-P-Gluconate NADPH
4-OH-3-MethoxyD-mandelate
CH2OP O NHCOCH 2NH2 H 2C OC NH CHO NH RP
OH
(Normetadrenaline)
1.4
4-OH-3-Methoxyphenylglycol
H 2C NH CHO NH RP
OH
Dopaquinone Plastoquinone
O O
NH OH
OH
1.14.18.1
MELANIN
THYROXINE
OOC-CH-CH 2COO HNCO C N
LIGNIN
Tannins
O C
Plant Pigments
H C
Fructose-1-P
H H H
OH OH H
NADP +
1.1.1.44 5.1.3.1
CO CH2OH H POCH 2 C H
H C
HO C CO CH2OH
2.2.1.1
POCH2 C
L-Arabitol
HOCH 2 C H OH H C
OH OH
OH OH H C OH CHO H
L-Xylulose
H OH H C C OH C OH H
2.7.1.53
L-Xylulose-5-P
H OH H C OH HOCH 2 C C OH H OH OH C H H
OH OH OH
CH2OH POCH2
H C
H C
NADPH
Fructose-6-P
C CHO
OH OH H
HN C
HOCH 2
L-Arabinose
H HOCH 2 C C C OH OH
5.3
1.1.1.10
CH 2OH
CHO
Ribitol
H H C
OH OH
ATP
ADP
Glycinamideribosyl-P
6.3.4.13
+
OH OH
HC H 2N C
N CH N
OOC
2.1.2.2
6.3.3.1 5-Amino 4.1.1.21 5-Amino-4-imidazole Formyl 6.3.5.3 Formyl carboxylate-R P imidazole-R P glycinamide-R P glycinamidine-R P
H2NCONH 2
RP
H2 N
C C
N CH N RP
H 2N
CH
H 2N
N CH RP O C C NH C
6.3.2.6
RP
H 2N
C N
H CHO
.1.4
HOCH 2
Xylitol
C H
2.7.1.47
OH OH C H CO CH2OH
D-Xylose
HOCH 2 CO CH OH 2 POCH2 C
H C CHO
D-Ribulose-5-P
5.1.3.1
H POCH 2 C OH C CO CH 2OH
3.1.3.11
H POCH 2 C H C HO C
2.7.1.11
Erythrose-4-P
OH OH
Urea
H 2N
OC
COO C N H H
NH2 CO
NH
H2 N
OC
OC
3.5.3.4
CO CH2OP CH2OP O
L-Lyxose
D-Ribose
5.1.3.4
OH OH OH
5.3.1.6
2.7 .1.1 5
OH OH H
.9
HOCH 2 C
CO
CH2OH
D-Xylulose
H+
PHOTOSYSTEM II
OH H
2.7.1.17
D-Xylulose-5-P
H POCH 2 C H C H C CHO POCH2
OH H
4.1.2.-
2.2.1.2
Fructose1:6-bis-P
NH2
GLYCINE
O
2NHCH3
CH2(NH3)COOH
Allantoate
N
HC NH2
3.5.2.5
O P O O
N CH2 O
CH
Allantoin
C N H NH H
NH CO
HN OC
C N H
C C
NH CO NH
1.7.3.3
URATE
N
N C CH C OC NH NH HN
O C
2.1.2.3
3.2.2. 2
H2 N HCO
N CH N RP
C A T E C H O L A M I N E S
Inosine
2.4.2.1
3.1.3.
Formylamidoimidazolecarboxamide-R P
3.5.4.10
HN HC O C N C C N CH
NH2 N C C CH C HC N RP(P) N
OOC-CH-CH 2COO
Fumarate
(AMP)
PHOTO- H+ ic otophosphoryla SYSTEM n-cycl electr tion l 2H+ yclic Ph No (ele tric cur on C
H+
H+
H C
H C
H OH C C CO CH2OP
P-Ribosyl amine
4.1.2.13
OH OH
Glyoxylate
Sarcosine
1.5.99.2
OOCCH 2N(CH3)2
1.4.4.2
Cyclic AMP
OH
4.6.1.1
ATP
d-ADP
2.7.4.6
2.7.4.6
OH OH
ADP
2.7.4.3 2.7.4.4
ADENOSINE-P Adenine
2.4.2.15
4.3.2.2
NH N C C N CH C HC NH RP N
N RP
Aspartate
6.3.4.4 3.1.4.6 2.4.2.1
INOSINE-P
(IMP)
HN O C N C C N CH N RP
1.17.4.1
Adenylosuccinate
3.5.4. 3
1.1.1.205 OC
H+
H+
O2
H+
H+
H+ H+
H+
THYLAKOID LUMEN
H+
COO
Linoleate
1.3.1.35
1.14.99.25
COO COSCoA
-Linolenate
Arachidonate 1.13.11.34
CO-S-ACP
L I P I D B I O S Y N T H E S I S
1.14.99.5
Oleoyl-CoA Stearoyl-CoA
CH3(CH2)14COS-ACP COSCoA
Palmitoyl-ACP ACYL-ACP
CH3(CH2)6CH2CH 2COSACP
3-Enoyl-ACP
4.2.1.60 4.2.1.61
1.3.1.
3, 4-Decenoyl-ACP
9
4.2.1.
4.2.1
CH 3(CH2)2CH 2CH2COSACP
1.3.1.9
4.2.1.59
CH3CH=CHCO.S-ACP
CH3CH2CH2COSACP
1.3.1.9
4.2.1.58
ACYL-CoA
(Cytosol)
2.3.1.7
CH3(CH2)n+2COS-CoA
6.2.1.3
3.1.2.20
FATTY ACID
CH2O-CO-R R-CO-OCH
L I P I D D E G R A D A T I O N
Carnitine O-Acyl-carnitine
O-Acyl-carnitine
3.1.1.28
CH3(CH2)n CH2CH2COSCoA
3.1.1.3
CH2O-CO-R CH2O-CO-R"
R-CO-OCH
Triacylglycerol
FAT
Diacyl
CH2OH
ACYL-CoA
(Mitochondria)
CH3(CH2)n CH=CHCOSCoA
2, 3-Enoyl-CoA
CH3(CH2)2CH2CH2COSCoA
Hexanoyl-CoA Butanoyl-CoA
CH3CH2CH2COSCoA
CH3(CH2)2CH=CHCOSCoA
3-OH-Hexanoyl-CoA 3-OH-Butanoyl-CoA
CH3CH2CH(OH)CH 2COSCoA CH3CH(OH)CH 2COSCoA
CH3(CH2)2CH(OH)CH 2COSCoA
Pentanoyl-CoA
CH2O-CO-R R'-CO-OCH O CH2O-PO O
CH 3CH2CH 2CH2COSCoA
3-OH-Pentanoyl-CoA
CH 2O-CO-R R'-CO-OCH O O CH2O POCMP
OH
OH
R'-CO-OCH
1.3.99.7
HO OH OH
Phosphatidyl inositol
PHOSPHATIDYL SERINE
O
COO O + CH 2O PO CH 2CHNH 3
2.7.8.8 2.7.8.11
CH 2O-CO-R
Serine
Inositol
R'-CO-OCH
P H O S P H O L I P I D S
CH 2O-CO-R R'-CO-OCH
4.1.1.65
CH2O-CO-R R'-CO-OCH O
O HCO-CO-R
+ CH2OPO CH2CH2N(CH 3)3 2.1.1.17 O CH2OCH=CHR 2.1.1.71 CH 2 O-CO-R R-CO-OCH O 3.1.1.32 O R'-CO-OCH + + CH2OPO CH2CH2N(CH 3)3 CH2OPOCH2CH2N(CH 3)3 O O
O + CH 2O P OCH 2CH2 NH 3
Cardiolipin
2.7.8.1
CDP-Ethanolamine
CH2O-CO-R HOCH O
OPhosphatidylglycerol
2.7.7.14
Ethanolamine-P
CH2OH HOCH O + CH2OPO CH2CH 2N(CH 3) O
- Lysolecithin
3.1.1.5
Glycerophosphocholine
3.1.4.4 3.1.4.3 2.7.7.15
+ OCH 2CH2N(CH 3)3
LECITHIN
2.7.8.2
Dehydrosphinganin Gangliosides
NHAcyl
+ NH 3 CH3(CH2)14CH(OH)CHCH 2OH
1.1.1.102
O
2.4.1.62
Sphinganin
+ NH 3 CH3(CH2)12CH=CHCH(OH)CHCH 2OH
.3 2.7.8
CDP-choline
3.1.4.12
4-Sphingenin
3.5.1.23
NHCOR
SPHINGOMYELIN
2.7.8.3
CH3(CH2)12CH=CHCH(OH)CHCH 2OH
Ceramide
I S O P R E N O I D S S T E R O I D S P O R P H Y R I N S
Lycopene (C40)
To Brain - VISION
hv
1.13.11.21
Rhodopsin
Opsin
CHO
CH3O CH3O
CH3
1.2.1.36
Retinoate
1.1.1.105
Ubiquinone
(Coenzyme Q)
trans-Retinal
5.2.1.3
Retinol esters
2.3.1.76 3.1.1.21
Light
11-cis-Retinal
1.1.1.105
CHO
Menaquinone Plastoquinone
O HO
CH 3 O
CH2OH
6.
trans-Retinol
(Vitamin A)
3. 5. 5
5.2.1.7
Dark
11-cis-Retinol
CH2OH
Phylloquinone
(Vitamin K)
O CH3
CH 3
HO
HO
1.9.3.1
CHOLESTEROL
Desmosterol
COOCH2 CH2 H3 C
H2 C
Zymosterol
HO
Lanosterol
5.4.99.7 1.14.99.7
Squalene
(C30)
COOCH2
1/ O 2 2
IV
ADP +
Pi
HEMOGLOBIN
CH2 CH H3C HC N H3 C CH2 CH2 COOC H N Fe N CH3 CH2 CH2 COOH3 C H C N CH CH3 CH CH
CHLOROPHYLL
CH2 CH H3 C
H2 C
H2 C N H H N C H2
CH2
H2 O
TRA NS L O
H+ H+ H+ H+ H+
P +1 P i
N H H N
H3 C
COO-
HEME
1.3.3.4 4.99.1.1
Protoporphyrinogen
1.3.3.3
Coproporphyrinogen
P H O T O S Y N T H E S I S
2H+
H+
Ferredoxin
2eQB QA
Pheophytin P680 Chl.a Mn
2e-
PQ PQH2 PQH2
PQ
1e-
2e-
* 2eFe-S
H+
ren t)
f lo
w
D-Ribose-5-P
OH OH OH
Sedoheptulose-PP
2.2.1.1
OH OH OH H
Dimethylglycine
2.1.1.5
OOCCH2N(CH3)3
+
2.7.7
.7
DNA RNA
HN OC O C
2.7.7.7
2.7.7.7
d-GDP
2.7.4.6
XANTHOSINE-P
(XMP)
2.4.2. 1
6.3.4.1 6.3.5.2
HN H2 N C O C N C C N CH N RP
P U R I N E S
H+
PC PC PC
Cyt bf
2e-
1e-
PQ
H+
H+ H+
NADP+
2PQH2
2PQ
2e-
Cyt bc _ 2e-
A1 Chl.A0 P700
2PQ
NADPH+H+
Pi
Dihydroxyacetone-P
(Glycerone-P)
HOCH2COCH2OP 2.2.1.1
5.3.1
.1
3-P-Glyceraldehyde
Pi
6.3.4.7 Pi NAD+ 1.2.1.12 2.4.2.14
POCH 2CHOHCHO
Betaine
1.2.1.8
+
d-ATP
2.1.2.1
2.7
1.1
OHCCH 2N(CH3)3
H+
a
H2O
Translocated protons
4H+
H+ H+
ADP
2
.1 5.3.1 2.7.1.28
Betaine aldehyde
1.1.99.1
ATP
4.2.1. 20
2.7.7.6
.7.7
7.4
.1
Guanine GDP
2.7.4.8
.6
1.17.4
.1
O C
GUANOSINE-P
(GMP)
N OC
H+
ADP
Pi
Ribulose-1,5-bis-P
Glyceraldehyde
CH2OP O
+ HOCH2CH2N (CH3) 3
1.2.1.13
CHOLINE
2.6.1.51 1.4.1.7
ATP
Fixation
CO2
NADH
HOCH2CH(NH3)COO
SERINE
3.1.3.3
4.2.1.22 4.1.1.11
3-Aminoisobutyrate
H2NCONHCH 2CHCOO
CH3
3.5.1.6
2.
1.
-Ureido isobutyrate
1. 13
3.5.2.2
Dihydro thymine
3.5.2.2
CH-CH3 CH 2 NH
HN OC
C CH3 CH NH O C
O C
TDP
2.4.2.4
HN OC O C CH CH
2.7
.4.9
HN OC
1.3.1.2
Thymine
C-CH3 CH 2.1.1.45 N DP
HN OC
THYMIDINE-P
2.4.2 .4
d-UMP
N
CH CH N DP 3.5.4.12 NH 2 C CH CH OC NH
NH2 C CH CH
DP
d-CMP
2.7.4.14
d-CDP
HN
2.7.6.1
OH OH
ATP synthase
3.6.1.34
ATP
ATP
HO COO
OP O P
1:3-bis-P-Glycerate
ADP
2.7.2.3
POCH 2CHOHCOOP
H2NCH 2CH2COO
HOCH2COCOO
-Alanine
3.5.1.6
P-Ribosyl-PP
Hydroxypyruvate
ADP
+ P OCH2CH(NH3)COO
Carbamoyl -alanine
HN OC O C
Dihydrouracil
HN OC O C
CH2 CH2 OC NH
1.17.4.1
NH 2
1.3.1.2
HN OC
Uracil
O C
N H
3.5.4.1
O C HN OC
CH2
COO
HO
ATP
OH COO
1.1.1.29
Phosphoserine
2.6.1.52
Carbamoyl aspartate
2.6.1.22
H H C H C H C
3.5.2.3
URIDINEDihydro Orotate Orotidine-P Uridine-P UDP 4.1.1.23 (UMP) 2.7.4.4 2.4.2.10 2.7.4.6 triphosphate orotate 1.3.1.14
(UTP)
H P OCH 2 C H C H C H C NH2 N OC C NH CH C HC N N H P OCH 2 C H C CO CH2 CONH 2 N NH C CH C HC N N RP
CH-COO NH
CH C-COO NH
CH
C-COO RP
O C
Cytosine
CH CH
CDP
CH OC N CH RP HN
2.4.2.9
N RPPP
N OC
CH 2.7.4.6 CH
6.3.4.2
RPPP
CYTIDINEtriphosphate
(CTP)
H H C C C H CH N
P Y R I M I D I N E S
Leukotriene B4
COO
3-P-Glycerate
2.7.1.31
POCH2CHOH COO
1.1.1.95
P-Hydroxypyruvate
2.4.2.17
HC N
P OCH2COCOO
P OCH2 C
Prostaglandin PGE 2
COS-CoA CH3(CH2)14CH(OH)CH 2COS
HO
OH
5.3.99.5
HO
P-Ribosyl-ATP
C CH 2CHCOO NH C H
OH OH O
3.6.1.31
NH2 N + C C N CH C HC N N RP(PP)
P-Ribosyl-AMP
C NH CH + CH2CH(NH 3)COO
3.5.4.19
OH OH O
Thromboxane B2
CH3(CH2)14COCH 2COS-CoA
OH
OH-Stearoyl-CoA
CH3(CH2)14COCH 2COS-CoA
Oxostearoyl-CoA
Mitochondrial
2, 3-Diphosphoglycerate
POCH2CH(OP) COO
5.4.2.1
HOCH2CH(OH) COO
Glycerate
Carnosine
4.1.1.22
NHCOCH 2CH2NH2
HC N
HC N
C NH CH
RP
OH OH
P OCH 2 C
OH OH HN
Imidazole glycerol-P
HC N C H C NH CH2COCH2 OP
CH2CH(NH 3)CH2OP
Endoplasmic Reticulum
CH 3(CH2)n COCH 2COSACP
Chain elongation
CH 3(CH2)n CH(OH)CH 2COSACP
2-P-Glycerate
4.2.1.11
HOCH2CH(O P)COO
ACETATE
HC C C H NH
CH 3COO
HISTIDINE
4.3.1.3
1.1.1.23
Histidinal
OOC HN
1.1.1.23
Histidinol
OC N
NH CH
3.1.3.15
Histidinol-P
NH CH
4.2.1.19
2.6.1.9
CH N C
CH2CH2NH2
Imidazole acetol-P
CH CHCOO
1.2.1.4
CHCH 2CH2COO NH CH
CHCH 2CH2COO NH CH
3-OH-Acyl-ACP
1.1.1.100
3-Oxoacyl-ACP
HISTAMINE
2.3.1.41
ETHANOL
1.1.1.1
CH3CH 2OH
2.1.3.2
2.3
.60
3-OH-Decanoyl-ACP
CH3(CH2)2CH(OH)CH 2COSACP
3-Oxo-Decanoyl-ACP
CH3(CH2)2COCH 2COSACP
CH 3(CH2)6COCH 2COSACP
.1.3
Formimino glutamate
3.5.2.7
Imidazolone propionate
2.7.1.25
4.2.1.49
NH CH
4.3.1.3
Urocanate 2SO 4
1.2.1.32
+ CH2CO-OCH2CH(NH 3)COO
2.3.1.41
3-OH-Hexanoyl-ACP 3-OH-Butanoyl-ACP
CH2OH HOCH CH2OH HOCH CH3CH(OH)CH 2COS-ACP
1.1.1.100
3-Oxo-Hexanoyl-ACP Acetoacetyl-ACP
CH3COCH 2COSACP
P-enolpyruvate
ADP
2.7.1.40
CH2=C(OP ) COO
Acetylserine
+ S-CH 2CH(NH 3)COO + S-CH 2CH(NH 3)COO
HS
.99
1.8.99.1
HSO -
1.8.99.2
Acetaldehyde HS
4.1 .1.1
CH3CHO
4.2
Phosphoadenylylsulphate
(PAPS)
4.2.1.22 4.4.1.8
Adenylylsulphate
(APS)
2.7.7.4
2.3.1.41
CYSTINE
4.4.1.15
1.6.4.1
CYSTEINE
4.4.1.1
4.2.99.9
Cystathionine
Homocysteine
3.3.1.1
2.1.1.13 2.1.1.14
METHIONINE
+ CH 3 SCH CH CH(NH )COO 3 + 2 2
1.1.1.100 1.1.1.8
CH2OH CH2O P
2.3.1.41
Malonyl-ACP
2.3.1.39
HOOCCH 2CO-S-ACP
1.13.11.20
+ HO 2SCH 2CH(NH 3)COO + HO3SCH 2CH(NH 3)COO
Glutamate
.1.2 9
Adenosyl
Adenosyl
2.5.1.6
2.3.1.15
Glycerol
2.7.1.30
3-P-Glycerol
2.3.1.51
CH2O-CO-R
Acetone 3-OH-Butyrate
2.7.8.5 4.1.1.4 1.1.1.30
CH3COCH 3
KETONE BODIES
3.7
.1.2
ATP
4.4.1.15
HSO3
+ CH3CH(NH3)COO
HO2SCH 2COCOO
CH3CH(OH)CH 2COO
Malonyl-Co-A Acetyl-ACP
2.3.1.38
CH 3CO-S-ACP
HOOCCH 2CO-SCoA
PYRUVATE
1.2.4.1 2.3.1.12 1.8.1.4
1.4.1.1
2.6.1.2
4.1.3.
1.1
3-Sulphinyl pyruvate
Cysteine sulphinate
Cysteate
4.1
6.3.2
.2
R-CO-OCH CH2O P
ALANINE
4.1.2.5
+ CH3CH(OH)CH(NH 3)COO
4.1.1.29
Hypotaurine
HO2SCH 2CH2NH2
1.8.1.3
HO3SCH 2CH2NH2
S-Adenosyl homocysteine
2.1.1.10 2.1.1.20
S-Adenosyl methionine
(SAM)
Taurine
-Glutamylcysteine
6.3.2 .3
Glycine
Phosphatidate
Acetoacetate
3.1.2.11
CH3COCH 2COO
4.1.1.9
18
7
+ OOCCH2CH2COOCH2CH2CH(NH 3)COO
4.1.1.12 2.6.1.18
CH3CH(OH)COO
Succinylhomoserine
2.3.1.46
CH3 CH3
.1.2
PYRUVATE
3-OH-Acyl-CoA
1.1.1.35 1.1.1.35
CH3(CH2)n COCH 2COSCoA CH3(CH2)2COCH 2COSCoA
CH3COCOO-
LACTATE
52
THREONINE
4.1.3. 18
4.2.99.2
3-Oxoacyl-CoA
2.3.1.
2.3.1.
16
3-Oxohexanoyl-CoA Acetoacetyl-CoA
CH3CH2COCH 2COSCoA CH3COCH 2COSCoA
16
4.
2.
1.
1.2.1.18
4.1.1.32
Malonic semialdehyde
OHCCH 2COO-
Bile Acids
HCHO
4.1.2.12
CH3 + CHCH(NH CH3
3)COO
Glutathione
1.1.1.3 1.1.1.86
CH3
Oxopantoate
4.2.1.16
Oxobutyrate
4.1 .3.1 8
CH3CH2COCOO
2-Acetolactate
CH3 HOCH 2CHCOO
CH3COC(OH)CH 3
C (OH)CH(OH)COO CH3
CHCOCOO
1.1.1.169
2.6.1.32
1.1.1.157
2.3.1.9
1.2.1.25
NADH+H+
4.1.3.5
1.1.1.35
3-Oxopentanoyl-CoA
OHCCOO
NAD+
.1.44 2.6.1.4 2.6
ACETYL-CoA
1.1.1.39
-OOCCOCH COO2
CH3COSCoA
Methylmalonyl semialdehyde
2.6.1.1 4.1.3.7 CH2COOC(OH)COOCH2COO4.2.1.3
CH(OH)COOCHCOOCH C 2COO-
CH3 OHCCHCOO
1.1.1.
31
3-Hydroxyisobutyrate
COO CH3COC(OH)CH 2CH3
3.1.2.4
HOCH 2CHCOS-CoA-
PANTOTHENATE
2.7.1.33
2.7.7.41
Glyoxylate
1.1.1.79 1.2.3.5
HOCH 2COO
4.1.3.5
CH2COO CH3C(OH)CH 2COSCoA
4.1.3.4
CDP-diacyl glycerol
O
Glycolate
1.2.1.21 2.7.8.5
HOCH 2CHO
-OH--Methylglutaryl-CoA
1.1.1.34
CH2COO CH3C(OH)CH 2CHO
NADH+H+
4.2.1. 18
OXALOACETATE
NAD+
4.1.3.8
2.3.1.
16
CH3CH2
2.6.1.32
ISOLEUCINE
CH 3
HOOC-COOH
Oxalate
FMN
I
I
1.1.1.37
4.1.3.2
CITRATE
Glyoxylate Cycle
-OOCCHO
Glycol aldehyde
1.4.3.8
+ HOCH 2CH 2NH 3
Propanoyl-CoA
2.1.3.1 4.1.1.41 5.1.99.1
CH3 OOC-CH-COSCoA
CH 3CH2COSCoA
CH3CH 2CHCOSCoA
1.2.1.25
4-P-Pantothenylcysteine
4.1.1.36
4-P-Pantetheine
2.7.7.3
1.6.5.3
+ POCH2CH2 NH3
Mevaldate
1.1.1.32
CH COO
FMNH2
2H
+
4.1.3.1
CH3CH(OH)CH2CO.SCoA
6.4.1.3
COOH
ISOCITRATE
1.1.1.41
(CH3)2CHC(OH)CH 2COO
2.7.1.82
Ethanolamine
CH3COCH 2CH 2N(CH 3)3
4H+
2Fe -S (5 Clusters)
1.6. 5.3
2-Isopropylmalate
4.2.1.18
4.2.1.18 1.1.1.3
(CH3)2CHCHCH(OH)COO
(CH3)2CHCH 2COCOO
2.6.1.6 1.4.1.9
LEUCINE
1.2.1.25
Dephospho-Coenzyme A
2.7.1.24
2.3.1.6
-OOCCOCH CH COO2 2
GLUTARATE
1.2.4.2 2.3.1.61
2-OXO-
4.1.1.71
Methylmalonyl-CoA
2.7.2 .4
ASPARTATE
4.3.1.1 6.3.5.4
3-Methylglutaconyl-CoA
H C N
OOCCH 2C = CHCOSCoA
6.4.1.4
3-Methylcrotonyl-CoA
H2 C
N
1.3.99.10
Isovaleryl-CoA
(CH3)2CHCH 2COSCoA
Coenzyme A
+ NH3 OOCCH-CH 2CH2CH2CHCOO + NH 3
Choline-P
2.7.1.36 2.7.4.2
CH2COO
2.7.1.32
CHOLINE
UQH2
FUMARATE
1.3.5.1
OOCCH=CHCOO-
+ P OOCCH 2CH(NH3)COO
Aspartyl-P
1.2
2.4.1.23
Psychosine
NHCOR
Diphosphomevalonate
4.1.1.33
FADH2
Fe-S Cyt.b
SUCCINYL-CoA
6.2.1.4
-OOCCH2CH2CO.SCoA
5.1.99.1 5.4.99.2
1.2.1.16
.1.1
UDP-Galactose
Acyl-CoA Cerebroside
CH3 CH2
UQ
UQH2
1.10.2.2
FAD
II
SUCCINATE
-OOCCH2CH2COO-
2.3.1.37
Glycine
1.3.1.26 OOCCH 2CH2CHO Aspartyl 4.2.1.52 2, 3-DihydroPiperideineSemialdehyde dipicolinate 2, 6-dicarboxylate Succinic semialdehyde OH
+ (CH3)3NCH2CH(OH)CH 2COO
HC OOCC
CH 2 CH-COO
H 2C OOCC
CH2 CH-COO
OOCCH 2CH2CONH OOCCH 2CH2CONH OOCCOCH 2CH2CH2CH-COO OOCCHCH 2CH2CH 2CH-COO + NH3
A M I N O A C I D S
2H+
Isopentenyl-PP
(C5)
2.5.1.1
CH3
CH3C-CH2CH2OPP
2UQH2
Phytoene
(C40)
2.5.1.32
Dimethylallyl-PP
(C5)
2.5.1.29
CH 3
4H+
5-Aminolevulinate
Asparagine
Carnitine
1.14.11.1
2.6.1.19 1.3.99.7
OOCCH 2CH 2CH2COSCoA
N6-Trimethyl3-OH-lysine
1.14.11.8
N6-Trimethyllysine
LYSINE
Geranyl-geranyl-PP
(C20)
Geranyl-PP
(C10)
2.5.1.10
2H+
+ R-CH(NH3) COO
4.1.1.70
Glutaryl-CoA
OOCCH 2CH2CH2COCOO
2-Oxoadipate
4-Aminobutyrate
(GABA)
4.
2.7.2.
OOCCH 2CH2CH2NH2
1.5.1.9
Saccharopine
1eCyt.bH
A A
1.
1.
15
Spermine
S-Adenosylmethyl thiopropylamine
(Decarboxylated SAM)
Biosynthesis Degradation
CH3-SCH 2CH2CHNH 2
TR A
NS
LEGEND
Carbohydrates Amino Acids
Biosynthesis Degradation
NA T IO N
GLUTAMATE
1.4.1.14
2.5.1.22
H2N(CH 2)4NH (CH2)3NH2
UQ
1.4.1.2 3.5.1.2 6.3.1.2
+ H2NOCCH 2CH2CH (NH3) COO
Glutamyl-P
1.2.1.41
Spermidine
Phytol (C20)
CH3
CH2OH
OPP CH2
Cyt.c
Farnesyl-PP
(C15)
2.5.1.21
Cu Cu
Heme a
CuB
+-
n tra
2H+
oscp
th
1.6.6.1 1.7.99.4
NO3NO2N2
-Tocopherol
(Vitamin E)
2H+
Heme a3
2e-
F6
F1
+ NH4
2.5.1.16
H2NCH2CH2CH2CH2NH2
Lipids
ATP CO2
Glutamine
Biosynthesis Degradation
Glutamic semialdehyde
2.6.1.13
Putrescine
CH2 CH2 CH N CHCOO
Biosynthesis Degradation
e as
6.3.5.5
Pyruvate Glyoxylate
4.1.3.16
OOCCH(OH)CH 2COCOO
CH3COCOO
OHCCOO
2H
ATP
AD
ATP
Carbamoyl-P
2.1.3.3
H2NCOOP
CITRULLINE
2.1.3.3
Pyrroline-5carboxylate
4.1.1.17 1.5.99.8 CH2 1.5.1.2
CH2 CHCOO CH2
T A
4-Hydroxy2-oxoglutarate
2.6.1.23
Biosynthesis
Degradation
F1
H+ H+
ORNITHINE
6.3.4.5
OOCCHCH 2COO N + H2NCNHCH 2CH 2CH2CH(NH3) COO
F0
H+
2.1.4.1
H2NCONH 2
1.14.11.2
PROLINE
HOCH H2C N H CH2 CHCOO
NH
COMPARTMENTATION
The "Backbone" of metabolism involves GLYCOLYSIS in the CYTOPLASM, the TCA CYCLE (mainly) in the Mitochondrial matrix and ATP FORMATION spanning the MITOCHONDRIAL INNER MEMBRANE
CH2 H2NCH2C=O
+ H+ H+
COOlevulinate -OOC
H2 C H2C
5-Amino-
b 10 c-suc -u
n it
Glycine +
UREA
CH 2 CH 2 N H
AT E
NH2
3.5.3.1
3.5.3.6
1.14.13.39
NO
Argininosuccinate
4-Hydroxyglutamate
HOCH HC
1.5.1.12
CH2 CHCOO
OOC
CH2 CH2
COO-
4.2.1.24
D PROTONS
ADP Pi
H+ H+ H+ H+
ARGININE
+ NH2
4.3.2.1
+ NH
HYDROXY PROLINE
HN C NH CO CH 2 N CH3
3-Hydroxypyrroline5-carboxylate
An electron flow (an electric current) generated from NADH and UQH2 drives the translocation of protons from the matrix to the intermembrane space. The retrolocation of these protons through the F0 subunits of ATP synthase to the matrix then supplies the energy needed to form ATP from ADP and phosphate
COO-
4.1.1.37
Uroporphyrinogen
4.3.1.8 4.2.1.75
H2 N
ATP
EN D
Porphobilinogen
ERGONIC REACTION
Guanidoacetate
H2NCNHCH 2COO
2.1.1.2
H2NCN(CH 3)CH2COO
Creatine
2.7.3.2
P- HNCN(CH 3)CH2COO
+ NH2
Electron Flow
Proton Flow
P-Creatine
3.5.2.10
1.5.1.2
Creatinine
Small Numbers ( eg. 2.4.6.7) refer to the IUBMBEnzyme Commission (EC) Reference Numbers of Enzymes