Docsity
Docsity

Prepare-se para as provas
Prepare-se para as provas

Estude fácil! Tem muito documento disponível na Docsity


Ganhe pontos para baixar
Ganhe pontos para baixar

Ganhe pontos ajudando outros esrudantes ou compre um plano Premium


Guias e Dicas
Guias e Dicas


Mapa Metabólico, Esquemas de Química

Mapa metabólico com suas vias, bem didático.

Tipologia: Esquemas

Antes de 2010

Compartilhado em 25/10/2009

junior-banhara-8
junior-banhara-8 🇧🇷

4.7

(34)

57 documentos

1 / 1

Toggle sidebar

Esta página não é visível na pré-visualização

Não perca as partes importantes!

bg1
2H
+
H+
OXA L OA CE T AT E
PY R UVA T E
SU C C IN YL - C oA
GL U TA R ATE
CIT R A T E
MAL A T E
2-OX O-
AS P A R T A T E
NO2-
NO
3-
N2
NH4
CH
3
COSCoA
AC E TY L -Co A
HOH
CO2
NAD
T
R
A
N
S
A
M
I
N
A
T
I
O
N
2H+
2H+
+
CO
2
5-Am ino-
levu linate
Glycine
H+
H+
H+
H+
H+
H+
c
H+H+
a
F
0
F
1
F
1
β
2
1
α
β
α
γ
1
0
c
-
s
u
b
-
u
n
i
t
s
A
D
P
+
P
i
H+
3
.
6
.
1
.
3
4
H
+
-
t
r
a
n
s
p
o
r
t
i
n
g
A
T
P
s
y
n
t
h
a
s
e
α
δ
F
6
oscp
ATP
ADP +
Pi
FUM AR A TE
UQH
2
UQ
UQH
2
NAD H+H+
CH2COO-
C(OH)COO-
CH2COO-
CH(OH)COO-
CHCOO-
CH2COO-
-OOCCOCH2CH2COO-
-OOCCH2CH2CO.SCoA
-OOCCOCH2COO-
CH3CH(OH)CH
2
CO.SCoA
-OOCCH=CHCOO-
Glyoxylate
Cycle
-OOCCHO
GTP
GDP
ATP
+
HEM E Pro topo rp hy rin og en Copr op or phy ri no gen Uropo rp hy rin og en Por pho bil ino ge n
5-Ami no-
levul inate
COO-
CH2
CH2
H2NCH2C=O
FAD H
2
FAD
Cyt.b
Fe-S
SU C C IN AT E
II
CH
3
COCOO-
PY R U V A TE
Pi
X Y
Cyt.c
1
Fe-S
2e-
2e- 1e-
1e-
III
2UQ UQ
UQH
2
2UQH
2
2UQ.
_
UQ .
_
Cyt.b
L
Cyt.b
H
Cyt.c
IV
Cu
A
Cu
B
Cu
A
1.9.3.1
2e-
Heme a
Heme a
3
2H
+
2H
+
4H
+
4H
+
2H
+
NAD+
NADH+H
+
NAD+
1.1.1.39
1.2.4.1
2.3.1.12
3.1.3.43
4.1.1.32
4.1.3.7
4.2.1.3
1.1.1.41
1.2.4.2
2.3.1.61
6.2.1.4
-OOCCH2CH2COO-
1.3.5.1
4.2.1.2
1.1.1.37
6.4.1.1
4.1.3.8
4.1.3.1
4.1.3.2
IS OC IT R A T E
2.6.1.1
2.3.1. 16
4.1.1.71
1.2.1.16
5.1.99.1
5.4.99.2
4.3.1.1
1.4.1.2 1.4.1.14
6.3.5.4
1.6.6.1
1.7.99.4
1.7.7.1
1.6.6.4
1.18.6.1
2.3.1.37
1.10.2.2
1.10.2.2
γ
ε
δ
β
3
3
β
A
T
P
ADP
E
N
D
E
R
G
O
N
I
C
R
E
A
C
T
I
O
N
1.6.5 .3
I
FMNH2
FMN I
1.6. 5.3
2Fe -S
(5 C lusters )
H+H+
H+H+
ATP
4H+
2H+
2H+
or
H+
PHOTO-
SYSTEM
l
O
2
3.6.1.3 4
NADP+
Glyceraldehyde
Ribulose-1,5-bis-P
2
β
8
8
H+
c
3
2
ε
a
3
2
α1
α
ε
α
β
2
1
3
α
α
β
3
α
β
H+
H+
H+
H+
H+
H+
H+
H+H+
H+
H+
H+
H+
H+
H+
H+
H+
H+
H+H+
H+
H+
H+
H+
H+
H+
H+
H+
H+
H+
H+
H+
H+
H+
Translocated protons
H+
H+
H+
H+
Pi
Ferredoxin
4H
+
PC PC
PC
PQH
2
2PQH
2
PQ_
.
2PQ_
.
Fe-S Cyt.f
PQ
2PQ
Cyt bf
2e-
1e-1e-
2e-
2e-
2e-
2e-
C
y
c
l
i
c
P
h
o
t
o
p
h
o
s
p
h
o
r
y
l
a
t
i
o
n
PQ
PHOTO-
SYSTEM
II
Cyt bc
N
o
n
-
c
y
c
l
i
c
e
l
e
c
t
r
o
n
f
l
o
w
2e-
2e-
Mn
2e-
*
Protons from Water
H
2
O
H+
H+
2H
+
2H
+
γ
ATP synthase
CO
2
Fixation
H+
ADP
P
i
H
+
NADPH+H
+
ATP
THYLAKOID MEMBRANE
CHLOROPLAST OUTER MEMBRANE
THYLAKOID LUMEN
STROMA
(
e
l
e
c
t
r
i
c
c
u
r
r
e
n
t
)
P680
Chl.a
Q
A
Q
B
Pheophytin
P700
Chl.A
0
A
1
Fe-S
ATP
ADP
ATP
1/2O2
H
2
O
PQH
2
To Br ain -
A
M
I
N
O
A
C
I
D
S
P
Y
R
I
M
I
D
I
N
E
S
P
U
R
I
N
E
S
C
A
T
E
C
H
O
L
A
M
I
N
E
S
A
R
O
M
A
T
I
C
A
M
I
N
O
A
C
I
D
S
hv
VIS IO N
L
I
P
I
D
P
H
O
T
O
S
Y
N
T
H
E
S
I
S
P
O
R
P
H
Y
R
I
N
S
S
T
E
R
O
I
D
S
I
S
O
P
R
E
N
O
I
D
S
P
H
O
S
P
H
O
L
I
P
I
D
S
D
E
G
R
A
D
A
T
I
O
N
L
I
P
I
D
B
I
O
S
Y
N
T
H
E
S
I
S
P
E
N
T
O
S
E
S
H
E
X
O
S
E
S
P
O
L
Y
S
A
C
C
H
A
R
I
D
E
S
COC H CH(N H )COO
2 3
+
FOL I C
AC ID
C1
POO L
VAL I NE
AT P
AT P
4.1.1. 4 1.1.1. 30
CH C O C H
3 3
CH C O C H COO
3 2
CH C H (O H)C H COO
3 2
3-OH -B utyr ateAce tone
Ace toac etate
KE T ONE B ODI ES
HYA L UR ONI C A CID DE RM AT AN BL OO D GR O UP
SU B S TA NC E S
PE P T ID O-
GLY C AN
N-Ac -Ne uram inate
(Sia late )
UDP -
Iduro nate
UDP -N- Ac -
Gal ac to s am ine UDP -
Gal ac tu ron ate
GDP -F u co s e
TDP -R h am nos e
ADP -
Glu co s e
UDP -G lu c os e
TDP -4 -Oxo -
6-deo xyg luc os e
MANN OS E
CHI TI N CHO ND R O IT IN PE C T IN
AL G INA T E S
INUL IN CE L L U L OS E
O-AN T IG E N S ST A R C H GLY C O G E N
LA C TO S E
GA L A C TO S E
O
OH
HO
OH
OH
CH
3
O
OPPT
O
OH
OH
O
OH
ACNH
HO OH
O
OHHO OPP U
NHAC
OH
OH OH
OH
HO
OH
NHCOC H
OHH O
O
OPPG
CH O H
2
HO
P
UDP -N- Ac -
Glu co s a min e
pyru vate
N-Ac -Ma nn os am ine -6-P
UDP -G lu c uro na te
GDP -M anno s e
N-Ac -Ma nn os am ine
UDP -N- Ac -
Glu co s a min e
N-Ac -G l uc os am in e-6 -P
So rbito l
Fru cto s e-1- P
Er ythr os e -4-P
3-Deh ydro gulo nate
L-X yl os e
L-L y xo s e
D-Xy lul os e
D-R ibo s e
Ri bitol
L-A ra bito l L-X yl ulo s e
L-R i bul os e L-R i bul os e -5-P
L-X yl ulo s e- 5-P
L-A ra bin os e Xyli tol D-X yl os e
D-Ar abi nos e D-R ib ulo s e
AS C O R B A T E
2, 3-Di oxo gulo nate
N-Ac -G l uc os am in e-1 -P
Inos i tol- PInos i tolGlu cu ro na teGul ona te
Gul ono la c ton e 2-Oxo gu lon ol ac ton e
Fr uc tos e
6-P -G lu c ona te
D-R ibu los e -5-P
D-Xy lul os e- 5-P
Manno s e-1 -P
GDP -G l uc o s e
TDP -G l uc os e
UDP -G a lac to s e
Gal ac to s e-P
Gl uc os e -1- P
Gl uc os e -6- P
Fr uc tos e- 6-P
Fr uc tos e-
1:6 -bis - P
OH
H H H
O
HOCH
2
C C C C CO
OH OHH OH
H H
O
HOCH
2
C C C CO CO
OHH
H
OH H
C C
OH
CO
P-R i bos y l
amin e
Gly c era te
2, 3-Di phos pho -
glyc era te
3-P -G ly c er ald eh yd e
1:3 -bi s -P -G l yc er at e
3-P -G ly c er ate
2-P -G ly c er ate
P-e no lpy ru va te
Inositol
CH O H
2
CH O H
2
HOCH
CH O H
2
CH O
2
HOCH
P
Gly c ero l
UDP -G a lac to s e
UDP -S u ga rs
CH C H OH
3 2
ET HA NO L
Dihy dro xy -
ac eton e-P
(Gly ce ro ne -P )
Glu co s a min e-6 -P
Pho s ph o-
ser ine
Chai n elonga tion Mitoch ondr ial
Se rine
Se rine
Indol e-3-gl yc erol -P
3-Deo xy-D -ara bino -
heptul os on ate -7-P
Indol eac etate
(Aux in) Ind oxy l
For mylk ynu reni ne
Ky nur eni ne 3-Hyd rox y
kyn uren ine 3-H ydro xy
anthr anil ate 2-A mino -3-c arbo xy
muco nate sem iald ehy de
NH
OH
Try ptami ne 1-(o-C ar box y phe nyla mino )
1-deo xy rib ulo s e-5- P N-(5 -P -R i bos yl )
anthr anil ate An thran ilate
Cate c hol
NH
Indol e-
ace talde hyde
NH
CH C H O
2
Indol epyr uva te
N
H
C-CH (OH )C H (O H) C H O
2
P
CH
2-Am inomu co nate-
6-s emia ldeh yde
CH C H NH
2 2 2
NH
1.2.3. 7
4.1.1. 43
3.5.1. 9 3.7.1. 3
4.2.1. 20
1.13.11.6 4.1.1.45
2.4.2. 18
4.6.1. 4
4.1.1. 48
1.14.13.9
4.6.1. 3 Dehy dro-
quina te
4.2.1. 10 1.1.1 .25 2.5. 1.19
Sh iki mate -3-P S hik ima te-5
enolp yru vate 3-P C hor is m ate
PE P
2.7.1. 71
1.4.1. 19
Homo gen tis a te Phe ny lpy ru va te
Cin na mate
Cou ma ra te
Pre phe na te
2-Am ino
muco nate
Fum ara te A s par tate
GL YC I NE
Sa rc os in e
Hydr oxy -
pyru vate
P-H yd rox y -
pyru vate
SE R IN E
Imida zole
glyc ero l-P
P-R i bos y l-A T P P-R i bos y lfo rm imi no
5-ami noim idaz ole-
car box amid e-R P
For mimin o
gluta mate Im idaz olon e
propi ona te Uroc ana te
Cy s tathi oni ne Homocy s tei ne
Pho s ph oa den yl yl -
sul pha te
(PA P S )
CH (NH )C OO H
2 3
+
His tidi nol -PHis tidi nolHis tidi nal 3.1.3. 15 2.6.1 .91.1.1. 23
3.6.1. 31
5.3.1. 16
2.4.2. 17
As par ag ine
AL AN IN E
3-S ulph iny l
pyru vate
Oxo butyr ate
2-Ac eto-2 -
hydr oxy -
butyr ate
O-P ho s pho -
homo s eri ne
HO S C H CH N H
2 2 2 2
Hypo taur ine
HO S C H CH N H
3 2 2 2
Tau rine
Glu tam ate
γ-Glu tam yl c ys te in e
Glu tath ion e
Gly c ine
Cy s tein e
ß-Ala nine
Cy s tea te S-A de nos y l
homo cy s tein e
4.2.99. 2
1.1.1. 86
4.2.1. 9
1.1.1. 86 4.2.1 .9 2.6. 1.32
4.1.3. 18
S-A de nos y l
methio nine
(SA M)
2-Methy lac eto-
ace tyl- C oA
2-Ac etola cta te 2-3-Di hyd roxy
iso va ler ate 2-O xo-
iso va ler ate
3-Hyd rox y-
iso buty ra te 3-Hyd rox y-
Iso buty r yl- C oA Meth yl
acr yl yl- C oA
2-Methy l-3-
hydr oxy -
butyr yl -C oA
Tigl yl -C oA
2 Methyl buty ryl-
CoA
2:3- Di-O H-
3-meth ylva lera te
2-Ox o-3-m ethyl
vale rate
Iso buty r yl- C oA
Cy s tein e
sul phi nate
4.2.99. 9
2-Is opr opy l-
mala te
CH C H COC OO
3 2
+
CH C H (NH )COO
3 3
CH C H (O H)C O O
3
HO S C H COC OO
2 2
OCH CO C OO
2
P
OCH CH (NH ) C OO
23
P
HOCH COC O O
2
HOCH CH(N H )COO
2 3
+
+
OH
CH C O C OO
2
COO
OH
OH
O
COO
OH
OH
HO P
COO
OH
OH
O
CH
2
P
COO
O-C-C OO
OH
OOH
OOC C H COC OO
2
N
H
HOC-C H (O H)C H (O H) C H
2
OP
CH
COO
NH
2
COO
OH NH
2
COO
COO
OCH
OOC CH NHC H
2 3
CH (C H ) C OS - AC P
3 2 14
CH ( C H ) COS CoA
3 2 14
CH ( C H ) C H =C HC O -S -A C P
3 2 2
CH C H =CH C O -S -A C P
3
CH C H (O H)C H COS -AC P
3 2
COS C oA
Lin ole ate
Oleo yl -C oA
Ste aro y l-C oA D eh yd ros tea ro yl -C oA OH-S te ar oy l-C o A O x os te ar oy l-C oA
Pal mito y l-A C P P a lm itoy l- C oA
AC YL -A CP 2, 3-En oyl -AC P
3, 4-De cen oyl -AC P
2, 3-De cen oyl -AC P
3-OH -Ac y l-A C P 3-Ox oa cy l- AC P
3-Ox o-D ec an oy l-A C P
3-Ox o-He xan oyl -AC P3-OH -Hex ano yl-A CP2, 3-He xen oyl -AC P
Bu tan oy l-A C P C ro tono yl -A C P 3- OH -B u tano y l-A C P Ac eto ac ety l-A C P
Hexa no yl -A C P
3-OH -Dec a no yl- AC PDeca no yl -A C P
Pal mito le oy l-A C P
γ-Lin ol ena te A rac hid onate Leu kotr iene B4
COS C oA
CO-S -AC P
Thr ombo xan e B2
HOOC C H CO-S -AC P
2
Malon yl -A C P
HOOC C H CO-S C oA
2
Malon yl -C o-A
CH C O -S -A C P
3
Ace tyl -A C P
CH O -C O -R
2
CH O H
2
R’-CO -O C H
FA TT Y ACID
AC Y L -C o A
(Cy tos o l)
CH O -C O -R
2
CH O
2
R’-CO -O C H
P
Car di oli pin Pho s ph atid yl gl yc er ol
Ace tylc holi ne
Gly cer opho s phoc hol ine
Lys ol ec ith in
Cho lin e
plas ma lo gen
CDP -c h oli ne C h oli ne-
P
Meva ldate
CH ( C H ) CH=C HC H (O H) C HC H OH
3 2 12 2
Dehy dro s phi nga nin Sphing ani n 4-S phi nge nin Psyc ho s ine
Acy l- C oA
Acy l- C oA
Cer ebr os i de
Gala cto s e
CH (C H ) C H=C HC H (O H) C HC H O-
3 2 12 2
NHCOR
Iso pen ten yl -P P
(C5)
Dimeth yl al ly l-P P
(C5)
Ger an yl -ge ra ny l-P P
(C20)
Far ne s yl -P P
(C15)
Squ ale ne
(C30)
Ger an yl -P P
(C10)
Des mo s tero l Zymo s ter ol L a nos te rol
CH C = C HC H O
3 2
PP
CH
3
Cer am ide
Gan gli os ide s
NHCOR
CH O
2
PP
OPP
CH
2
CHO L E S TE R O L
CH C ( OH )C H CH OH
3 2 2
CH C O O
2
CH C (O H )C H CHO
3 2
CH C O O
2
NADP +
Dehy dro as c or bate
OH
HO
HOCH
2
C C C C CO
OHH OH
OH
HO
HOCH
2
C C CO CO CO
H
NAD +
Pi
ADP
ADP
Phy toe ne
(C40)
Lyc ope ne (C 40 )
ß-CA R OT EN E (C40)
Rh odo ps inMetarh od ops in
Re tinoa te
trans -R e tina l
11-cis - R etin oltrans -R e tino l
(Vitam in A)
Re tinol este rs
Dark
Ligh t
Ubiqu inon e
(Coe nzy me Q)
Menaq uino ne
Pla s toq uin on e
Phy ll oqu in one
(Vitam in K)
Ops in
CHO
CH O H
2
CHO
CH O H
2
CH
3
CH O
3
CH O
3
n
O
O
O
O
Phy tol (C 20)
α-Toc oph erol
(Vitam in E)
Quin olin ate
Quin olin ate-
nucl eotid e
Nico tina te-
nucl eotid e
Des am ino -NA D
5-Hyd rox y-
trypto phan 5-H ydro xy trypta mine
(SE R OT ONI N)
N-Ac ety l-5 -O-m eth yl- s ero toni n
(MEL A T ON IN )
NH
CH C H NHCO C H
2 2 3
HO
NH
CH C H NHCO C H
2 2 3
CH O
3
+
NAD ( P )
NIC OT IN A TE
N-Ac ety l-s e roto nin
2.4.2. 19
Dopa mine Do pa
Dopa quino ne
THY R O X INEMEL A NIN
OH
OH
CHOHC H NHC H
2 3
OH
OH
CHOHC H NH
2 2
4-OH -3-Meth oxy -
pheny lgly co l
CHOHC H NH
2 2
OHOCH
3
OCH
3
CHOHC H OH
2
OH
OCH
3
4-OH -3-Meth oxy -
D-man dela te
Cy clic AMP ATP
Depho sp ho-C oe nzy me A
4-P- P ant ethe ine
4-P- P ant othe ny lc y s tei ne
4-P- P ant othe na te
Pan toa te
6.3.2. 1
1.1.1.169
3.5.1. 22
2.7.1. 33
NH
N
H
O
O
O
O
CH OH
2
OH
OCH
3
CH(O H)C OO
H
2
NH
3
+CH-C OO
C
O
O
COO
N
Ribose - P
N
+
COO
NH
CH C O O
2
O
OH
CH O
2
P
NHCOC H NH
2 2
OH
For myl
glyc ina mide -R P
Urea
For myl
glyc ina midi ne-R P
Alla ntoa te A llan toin UR A T E
ADP
Xant hine H ypox anth ine
Inos in e
Aden ine
Aden ylo -
suc c ina te
5-Am ino
imida zol e-R P 5-Am ino-4 -imida zol e
car box ylate -R P 5-Am ino- 4-imid azo le
(N-s uc cin ylc arb oxa mide )-R P 5-A mino imida zol e
car box amid e-R P
For myla mido -
imida zole -
car box amid e-R P
H NC ON H
2 2
HN
H C
2
CHO
NH RP
NH
C
C
C
O
CCO
OC NH
NH
H
N
HN
H
C
C
O
CCH
OC NH
N
N
HN
Car ba mo yl
ß-alan ine Di hydr o-
urac il Ur aci l
d-AD P
d-AT P
GT P GDP
XAN TH OS I NE -P
(XMP )
TTP
TDP
ß-Urei do
iso buty ra te Dihydr o
thymi ne Th ym ine d-UMP d-CMP d- C DP
CDP
Car ba mo yl
as par tate Dihy dro
orota te Oro tate Orotidi ne-P U ridin e-P
(UMP ) U DP
3-Am ino-
iso buty ra te
CH
C
NH
2
CH
OC
NH
N
CH
C
O
CH
OC N
H
HN
CH-C H
3
C
O
OC
NH
HN
CH
2
CH
2
CH
2
C
O
OC NH
HN
C
O
CH
OC
NH
HN C
CH
3
Methy lmalo nyl
sem iald ehy de
OHCC HC O O
CH
3
CH
2
C
O
CH-C OO
OC N
H
HN CH
C
O
C-CO O
OC NH
HN
H NCO N HC H CH COO
2 2 2
C
C
CCH
RP
HC NH
NH
OOC -CH -CH COO
2
N
N
N
CHO
NH RP
NH
OC
H C
2
2.7.7. 43
3.1.3. 29 1.1.1.158
5.1.3. 13
2.7.1. 38
3.2.1. 23
3.1.3. 29
4.1.3. 20
2.7.1. 60
5.1.3. 14
5.1.3. 7
5.1.3. 1
2.7.1. 4
5.4.2. 3
3.1.1. 17
1.1.1. 49
1.1.1. 21
2.7.7. 23
3.1.3. 25
1.13.99.1
1.1.1. 19
1.1.3. 8
5.3.1. 3
2.7.1. 53
1.1.1. 9
2.7.1. 15
2.7.1. 17
5.1.3. 4
5.1.3. 1
2.2.1. 2
4.1.2. 13
2.7.1. 11
2.7.1. 47
2.2.1. 1
1.2.1. 12
1.1.1. 29
1.1.1. 95
1.3.1. 35
1.14.99.25
2.3.1. 41
2.3.1. 41
2.3.1. 41
1.1.1.100
5.3.99. 5
4.2.1. 60
5.3.99 .3
1.14.99.1
1.13.11.34
1.3.1. 10
1.3.1. 9
1.14.99.5
1.3.1. 9
4.2.1. 61
4.2.1. 60
4.2.1. 60
4.2.1. 59
4.2.1. 58
1.3.1. 9
1.3.1. 9
6.2.1. 3 3.1.2. 20
1.1.1.100
5.3.1. 1
HOOC -C OO H
Oxa late
Gly c ola te
HOCH CHO
2
Gly c ol
aldeh yde
Eth ano lam ine -P
2.7.1. 30
2.3.1. 7
3.7.1. 2
4.1.3. 5
2.7.8. 8
2.1.1. 17
2.1.1. 71
1.3.1. 35 2.7.8 .2
3.1.4. 3
3.1.4. 4
2.7.7. 15
3.1.1. 5
3.1.4. 2
2.7.1. 32
2.7.1. 82
1.2.4. 1
2.3.1. 12
1.8.1. 4
2.6.1. 2
1.4.1. 1
4.1.1. 1
2.3.1. 50
1.1.1.102
3.1.4. 12
2.7.8. 3
2.4.1. 62
3.2.1. 46
5.2.1. 3
1.2.1. 36
2.3.1. 76
3.1.1. 21 5.2.1 .7
5.4.99. 7
1.14.99.7
4.3.1. 8
4.2.1. 75
4.1.1. 37
1.3.3. 31.3.3.4
4.99.1. 1
2.5.1. 29
2.4.1.4 7
4.1.1. 28 2.3.1 .5 2.1. 1.4
6.3.5. 1
6.3.1. 5
2.4.2. 11
2.7.7. 18
2.6.1. 5
1.2.1. 32
1.13.11.5
2.1.1. 28
2.1.2. 2 6.3.3. 1
3.5.2. 5
1.4.1. 10
1.7.3. 3 1.1.1.204 1.1.3.22
1.1.3. 22
4.1.1. 28
4.1.1. 21
2.1.2. 3
2.4.2. 1
1.5.99. 2
2.1.1. 5
2.6.1. 22
3.5.2. 3
2.6.1. 51
1.4.1. 7
3.1.3. 3
2.6.1. 52
2.1.3. 2
AC E T AT E
2.4.2. 4
2.1.1. 45
RP
CH
C
O
CH
OC N
HN
1.3.1. 14 2.4.2 .10 4.1.1. 23
2.7.7. 7
2.7.7. 7
2.7.7. 7
1.17.4. 1
2.7.7. 7
2.7.4. 14
4.4.1. 1
1.6.4. 1
1.13.11.20
4.4.1. 8
4.2.1. 22
1.1.1. 27
4.1.1. 29
6.3.2. 3
6.3.2. 2
1.8.1. 3
LA C T AT E
Ace talde hyd e
2.7.1. 24
2.7.7. 3
4.1.1. 36
Bil e Ac ids
CH C H COS C oA
3 2
Pro pa noy l- C oA
1.1.1. 31
2.1.3. 1
4.1.1. 41
5.1.99. 1
6.4.1. 3
6.3.2. 5
2.1.1. 14
2.1.1. 13
4.6.1. 1
CDP -E th ano la mi ne
1.1.1. 35 4.2.1 .17
+
HO S C H CH(NH )CO O
2 2 3
3.5.2. 7
NH
HN CH
OOC CHCH CH C O O
2 2
CMP -N -Ac etyl
neur amin ate
CDP -d ia c yl
glyc ero l
CHO L IN E
Eth ano lam ine
Gly ox y late
HIS TA MI NE
2.3.1. 46
Homo s eri ne
Tyr amin e
Pla nt Pig men tsTan nins
Maley l
ace toac etate
Fum ary l
ace toac etate
5.2.1. 2
CH C O O
2
OH
OH
OH
CH C H NH
2 2 2
OH
OH
CH C H NH
2 2 2
Hydr oxy phen yl
pyru vate
α-Toc oph erol
(Vitam in E)
LIG N IN
d-GT P
OH
OH OH
O
HO
OH
P
OPPT
CH
3
HO
OHOH
O
NAD P H
2.2.1. 1
2.7.1. 3
1.1.1. 45
1.1.1.130
1.10.3. 3
1.10.2. 1
1.1.1. 10
AT P
CH C H NH
2 2 2
NH
HO
5.4.99. 5
1.14.16.1
2.6.1. 5
1.13.11.27
Indol e
4.1.99. 1
1.13.11.11
OH
O
OH
NH C C C H
CH O
2
P
H H
COO
NH
2
COO
6.3.5. 3 6.3.2. 6 4.3.2 .2
Gua ni ne
DNA
6.3.4. 4
4.3.2. 2
C
C
O
CCH
HC NH
N
N
HN C
C
O
CCH
HC NH
N
N
HN
3.5.3. 4
2.4.2. 1
2.7.7. 6
2.7.7. 6
2.7.7. 6
2.7.7. 6
2.7.4. 6 2.7.4. 3
2.7.4. 4
2.7.4. 6
2.4.2. 15
1.1.1.205
6.3.4. 1
6.3.5. 2
2.7.4. 4
3.5.4. 3
3.2.2. 2
2.4.2. 1
3.1.3. 5
3.1.4. 6
6.3.4. 2
1.17.4. 1
1.17.4. 1
3.5.4. 12
2.7.4. 8
2.7.4. 9
2.7.4. 6
2.4.2. 4
1.3.1. 2
3.5.2. 2
3.5.1. 6
3.5.1. 6 3.5.2. 2 3.5.4. 1
Dipho s pho -
meva lona te
Meva lona te
3-Ox ope nta no yl- C oA
3-Ox oac yl-C oA3-OH -Ac yl-C oA2, 3-E noy l-C oA
2, 3-He xen oyl -Co A 3-OH-He xa noy l-C oA
Ace toa c ety l-C oA
3-OH -B uta no yl -C oA
Cro ton oy l-C o A
Pen tan oy l-C o A 3-OH -P en tan oy l-C o A
1.1.1. 35
1.1.1. 35
1.1.1.157
1.3.99. 3
1.3.99. 3
1.3.99. 2
1.1.1. 35
Odd C Fatty acids
Su cc in ylh omo s er ine
CO 2
2-OX O AC ID
Glu tam yl -P
Glu tam ine
UR E A
P-C r eati ne
Cre ati ne Cre ati nin e
Gly c ine
CIT R U L L IN E
Glu tamic
sem ia ldeh yd e
2-AMI NO A CID
Pyr ro lin e-5 -
car boxy late
Gly ox y latePyr uv a te
4-Hyd rox y-
2-oxo gluta rate
4-Hyd rox y-
gluta mate
3-Hyd rox y-
pyrr olin e-
5-ca rbox yla te
Putr es c in e
H NCH CH CH C H NH
2 2 2 2 2 2
Spe rmi din e
Spe rmi ne
N -Tri methy lly si ne
6
6
N -Tri methy l-
3-OH -lys i ne
Car ni tine
Glu tar yl -C oA Sa cc h ar op ine2-Am ino ad ipa te
sem ia ldeh yd e
2-Am inoa dipate
2-Ox oadi pate
Argi nino -
suc c ina te
Gua ni doa c eta te
Methy lma lon yl -C oA
4.1.2. 12
As par tyl
Se mia ldeh yde 2, 3-Dihy dro -
dipic olin ate
1.2.1. 11
4.2.1. 52 1.3.1 .26 P ipe ri dei ne-
2, 6-dic ar box yla te N -S uc ci nyl -
2-ami no-6- oxo-
pimel ate
2.6.1. 17
N-S ucc iny l-2, 6
diami nopi mela te Diam ino-
pimel ate
3.5.1. 18
3-Methy l-
gluta co ny l-C o A
(CH ) C H C H COSC o A
3 2 2
(CH ) C H C H COSC o A
3 2 2
3-Methy l-
cro tony l-C o A Isov ale ry l-C o A
Oxo panto ate
HCHO
OOC CH C = CH CO SC oA
2
CH
3
CH C O C HC O S C oA
3
CH
3
CH C H =C HC O S C oA
3
CH
3
CH C H (O H)C H C O S C oA
3
CH
3
C(OH) C H(O H )C O O
CH C H
3 2
CH
3
CH = CC O SC oA
2
CH
3
HOCH CHC OS -CoA-
2
CH
3
CH C H C O-S CoA
3
CH
3
C (OH )C H(O H)C OO
CH
3
CH
3
CH C H CHC OS CoA
3 2
CH
3
CH C = C HC O SC oA
3
CH
3
ATP
4-Am inobu tyra te
(GA B A )
1.3.99. 7
1.5.1. 2
1.14.11.2
2.6.1. 39 1.2.1 .31
1.14.11.8
2.5.1. 16
2.5.1. 22
4.1.3. 16
2.6.1. 23
1.5.99. 8
1.5.1. 2
6.4.1. 4 1.3.99 .10
4.2.1. 33
2.6.1. 6
1.1.1. 85 Oxoleuc ine
COOH
(CH ) C H C HC H (OH )C O O
3 2
S-A de nos y lm ethy l
thiopr opy lamin e
(Deca rbo xyl ated SA M)
PR O L IN E
Coe nzy me A
CH C = C HC H
3 2
CH
3
O
CH
CH
3
3
HO
CH
3
CH
3
CH
3
CH C -C H H O
3 2 2
C PP
CH
2
CH C = C HC H O
2 2
PP
CH
3
3-P- G ly ce ro l
Pho s ph atid yl
ethan olam ine
CE P H A L IN
3.1.4. 12
2.7.8. 3
Pro ge s ter one
1.5.1. 12
2.7.3. 2
4.2.1. 17
3.1.2. 4
2.6.1. 32
4.4.1. 15
Ace tyl s eri ne 2.7.7. 4
2.7.1. 25
1.8.99. 1 Ade ny lyl s ulp hate
(AP S )
2.7.1. 39
4.4.1. 15
4.1.1. 29
4.2.99. 8
2.3.1. 30
P-R i bos y l-
PP
1.1.1. 1
1.2.1. 4
As par tyl -P
5.1.1. 7
2.7.1. 40
4.1.3. 18
4.1.3. 18
1.5.1. 9
1.14.11.1
CHO L IN E
2.1.1. 13
1.3.1.2
NHCH CH S H
2 2
NHCH C H C O
2 2
OCH C( CH ) C H( OH) CO
2 3 2
P
ADP-
NHCH CH S H
2 2
NHCH C H C O
2 2
OCH C (CH ) C H(O H)C O
2 3 2
P-ADP -
NHCH CH S H
2 2
NHCH C H CO
2 2
OCH C (C H ) C H(O H)C O
2 3 2
1.4.1. 8
1.3.99. 3
1.3.99. 3
1.4.1. 9
4.2.1. 18
4.1.1. 20
1.3.99. 7
1.8.99. 2
+
CH C O -O C H CH(NH )COO
2 2 3
2.5.1. 6
2.1.1. 10
2.1.1. 20
1.1.1. 3
1.1.1. 3
4.2.1. 18
4.1.2. 5
4.3.1. 5
4.2.1. 20
2.1.2. 1
2.1.1.2 0
Glyo xy la te
2.1.1. 6
1.4.3. 4
1.14.18.1
1.14.16.2
Hexa no yl -C oA
Bu tan oy l-C oA
6.3.4.16
6.3.5. 5
2.7.2. 11
2.1.3. 3
NO
1.14.13.39
3.5.3. 6
3.5.3. 1
4.3.2. 1
4.1.1. 17
2.7.7. 41
2.6.1. 4
1.1.1.100
1.1.1. 8
2.3.1. 51
2.3.1. 15
2.7.8. 5
SO -
4
2
1.14.16.4
NH
2
OOC
OOC
4.1.1. 25
1.3.1. 13
1.3.1.13
2.7.4. 6
CY T IDI NE -
tripho s pha te
(CTP )
Cy tos in e
2.4.2. 9
4.1.1. 11
2.6.1. 18
4.3.1. 3
4.2.1. 49
3
HS O-
1.1.1.105
2.3.1. 41
NAD P H
1.1.1. 22
2.3.1. 4
5.5.1. 4
3.2.1. 26
3.2.1. 48
2.6.1. 16
1.1.1. 14
2.7.7. 34
4.2.1. 47
2.4.1. 68
2.4.1. 69
2.4.1. 9
5.3.1. 8
2.4.1. 11
O
OPPU
CH OH
2
CH OH
2
HO OH
OH
HO
2.4.1. 21
4.2.1. 52
1.2.1. 18
4.2.1. 18
O
CH
C
CH
OC N
HN
DP
CH
C
O
CH
OC N
HN
RPP P
OCH
2
H
C C
H
OHOH
CH
N
HN C
H
CP
H
O
OCH
2
C C
H
OH
H
OH
C
H
CC
C
NH
2
CCH
HC NRP (P P )
N
N
N
+
P
NH
2
H
O
OCH
2
C C
H
OH
H
OH
C
H
CC
OC
CCH
HC N
RP
N
N
NH
P
H
OCH
2
C C
H
OHOH
CO CH
2
C
CONH
2
CCH
HC NRP
N
N
NH
P
+
OOCC H N(CH )
2 3 3
Be tain e
Be tain e
aldeh yde
2.4.1. 16
5.1.3. 6
2.4.1. 33
2.7.7. 13
5.4.2. 8
5.3.1. 8
O
OH
CH O H
2
HO
OP
HO
2.7.1. 28
2.7.1. 31
6.3.4. 13
5.3.1. 1
2.2.1. 1
4.1.1. 9
3.1.2. 11
ß-OH-ß -Methy l-
gluta ry l-C o A
6.3.4. 5
5.3.1. 6
2.5.1. 21
2.1.1. 2
3.5.2. 10
6.3.2. 13
6.3.2. 7-10
2.7.7. 27
2.7.7. 9
3.5.4. 10
C
C
O
CCH
OC
NRP
N
N
H
HN
C
C
O
CCH
N
N
N
HN
RP
HN
2
C
2.7.4. 6
1.17.4. 1
2.7.4. 6
2.6.1. 13
Car ba mo yl-
P
2.3.1. 9
Car ni tine
2.6.1. 4 2.6.1. 44
CH C ( OH )C H COS C oA
3 2
CH C O O
2
1.2.3. 5
1.1.1. 34
2.3.1. 16
4.1.3. 5
2.3.1. 16
4.1.3. 4
Menaq uino ne
4.1.1. 15
2.6.1. 19
4.2.1. 16
Car no s in e
CH C H NH
2 2 2
C
NH
NC
HC
H
4.1.1. 22
4.3.1. 3
Ubiqu inon e
Pla s toq uin on e
D-R ibo s e-5- P
NH
CH C H (NH )COO
2 3
HO +
O
OH
OH
HO
OPPU
COO
-
O
OH
OH
HO OPP U
COO
-
OH
H OH
HOCH
2
C C C O
H
CO C O O
-
O
CHOH
CHOH
AcNH
HO
OPC
O
CO
-
CH OH
2
O
CHOH
CHOH
AcNH
HO
OH
COO
CH O H
2
O
OH
OHHO
HO
CH O
2
P
O
OH
ACNH
HO OH
CH O
2
P
O
O
OHHO
HO
P
CH O H
2
O
OH
OH HO
HO
CH O H
2
O
OHHO OH
3
CH O
2
P
O
OH
HO O
NHCOC H
3
P
CH O H
2
CH O H
2
CH O H
2
O
OH
HO OH
NH
2
CH O
2
P
O
OH
HO
OH
OPPU
CH O H
2
O
O
HO
OH
OH
HO
P
CH O H
2
CH O H
2
O
O
HO
OH
OH
O
OH
OH
OH
CH O H
2
O
OH
HO
OH
OH
CH
2
CH O P
2
OH
H H HOH
C C C C
OH OHH
COO
-
HOCH
2
H
OH OHO H
C C C CHO
H
H
HOCH
2
H
OH OHH
C C C CHO
HOH
HOCH
2
OH
H OHH
C C C CHO
HOH
HOCH
2
H
OH HOH
C C C CHO
OHH
HOCH
2
OH
H H
OH
C C C CHO
OHH
HOCH
2
OH
H OHO H
C C C CHO
HH
HOCH
2
H
OH HOH
C C C C
OHH H
OH
COO
-
POC H
2
OH
H OH
C C CO
H
POC H
2
CH O H
2
H
OH H
C C CO
OH
HOCH
2
CH O H
2
CH O H
2
POC H
2
H
OH OH
C C C O
H
CH O H
2
POC H
2
OH
H H
C C CO
OH
CH O H
2
POC H
2
H
OH OH
C C CO
H
HOCH
2
CH O H
2
OH
H OH
C C CO
H
HOCH
2
CH O H
2
OH
H H
C C CO
OH
HOCH
2
CH O H
2
H
OH OHH
C C C
H
OH
HOCH
2
CH O H
2
OH
H OHO H
CCC
HH
HOCH
2
CH O H
2
H
OH HOH
C C CC
OHH H
OH
CH O H
2
HOCH
2
H
OH OH
C C C HO
H
POCH
2
H
OH H
OH
C C C CO
OHH
HOCH
2
CH O
2
P
H
OH OHO H
C C C
HH
HOCH
2
CH O H
2
H
OH OH
C C C
H
CO
H
HO
POC H
2
CH O H
2
P
H
OH OH
C C C
H
CO
H
HO
CH O
2
P
OCH
2
H
OH OH
C C
H
C CHO
OH
H
POCH
2
POCH
2
O
OH
NH
2
OH
CH O
2
P
CHOHCHO
POCH
2
HOCH2C O C H 2OP
O
OH
O OP P
OH
CH O
2
P
CHOHC O O P
POCH
2
CHOH
POC H
2
COO
COO
OH
O
HO OH
COO
CH (C H ) C H(O H )C H COS -C oA
3 2 14 2
CH (C H ) C H(O H )C H COS
3 2 14 2
CH (C H ) C OC H COS -C o A
3 2 14 2
CH (C H ) C OC H COS -C o A
3 2 14 2
CH ( C H ) COS -CoA
3 2
n+
2
CH (C H ) C H=C HC O S - C oA
3 2 14
CH ( C H )
3 2 n
CH=CH C OS -CoA
CH (C H )
3 2 5 2
CH=CH C H COS AC P
CH (C H )
3 2 6
CH=CH C OS ACP
CH ( C H )
3 2 6
COCH COS ACP
2
CH (C H )
3 2 6 2 2
CH C H COS AC P
CH ( C H )
3 2 2 2 2
CH C H COS AC P
CH C H CH C O S A C P
3 2 2
CH ( C H )
3 2 6
CH(OH )C H COS A C P
2
CH C H =CH C O .S - AC P
3
CH (C H )
3 2 2 2
COCH COS ACP
CH
3
COCH COS ACP
2
CH ( C H )
3 2 n 2
COCH COS ACPCH ( C H )
3 2 n 2
CH(OH )C H COS A C P
CH (C H )
3 2 2 2
CH(OH )C H COS A C P
AC Y L -C oA
(Mitoc hondr ia)
CH ( C H ) CH CH C O S C oA
3 2 2 2n
CH ( C H ) CH=C H C OS CoA
3 2 n
CH (C H C H(O H )C H COS C oA
3 2n
CH ( C H ) C H CH COSC oA
3 2 2 2 2
CH ( C H ) C H =C HC O S C oA
3 2 2
CH ( C H ) CO C H COS C oA
3 2 2n
CH C O C H COS C oA
3 2
CH (C H ) C H(O H )C H COS C oA
3 2 2 2
CH C H (O H)C H COS CoA
3 2
CH C H =C HC O S C oA
3
CH C H CH C O S C oA
3 2 2
CH C H CH CH C OS C oA
3 2 2 2
Pen teno y l-C o A
CH C H CH=C HC O S C oA
3 2
CH C H CH(O H) C H COS C oA
3 2 2
CH (C H ) C OC H COS C oA
3 2 2 2
CH C H COC H COS C oA
3 2 2
OH OH
HO OH
O
O
-
CH O -P O
2
CH C HOHCH OH
2 2
O
CH
2
CH
2
R
'
-CO-OC H
O-CO-R
O-PO
O
-
HOCH CH
2 2
NH
3
+
P
OCH CH
2 2
NH
3
+
CPP - O C H CH
2 2
NH
3
+
O
-
CH O -C O -R
2
CH O P
2
OCH CH
2 2
NH
3
+
CH C O C H CH N (C H )
3 2 2 3 3
HOCH CH N(CH )
2 2 3 3
+
CH CH
2
COO
(NH )
3
+
OH
OH
CH CH
2
COO-
(NH )
3
+
CO
NH
2
CH C H (N H )COO
2 3
+
NH
OC CO
NH
OC N
H
C
H
H N
2
HC CH
N
N
C
RP
H N
2
CH
C
CH
OC N
N
DP
NH
2
RPP P
CH
C
CH
OC N
N
NH
2
C
C
CCH
RP( P )
HC N
N
N
N
NH
2
H NC OO
2
P
(CH ) NH
2 3 2
H N(C H ) NH
2 2 3
(CH ) NH
2 4
(CH ) NH
2 3 2
H N(C H ) NH
2 2 4
CH -S C H CH CHNH
3 2 2 2
Adeno s yl
+
+
CH
3
CH
3
CHCH (N H )COO
3
++
C
NH
N
C
HC
H
CH C H (N H )CH OH
2 3 2
+
C
NHN C
HC
H
CH C H (NH )CH OP
2 3 2
C
NHN C
H
HC CH COCH OP
2 2
+
HSC H CH C H (NH )CO O
2 2 3
+
+
SCH CH C H (N H )COO
2 2 3
CH C H (NH )CO O
2 3
RP
C
O
C-CO O
OC N
HN
CH
2.4.1. 23
CH (C H ) C H=C HC H (O H) C HC H OH
3 2 12 2
NH3
+
CH (C H ) C H(O H )C HC H OH
3 2 14 2
NH3
+
CH ( C H ) COC H C H OH
3 2 14 2
NH3
+
Gala cto s e
CH (C H ) C H=C HC H (O H) C HC H O-
3 2 12 2
NH3
+
4.1.1. 70
H NC ON H
2 2
OHCC H N(CH )
2 3 3
+
C-CH
3
C
O
CH
OC NDP
HN
DP
CPP -O C H CH N(CH )
2 2 3 3
+
OCH CH N( C H )
2 2 3 3
+
1.2.1. 41
UDP -N- Ac -Mura mate
O
O
CH C H
3
COO-
NHAC
HO
OPPU
CH O H
2
4.1.3. 20
O
OH
CH
3
HO HO OPP G
2.7.7. 24
2.4.1. 22
2.7.7. 12
5.1.3. 2
5.3.1. 4
Se doh eptu lo s e-P P
3.1.1. 28
4.2.1. 24
N
CH2
CH2
N
N
N
CH3
CH3
CH
CH
COO
CH
CH
CH2
H C
3
H C
3
H C
3
HC
C
C
H
H
Fe
CH2
CH2
COO--
CH3
CH3
CH2
CH2
CH2
H C
3
H C
3NH
NH
N
H
N
H
CH
CH
H C
2
C
C
H2
H2
-
CH2
CH2
COO
CH2
CH2
COO -
H C
2
H C
2
CH 2
CH 2
OOC
COO
H N
2
N
H
-
-
CH2
H C
2
H C
2
H C
2
H2
H2
CH2
CH2CH 2
CH2
CH2
CH2
NH
NH
N
H
N
H
COO
COO
COO C OO
C
C
-
-
CH2
CH2
COO
CH2
CH2
COO- -
-
-
OOC
-
OOC
-
CH3
CH3
H C
3
H C
3
H C
2
H2
H2
NH
NH
N
H
N
H
CH2
CH2
CH2
CH2
CH2
C
C
COO
-
CH2
CH2
COO
CH2
CH2
COO
- -
COO-
COO-
CH C (O H )C H CH O
3 2 2
PP
CH C O O
2
OHCC O O
HOCH COO
2
NH2
H NC NH C H COO
2 2
+ NH
2
H NC N( C H )CH C O O
2 3 2
+ NH
2
HNCN (C H )CH COO
3 2
P-
+
HN CNH CO
NCH
2
CH
3
OOC C HC H COO
2
H NC NH C H CH C H CH
2 2 2 2
N
(NH )
3
+COO
CHCO O
HC
CH
2
HOCH
N
OOC CH (OH )CH C H(NH )COO
2 3
+
CHCO O
CH
2
HOCH
H C
2
N
H
NH
CHCO O
CH
2
CH
2
CH
2
OOC CH (OH )CH C OC OO
2
N
CHCO O
CH
2
CH
2
CH
CH C O C O O
3
OHCC O O
+
H NC ON HC H CH CH C H
2 2 2 2
(NH )
3
COO
H NOC C H CH CH
2 2 2
COO
(NH )
3
+
R-CO -C O O
+
COO
R-CH (N H )
3
+
COOH NOC C H CH
2 2
(NH
3
+
OOC -CH -CO S CoA
CH
3
P OO CC H CH
2
COO
(NH )
3
+
OOC CH CH CHO
2 2
OHCC H CH
2
COO
(NH )
3
+
(CH ) NCH CH(OH )C H COO
33 2 2
+
OHCC H CH CH
2 2
+COO
(NH )
3
POOC C H C H CH
2 2
+COO
(NH )
3
OHCC H CH C H CH
2 2 2
COO
(NH )
3
+NH CH C H CH C O O
2 2
COO
C H CH C H CH C H
2 2 2 2
COO
(NH )
3
+
H N(C H )
2 42
CH(NH )COO
3
CH(NH
3
++
(CH ) N( C H )
3 3 23
CH C H (N H )COO
2 3
+ +
CH
2
C
H
OOC C N
HC
CH-C OO
CH
2
C
H
2
CH-C OO
OOC C
N
H C
2
OOCC O C H CH C H CH-C O O
2 2 2
CH C H
2 2 2
OOC CH CH CONH
2 2
OOCC H C H CH C H CH-C O O
2 2 2
OOC CH CH CONH
2 2
CH
2 2
NH
3
+OOCC H -C H CH C H CHC OO
2 2 2
NH
3
+
NH
3
+
(CH ) CHC (O H) C H
3 2 2
COOH
COO (CH ) C H C H COCO O
3 2 2
+
(CH ) C H C H
3 2 2
CH(NH )COO
3
HOCH CHC OO
2
CH
3
CHCO C O O
CH
3
CH
3
CH C O C (O H) C H
3 3
COO
+
POC H CH C H (NH )COO
2 2 3
+
HOCH CH C H (N H )COO
2 2 3
+
CH C H CH(NH )CO O
2 2 3
OOC CH CH
2
COO
2
+CH S H
2
OOC CH (NH )CH CH CONHC HC ON HC H COO
3 2 2 2
HOCH C(C H ) C OC OO
2 3 2
HOCH C(C H ) C H( OH) CO O
2 3 2
NHCH CH COO
2 2
HOCH C (C H ) C H(O H)C O
3 2
)
2 3 2
NHCH CH COO
2 2
OCH C(CH )CH(O H) C O
2 3 2
P
CH C H
3 2
CH
3
CH +
CH(NH )COO
3
CH C O C (O H) C H CH
3 2 3
COO CHCO C O O
CH C H
3 2
CH
3
NHCHC H SH
2
COO
NHCH C H C O
2 2
OCH C(C H ) C H( OH) CO
2 3 2
P
+CH S H
2
OOC CH (NH )CH CH C O NHC HC OO
3 2 2
+
Adenosyl
SCH CH C H (N H )COO
2 2 3
+
SCH CH CH(NH )COO
2 2 3
+
HO S C H CH(NH )CO O
3 2 3
+
+
S-CH CH(N H )COO
2 3
S-CH CH(N H )COO
2 3
+
HSC H CH(NH )COO
2 3
1.1.1. 23
H
C
NH
NC
HC CH C HC O O
2
NHCO C H CH N H
2 2 2
+
H
C
NHN C
HC CH CH(NH )COO
2 3
CHCH CH COO
2 2
NH
NCH
OC C CH CHCO O
NH
NCH
CH
CH C O O
3
N
H
OOC
CH-C OO
OC
NH
2
CH
2
H NCH CH COO
2 2 2
H NC H
2 2
CH
3
CHCO O H NC O NH C H CHC OO
2 2
CH
3
C
C
O
CH
RP
HC N
N
N
HN
C
C
C
O
CH
HCO N
N
NRP
C
CH
N
N
H N
2
H
C
C
C
O
CH
N
N
C
C
CH
N
N
RP
H N
2
H N
2
C
O
O
OP
~ ~
P O
O
O O
P O
O
CH
2
N
N
N
N
O
OHOH
NH
2
HC
CH
N
N
N
N
O
O
P O O
O
CH
2
OH
NH
2
HC
CH
COO
CO
NH
OC N
H
C
H
H N
2
NH
2
OOC -CH -CH COO
2
HNCO CCH
N
N
C
RPRP
H N
2
OOC CCH
NRP
N
C
H N
2
CH=CH C O O
OH
CH=CH C O O
CH C O C OO
2
CH
2
P
COO
OH
O
O
O
COO
O
CH C O O
2
O
CH C O O
2
-OOC
OCH
2
CH
2
OH
H
C
P
HOCH HCOH
OC
COO
COO
HO
OH
OH
O
NH
2
COO
OCH
NH
CH C O C O O
2
NH
CHO
CO
NH
2
OH
CH C H (NH )CO O
2 3
+
N
COO
COO
N
+
COO
COO
RP
O
OH
OH
HO OPP U
COO
O
OH
NHCOC H
3
HO
OPPU
COO
CH O H
2
O
O
CCH
2
NHAC
HO OPP U
COO
CH O H
2
O
OH
HO OH
OH
COO
OOC CH N(C H )
2 3 2
Dimeth ylgl yc ine
1.1.99. 1
1.2.1. 8
COO H O HO COO
O
HO OH
COO
CH(O )
PPOCH
2
COO CH(OH)
HOCH
2
COOCOO
CH(O )P
HOCH
2
COO
CH =C (O )
2
PCOO
CONH
2
Ribose
-O - P - O - P - O-
Adenosine( P )
+
N
O
O
O
O
+
COO
N
Ribose
- O - P - O - P - O
-Adenosine
O
O
O
O
II
II
OH
O
CH CH
2
COO
(NH )
3
+
Epi nep hrin e
(Adre nalin e) Nor epine phri ne
(Nora drena line)
Norm etepin ephr ine
(Norm etadre naline )
HOCH C H N(CH )
2 2 3 3
+
Adenosyl
+
+
SCH CH CH(NH )COO
2 2 3
CH
3
(CH ) N( C H )
3 3 23
CH C H (N H )COO
2 3
+ +
OH
OOC C H CH CH C OS CoA
2 2 2
OOC CH CH CH N H
2 2 2 2
OOC C H CH CH C OC OO
2 2 2
OOC C H CH CH C H
2 2 2
COOCOO
(NH )
3
++
HO
H
HO
H
H
HO H
HO
H
Pro sta gla ndin PG E2
OH
HOCH
2
C C CO C
COO
OHH
OH
H H
-
COO
O
R
'
-CO-OC H
CH O -C O -R
2
CH O P OC MP
2
O
CH C H N(CH )
2 2 3
+
O
HOCH
CH O P O
2
CH O H
2
O
-
CH O P O
2
O
CH O C H=C H R
2
CH C H N(CH )
2 2 3 3
+
O
-
CH O P O
2
O
R'-CO -O C H
CH O-CO-R
2
3.1.1. 32
CH C H N(CH )
2 2 3 3
+
O
-
O
HOCH
CH O P O
2
CH O -C O -R
2
CH C H N(CH )
2 2 3 3
+
O
-
CH C H (N H )COO
2 3
+
+
C
NH
N
C
HC
H
CH C H (N H )CHO
2 3
HS
11-cis - R etin al
Pi
ADP
NADP +
GDP -
Mannu ron ate
Manno s e-6 -P Dehy dro-
shi ki mate Sh iki mate
R NA
d-GD P
d-CT P
GUA N OS IN E -P
(GMP )
ß-Ala nine
P-R i bos y l-A MP P- R ib ulo s y lfo rm imi no
5-ami noim idaz ole-
car box amid e-R P
Imida zole
ace tol-P
HS HSO -
PA NT OT H E N AT E
3-Is opr opy l-
mala te
Su cc ini c
sem ia ldeh yd e
2.4.1. 17
Diac yl
glyc ero l
2.3.1. 6
1.14.12.1
1.4.4. 2
CH C H O
3
3.5.4. 19
4.2.1. 19
3.3.1. 1
4.1.1. 12
4.1.2. 5
COO-
2
OHCC H
2.1.4. 1
2.4.99. 7
5.1.3. 12
1.1.1.132
4.2.1. 46
2.7.1. 7
2.4.1. 29
2.4.1. 21
2.4.1. 13
2.4.1. 1
etc.
5.4.2. 2
2.7.1. 6
2.7.7. 10
3.1.1. 18
4.1.1. 34
2.7.1. 47
2.7.1. 16
3.1.3. 9
ADP
P-G lu c on o
lact one
1.1.1. 44
O
O
OH
HO
OH
CH O
2
P
PHE NY L A L A NI NETY R O S IN E
TR Y P T O P HA N
INOS I NE -P
(IMP)
THY MID INE -P
HIS TI DIN E
UR IDIN E -
tripho s pha te
(UTP )
CY S T IN E C Y S T E IN E
ISO L E U C IN E
LE U C INE
LYS IN E
OR NI TH INE
AR G I NIN E HY DR OX Y
PR O L IN E
PHO S P H A TI DY L
SE R INE
Pho s ph atid yl
inos itol
LE C IT H IN
SP H ING O MY E L IN
ST E R OI DS
Pre gne no lo ne
2.7.6. 1
2.4.2. 14
6.3.4. 7
5.3.1. 9
3.1.3. 11
1.2.1. 13
2.7.2. 3
H
OH OH
C C C
H
CO
OH
C
H
H
OH
POC H
2
CH O
2
P
5.4.2. 1
ADP
4.2.1. 11
Endo pla sm ic Reti cul um
1.1.1.100
3.1.1. 3
Pho s ph atid ate
2.3.1. 39
4.2.1. 17
4.2.1. 17
4.2.1. 55
1.1.1. 79
1.2.1. 21
1.4.3. 8
1.1.1. 32
2.7.1. 36
2.7.4. 2
4.1.1. 33
2.5.1. 1
2.5.1. 10
2.7.8. 5
2.7.8. 1
4.1.1. 65
2.7.7. 14
1.3.99. 7
PO
O
CH (C H ) C H=C HC H (O H) C HC H O
3 2 12 2
NHAcyl
CH C H N(CH )
2 2 3 3
+
O
-
3.5.1. 23
1.13.11.21
2.5.1. 32
1.1.1.105
2.4.2. 19
1.2.1. 32
MET HI ON INE
4.1.3. 27
4.2.1. 51
1.14.17.1
1.14.18.1
1.14.13.11
Gly c ina mi de-
ribos y l-P
4.2.1. 22
3-Ox oh ex ano yl -C oA
THR E O NIN E
1.2.1. 25
1.2.1. 25
1.2.1. 25
1.5.1. 7 - 10
GL U T AM A TE
2.3.1. 38
AT P
NAD H
SU C R OS E
ADE N OS IN E -P
(AMP )
Triac ylgl ycer ol
FAT
R NA
CH
3
CH
2
OC-C OO
OH
COO
CH CH
2
COO
(NH )
3
+
GLY C O P R O T E IN S
GA NG L IO S I DE S
MUC INS
4.1.2. -
2.6.1. -
GL U C O S E
O-Ac yl- car nitine
O-Ac yl -car nitin e
OH
O
-
-
R-CO -O C H
R
'
-CO-OC H
R
'
-CO-OC H
O
HCO-C O -R
CH CH( OH) CH O -P -OC H
2 2 2
CH O -C O -R
2
O
R
'
-CO-OC H
O
-
CH O -C O -R
2
CH O -P O
2
O
-
2.7.8. 11
H NCH CH CH C H
2 2 2 2
COO
(NH )
3
+
2.3.1. 20
3.1.3. 4
2.7.1.107
NH2
+
+
H NC NH C H CH C H CH
2 2 2 2
COO
(NH )
3
H
OH
H
OH
C C C CO
OHH
HOCH
2
CH O H
2
R-CH
2
COO
CH O -C O -R
2
CH O -C O -R "
2
R’-CO -O C H
OH
O
CH C HNH
2 3
+
O
R
'
-CO-OC H
O
-
CH O -C O -R
2
CH O P O
2
COO
OOC CH CH CH
2 2
COO
(NH )
3
+
CH C H (O H)C H (N H )COO
3 3
O
OH
HO
OH
OH
CH O H
2
CH O H
2
NH
CH O -C O -R
2
1.3.1. 13
4.1.1. 28
Malon ic
sem i-
aldeh yde
2.7.2. 4
2.1.3.3
3.5.1.2
6.3.1.2
6.3.5.5
Car boh yd ra tes
Biosynthes is
Degradation
Amin o Aci ds
Biosynthes is
Degradation
Lipi ds
Biosynthes is
Degradation
Pur ines &
Pyr imi din es
Biosynthes is
Degradation
Biosynthes is Degradation
Vitam ins Co- enzy mes & Hor mone s
Pent os e Pho sp hate P athwa y
Pho tos ynth es is D ark Rea cti ons
COM P AR T ME N T AT I ON
The "B ackbone " of me tabolism involve s
GLYC O LY SI S in the C Y TOP L AS M,
the TCA C YC LE ( mainly) in the Mitochondria l matrix
and ATP F OR MAT IO N s panning the
MITOC HO NDR IAL IN NE R ME MB RA NE
An electron flow (an electric current) generated from
NADH and UQH
2 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
Electron Flow Proton F low
Small Nu mbers ( eg. 2.4 .6. 7) re fer to the IUB MBE nz yme
Commission (E C) R efere nce N umbers of E nzyme s
LE G E ND
Human Metabolis m is identified as far poss ible by bla ck a rrows
Biosynthes is Degradation
HE MO GL O B I N C H L OR O P HY L L
AT P
T
R
A
N
S
L
O
C
A
T
E
D
PR OT O NS
2.7.1. 1
AT P
2.7.1. 2
sig ma- ald rich .co m/pa th w ay s
Arg enti na
SIGMA-ALDRICH DE
ARGENTINA, S.A.
Tel:54 11 4556 1472
Fax:54 11 4552 1698
Aus tral ia
SIGMA-ALDRICH PTY., LIMITED
Free Tel:1800 800 097
Free Fax: 1800 800 096
Tel:612 9841 0555
Fax:612 9841 0500
Aus tria
SIGMA-ALDRICH HANDELS GmbH
Tel:43 1 605 81 10
Fax:43 1 605 81 20
Belg ium
SIGMA-ALDRICH NV/SA.
Free Tel:0800-14747
Free Fax: 0800-14745
Tel:03 899 13 01
Fax:03 899 13 11
Braz il
SIGMA-ALDRICH BRASIL LTDA.
Tel:55 11 3732-3100
Fax:55 11 3733-5151
Cana da
SIGMA-ALDRICH CANADA LTD.
Free Tel:800-565-1400
Free Fax: 800-265-3858
Tel:905-829-9500
Fax:905-829-9292
China
SIGMA-ALDRICH CHINA INC.
Tel:86-21-6386 2766
Fax:86-21-6386 3966
Czech Re publi c
SIGMA-ALDRICH s.r.o.
Tel:246 003 200
Fax:246 003 291
Denm ark
SIGMA-ALDRICH
DENMARK A/S
Tel:43 56 59 10
Fax:43 56 59 05
Finla nd
SIGMA-ALDRICH FINLAND
Tel:358-9-350-92 50
Fax:358-9-350-92 555
France
SIGMA-ALDRICH CHIMIE S.à.r.l.
Tel appel gratuit: 0800 211 408
Fax appel gratuit: 0800 031 052
Germ any
SIGMA-ALDRICH CHEMIE GmbH
Free Tel:0800-51 55 000
Free Fax: 0800-649 00 00
Gree ce
SIGMA-ALDRICH (O.M.) LTD
Tel:30 210 9948010
Fax:30 210 9943831
Hung ary
SIGMA-ALDRICH Kft
Tel:06-1-235-9054
Fax:06-1-269-6470
Ingyenes zöld telefon: 06-80-355-355
Ingyenes zöld fax:06-80-344-344
India
SIGMA-ALDRICH CHEMICALS
PRIVATE LIMITED
Telephone
Bangalore: 91-80-5112-7272
Hyderabad:
91-40-5531 5548 / 2784 2378
Mumbai:
91-22-2579 7588 / 2570 2364
New Delhi:
91-11-2616 5477 / 2619 5360
Fax
Bangalore: 91-80-5112-7473
Hyderabad:91-40-5531 5466
Mumbai: 91-22-2579 7589
New Delhi: 91-11-2616 5611
Irela nd
SIGMA-ALDRICH IRELAND LTD.
Free Tel:1800 200 888
Free Fax: 1800 600 222
SIGMA-ALDRICH ISRAEL LTD.
Tel:08-948-4100
Fax:08-948-4200
Ital y
SIGMA-ALDRICH S.r.l.
Telefono:02 33417310
Fax:02 38010737
Numero Verde: 800-827018
Japan
SIGMA-ALDRICH JAPAN K.K.
Tokyo Tel: 03 5821 3111
Tokyo Fax:03 5821 3170
Kor ea
SIGMA-ALDRICH KOREA
Tel:031-329-9000
Fax:031-329-9090
Ma lay si a
SIGMA-ALDRICH (M) SDN. BHD
Tel:603-56353321
Fax:603-56354116
Mex ico
SIGMA-ALDRICH QUÍMICA,
S.A.de C.V.
Free Tel:01-800-007-5300
Free Fax: 01-800-712-9920
The Net herl ands
SIGMA-ALDRICH CHEMIE BV
Tel Gratis: 0800-0229088
Fax Gratis: 0800-0229089
Tel:078-6205411
Fax:078-6205421
New Ze alan d
SIGMA-ALDRICH PTY., LIMITED
Free Tel:0800 936 666
Free Fax: 0800 937 777
Norw a y
SIGMA-ALDRICH NORWAY AS
Tel:23 17 60 60
Fax:23 17 60 50
Polan d
SIGMA-ALDRICH Sp.z o.o.
Tel:(+61) 829 01 00
Fax:(+61) 829 01 20
Portu gal
SIGMA-ALDRICH QUÍMICA, S.A.
Free Tel:800 20 21 80
Free Fax: 800 20 21 78
Russ ia
SIGMA-ALDRICH RUSSIA
TechCare Systems,Inc.
(SAF-LAB)
Tel:095-975-1917/3321
Fax:095-975-4792
Sing apor e
SIGMA-ALDRICH PTE. LTD.
Tel:65-6271 1089
Fax:65-6271 1571
Sout h A fr ica
SIGMA-ALDRICH
SOUTH AFRICA (PTY) LTD.
Tel:27 11 979 1188
Fax:27 11 979 1119
Spai n
SIGMA-ALDRICH QUÍMICA S.A.
Free Tel:900101376
Free Fax: 900102028
Sw ede n
SIGMA-ALDRICH SWEDEN AB
Tel:020-350510
Fax:020-352522
Outside Sweden Tel: +46 8 7424200
Outside Sweden Fax:+46 8 7424243
Sw itz erl an d
FLUKA CHEMIE GmbH
Swiss Free Call:0800 80 00 80
Tel:+41 81 755 2828
Fax:+41 81 755 2815
Unit ed Kin gdom
SIGMA-ALDRICH COMPANY LTD.
Free Tel:0800 717181
Free Fax: 0800 378785
Tel:01747 833000
Fax:01747 833313
Unit ed Stat es
SIGMA-ALDRICH
P.O. Box 14508
St.Louis,Missouri 63178
Toll-free:800-325-3010
Call Collect: 314-771-5750
Toll-Free Fax: 800-325-5052
Tel:314-771-5765
Fax:314-771-5757
Inter net :
sigma-aldrich.com
©2003 Int ern atio nal Un ion of Bi ochem istry an d M ole cular Bi olog y
ww w. iub mb. org
22nd E diti on Design ed by D ona ld E . Nicho lson, D. Sc., The Un iver sity of Leed s, E ngla nd – an d Si gma- Ald rich
Product No . M 3907
XXX

Pré-visualização parcial do texto

Baixe Mapa Metabólico e outras Esquemas em PDF para Química, somente na Docsity!

2H

H+

OXA L OA C E T A T E

P Y R UV A T E

S UC C INY L -C oA

G L UT A R A T E

C IT R A T E

MA L A T E

2-OXO-

A S P A R T A T E

NO

NO

N

NH

CH3COSCoA

A C E T Y L -C oA

HOH

C O

NA D

T

R

A

N

S

A

M

I

N

A

T

IO

N

2H

2H

C O

5-A mino-

levulinate

Glycine

H+

H+

H+

H+

H+

H+

c

H+

H+

a

F 0

F 1

F 1

β

2

1

α

β

α

10 c-sub

  • u

ni

ts

A

D

P

P

i

H+

H

tr

a

n

sp

ort

ing ATP

sy n t h a s e

α

δ

F 6

os cp

AT P

ADP +

P i

F UMA R A T E

UQH

UQ

UQH

NA DH+H+

CH2COO

C(OH)COO

CH2COO

CH(OH)COO

CHCOO

CH2COO-

  • OOCCOCH2CH2COO -

-OOCCH2CH2CO.SCoA

OOCCOCH2COO-

CH3CH(OH)CH

2

CO.SCoA

OOCCH=CHCOO

Glyoxylate

Cycle

- OOCCHO

GTP

GDP

ATP

HE ME P rotoporphyrinogen C oproporphyrinogen Uroporphyrinogen P orphobilinogen

5-A mino-

levulinate

COO-

CH

CH

H2NCH2C=O

F ADH

F AD

C yt.b

F e-S

S UC C INA T E

II

CH3COCOO-

P Y R UV A T E

P i

X Y

C yt.c 1

F e-S

2e-

2e-

1e-

1e-

III

2UQ UQ

UQH 2

2 UQH 2

2UQ.

_

UQ.

_

C yt.b

L C yt.b

H

C yt.c

IV

C u

A

C u

B

C u

A

2e-

Heme a

Heme a

2H

2H

4H

4H

2H

NAD+

NADH+H +

NAD+

-OOCCH2CH2COO-

IS OC IT R A T E

2.3.1.

δ

3

3

β

A

T

P

A DP

E

N

DE

RGO

NICR

EACT

ION

I

F MNH

F MN

I

2F e -S

(5 C lus ters )

H+

H+

H+

H+

ATP

4H

2H

2H

or

H+

PHOTO-

SYSTEM

l

O

NADP

Glyceraldehyde

Ribulose-1,5-bis-P

β 2

8 8

H+ c

3

2

a

3

2

α 1

α

ε

α

2 β

1

3

α

α

β

3

α

β

H+

H+

H+

H+

H+

H+

H+

H+

H+

H+

H+H+ H+

H+

H+

H+

H+

H+

H+

H+

H+

H+

H+

H+

H+

H+

H+

H+

H+

H+

H+

H+ H+

H+

Translocated protons

H+

H+

H+

H+

P i

Ferredoxin

4H

PC PC

PC

PQH

2PQH

2

PQ

_

2PQ

_

Fe-S Cyt.f

PQ

2PQ

Cyt bf

2e-

1e- 1e-

2e-

2e-

2e-

2e-

C

y

c

l i c

P

ho to

phos

pho

ryl

at

io

n

PQ

PHOTO-

SYSTEM

II

Cyt bc

N

o

n

  • cy

clice

lec

tr

o

n

f

l

o

w

2e-

2e-

Mn

2e-

Protons from Water

H

O

H+

H+

2H

2H

ATP synthase

CO

Fixation

H+

P i ADP

H+

NADPH+H

ATP

THYLAKOID MEMBRANE

CHLOROPLAST OUTER MEMBRANE

THYLAKOID LUMEN

STROMA

(electricc urr en t)

P

Chl.a

Q

A

Q

B

Pheophytin

P

Chl.A 0

A

Fe-S

A T P

A DP

A T P

O

H

O

PQH

T o B rain -

A

M

I

N

O

A

C

I

D

S

P

Y

R

I

M

I

D

I

N

E

S

P

U

R

I

N

E

S

C

A

T

E

C

H

O

L

A

M

I

N

E

S

A

R

O

M

A

T

I

C

A

M I N O A C

I

D

S

hv

V IS ION

L

I

P

I

D

P

H

O

T

O

S

Y

N

T

H

E

S

I

S

P

O

R

P

H

Y

R

I

N

S

S

T

E

R

O

I

D

S

I

S

O

P

R

E

N

O

I

D

S

P

H

O

S

P

H

O

L

I

P

I

D

S

D

E

G

R

A

D

A

T

I

O

N

L

I

P

I

D

B

I

O

S

Y

N

T

H

E

S

I

S

P

E

N

T

O

S

E

S

H

E

X

O

S

E

S

P

O

L

Y

S

A

C

C

H

A

R

I

D

E

S

C O C H C H(NH )C OO

2 3

F OL IC

A C ID

C 1

P OOL

V A L INE

A T P

A T P

C H C OC H

3 3

C H C OC H C OO

3 2

C H C H(OH)C H C OO

3 2

A c etone 3-OH-B utyrate

A c etoac etate

K E TONE B ODIE S

HY A L UR ONIC A C ID DE R MA T A N

B L OOD G R OUP

S UB S T A NC E S

P E P T IDO-

G LY C A N

N-A c -Neuraminate

(S ialate)

UDP -

Iduronate

UDP -N-A c -

G alac tos amine

UDP -

G alac turonate

G DP -F uc os e

T DP -R hamnos e

A DP -

G luc os e

UDP -G luc os e

T DP -4-Oxo-

6-deoxygluc os e

MA NNOS E

C HIT IN C HONDR OIT IN P E C T IN

A L G INA T E S

INUL IN C E L L UL OS E

O-A NT IG E NS S T A R C H G LY C OG E N

L A C TOS E

G A L A C TOS E

O

OH

HO

OH

OH

C H

3 O

OP P T

O

OH

OH

O

OH

AC NH

HO OH

O

HO OH OP P U

NHAC

OH

OH OH

OH

HO

OH

NHC OC H

OH HO

O

OP P G

C H OH

2

HO

P

UDP -N-A c -

G luc os amine

pyruvate

N-A c -Mannos amine-6-P UDP -G luc uronate

G DP -Mannos e

N-A c -Mannos amine UDP -N-A c - G luc os amine N-A c -G luc os amine-6-P

S orbitol

F ruc tos e-1-P

E rythros e-4-P

3-Dehydrogulonate

L -Xylos e

L -L yxos e

D-Xylulos e

D-R ibos e

R ibitol

L -A rabitol L -Xylulos e

L -R ibulos e L -R ibulos e-5-P

L -Xylulos e-5-P

L -A rabinos e Xylitol D-Xylos e

D-A rabinos e D-R ibulos e

A S C OR B A T E

2, 3-Dioxogulonate

N-A c -G luc os amine-1-P

G ulonate G luc uronate Inos itol Inos itol-P

G ulonolac tone 2-Oxogulonolac tone

F ruc tos e

6-P -G luc onate

D-R ibulos e-5-P

D-Xylulos e-5-P

Mannos e-1-P

G DP -G luc os e

T DP -G luc os e

UDP -G alac tos e

G alac tos e-P

G luc os e-1-P

G luc os e-6-P

F ruc tos e-6-P

F ruc tos e-

1: 6-bis -P

OH

H H H

O

HOC H

2

C C C C C O

H OH OH OH

H H

O

HOC H

2

C C C C O C O

H OH

H

OH H

C C

OH

C O

P -R ibos yl

amine

G lyc erate

2, 3-Diphos pho-

glyc erate

3-P -G lyc eraldehyde

1: 3-bis -P -G lyc erate

3-P -G lyc erate

2-P -G lyc erate

P -enolpyruvate

Inos itol

C H OH

2

C H OH

2

HOC H

C H OH

2

C H O

2

HOC H

P

G lyc erol

UDP -G alac tos e

UDP -S ugars

C H C H OH

3 2

E T HA NOL

Dihydroxy-

ac etone-P

(G lyc erone-P )

G luc os amine-6-P

P hos pho-

s erine

C hain elongation Mitoc hondrial

S erine

S erine

Indole-3-glyc erol-P

3-Deoxy-D-arabino-

heptulos onate-7-P

Indoleac etate

(A uxin)

Indoxyl

F ormylkynurenine K ynurenine 3-Hydroxy

kynurenine

3-Hydroxy

anthranilate

2-A mino-3-c arboxy

muc onate s emialdehyde

NH

OH

T ryptamine 1-(o-C arboxy phenylamino)

1-deoxyribulos e-5-P

N-(5-P -R ibos yl)

anthranilate

A nthranilate

C atec hol

NH

Indole-

ac etaldehyde

NH

C H 2 C HO

Indolepyruvate

N

H

C -C H(OH)C H(OH)C H O

2

P

C H

2-A minomuc onate-

6-s emialdehyde

C H C H NH

2 2 2

NH

Dehydro-

quinate

S hikimate-3-P S hikimate-

enolpyruvate 3-P

C horis mate

P E P

Homogentis ate P henylpyruvate

C innamate

C oumarate

P rephenate

2-A mino

muc onate

F umarate A s partate

G LY C INE

S arc os ine

Hydroxy-

pyruvate

P -Hydroxy-

pyruvate

S E R INE

Imidazole

glyc erol-P

P -R ibos yl-A T P P -R ibos ylformimino

5-aminoimidazole-

c arboxamide-R P

F ormimino

glutamate

Imidazolone

propionate

Uroc anate

C ys tathionine Homoc ys teine

P hos phoadenylyl-

s ulphate

(P A P S )

C H (NH )C OOH

2 3

His tidinal His tidinol His tidinol-P

A s paragine

A L A NINE

3-S ulphinyl

pyruvate

Oxobutyrate

2-A c eto-2-

hydroxy-

butyrate

O-P hos pho-

homos erine

HO S C H C H NH

2 2 2 2

Hypotaurine

HO S C H C H NH

3 2 2 2

T aurine

G lutamate

γ-G lutamylc ys teine

G lutathione

G lyc ine

C ys teine

ß-A lanine

C ys teate

S -A denos yl

homoc ys teine

S -A denos yl

methionine

(S A M)

2-Methylac eto-

ac etyl-C oA

2-A c etolac tate

2-3-Dihydroxy

is ovalerate

2-Oxo-

is ovalerate

3-Hydroxy-

is obutyrate

3-Hydroxy-

Is obutyryl-C oA

Methyl

ac rylyl-C oA

2-Methyl-3-

hydroxy-

butyryl-C oA

T iglyl-C oA 2 Methylbutyryl-

C oA

2: 3-Di-OH-

3-methylvalerate

2-Oxo-3-methyl

valerate

Is obutyryl-C oA

C ys teine

s ulphinate

2-Is opropyl-

malate

C H C H C OC OO

3 2

C H C H(NH )C OO

3 3

C H C H(OH)C OO

3

HO S C H C OC OO

2 2

OC H C OC OO 2

P

P OC H 2 C H(NH 3 )C OO

HOC H C OC OO

2

HOC H C H(NH )C OO

2 3

OH

C H C OC OO

2

C OO

OH

OH

O

C OO

OH

OH

HO

P

C OO

OH

OH

O

C H 2

P

C OO

O-C -C OO

OH

O

OH

OOC C H C OC OO

2

N

H

HOC -C H(OH)C H(OH)C H

2

OP

C H

C OO

NH

2

C OO

OH

NH

2 C OO

C OO

OC H

OOC C H NHC H

2 3

C H (C H ) C OS -AC P

3 2 14

C H (C H ) C OS C oA 3 2 14

C H (C H ) C H=C HC O-S -AC P

3 2 2

C H C H=C HC O-S -AC P

3

C H C H(OH)C H C OS -AC P

3 2

C OS C oA

L inoleate

Oleoyl-C oA

S tearoyl-C oA Dehydros tearoyl-C oA OH-S tearoyl-C oA Oxos tearoyl-C oA

P almitoyl-A C P P almitoyl-C oA

A C Y L -A C P 2, 3-E noyl-A C P

3, 4-Dec enoyl-A C P

2, 3-Dec enoyl-A C P

3-OH-A c yl-A C P 3-Oxoac yl-A C P

3-Oxo-Dec anoyl-A C P

2, 3-Hexenoyl-A C P 3-OH-Hexanoyl-A C P 3-Oxo-Hexanoyl-A C P

B utanoyl-A C P C rotonoyl-A C P 3-OH-B utanoyl-A C P A c etoac etyl-A C P

Hexanoyl-A C P

Dec anoyl-A C P 3-OH-Dec anoyl-A C P

P almitoleoyl-A C P

γ-L inolenate A rac hidonate L eukotriene B 4

C OS C oA

C O-S -AC P

T hromboxane B 2

HOOC C H C O-S -AC P

2

Malonyl-A C P

HOOC C H 2 C O-S C oA

Malonyl-C o-A

C H C O-S -AC P

3

A c etyl-A C P

C H O-C O-R

2

C H OH

2

R ’-C O-OC H

F A T T Y A C ID

A C Y L -C oA

(C ytos ol)

C H O-C O-R

2

C H 2 O

R ’-C O-OC H

P

C ardiolipin P hos phatidylglyc erol

A c etylc holine

G lyc erophos phoc holine

L ys olec ithin

C holine

plas malogen

C DP -c holine C holine- P

Mevaldate

C H (C H ) C H=C HC H(OH)C HC H OH

3 2 12 2

Dehydros phinganin S phinganin 4-S phingenin P s yc hos ine

A c yl-C oA

A c yl-C oA

C erebros ide

C H (C H ) C H=C HC H(OH)C HC H O- G alac tos e 3 2 12 2

NHC OR

Is opentenyl-P P

(C 5)

Dimethylallyl-P P

(C 5)

G eranyl-geranyl-P P

(C 20)

F arnes yl-P P

(C 15)

S qualene

(C 30)

G eranyl-P P

(C 10)

Des mos terol Zymos terol L anos terol

C H C = C HC H O

3 2

P P

C H

3

C eramide

G anglios ides

NHC OR

C H 2 O P P

O P P

C H

2

C HOL E S T E R OL

C H C (OH)C H C H OH

3 2 2

C H 2 C OO

C H C (OH)C H C HO

3 2

C H C OO

2

NADP

Dehydroas c orbate

OH

H O

HOC H

2

C C C C C O

H OHOH

OH

H O

HOC H 2 C C C O C O C O

H

NA D+

P i

A DP

A DP

P hytoene

(C 40)

L yc opene (C 40)

ß-C A R OT E NE (C 40)

Metarhodops in R hodops in

R etinoate

trans -R etinal

trans -R etinol 11-c is -R etinol

(V itamin A )

R etinol es ters

Dark

L ight

Ubiquinone

(C oenzyme Q)

Menaquinone

P las toquinone

P hylloquinone

(V itamin K )

Ops in

C HO

C H OH

2

C HO

C H OH

2

C H

3

C H O

3

C H 3 O n

O

O

O

O

P hytol (C 20)

α-T oc opherol

(V itamin E )

Quinolinate

Quinolinate-

nuc leotide

Nic otinate-

nuc leotide

Des amino-NA D

5-Hydroxy-

tryptophan

5-Hydroxytryptamine

(S E R OTONIN)

N-A c etyl-5-O-methyl-s erotonin

(ME L A TONIN)

NH

C H C H NHC OC H

2 2 3

HO

NH

C H C H NHC OC H

2 2 3

C H O

3

NA D( P )

NIC OT INA T E

N-A c etyl-s erotonin

Dopamine Dopa

Dopaquinone

ME L A NIN T HY R OXINE

OH

OH

C HOHC H NHC H

2 3

OH

OH

C HOHC H NH

2 2

4-OH-3-Methoxy-

phenylglyc ol

C HOHC H NH

2 2

OH

OC H

3

OC H

3

C HOHC H OH 2

OH

OC H

3

4-OH-3-Methoxy-

D-mandelate

C yc lic A MP

A T P

Dephos pho-C oenzyme A

4-P -P antetheine

4-P -P antothenylc ys teine

4-P -P antothenate

P antoate

NH

H N

O

O

O

O

C H 2 OH

OH

OC H

3

C H(OH)C OO

H

2

NH

3

C H-C OO

O C

O

C OO

N

R ibos e- P

N

C OO

NH

C H C OO

2

O

OH

C H O

2

P

NHC OC H NH

2 2

OH

F ormyl

glyc inamide-R P

Urea

F ormyl

glyc inamidine-R P

A llantoate A llantoin UR A T E

A DP

Xanthine Hypoxanthine

Inos ine

A denine

A denylo-

s uc c inate

5-A mino

imidazole-R P

5-A mino-4-imidazole

c arboxylate-R P

5-A mino-4-imidazole

(N-s uc c inylc arboxamide)-R P

5-A minoimidazole

c arboxamide-R P

F ormylamido-

imidazole-

c arboxamide-R P

H NC ONH

2 2

HN

H C

2 C HO

NH

R P

NH

C

C

C

O

C

C O

OC

NH

N

H

H

N

HN

H

C

C

O

C

C H

OC

NH

N

N

HN

C arbamoyl

ß-alanine

Dihydro-

urac il

Urac il

d-A DP

d-A T P

G T P G DP

XA NT HOS INE -P

(XMP )

T T P

T DP

ß-Ureido

is obutyrate

Dihydro

thymine

T hymine d-UMP d-C MP d-C DP

C DP

C arbamoyl

as partate

Dihydro

orotate

Orotate Orotidine-P Uridine-P

(UMP )

UDP

3-A mino-

is obutyrate

C H

C

NH

2

C H

OC

NH

C H N

C

O

OC C H

N

H

HN

C H-C H

3

C

O

OC

N H

HN

C H

2

C H

2

C H

2

C

O

OC

NH

HN

C

O

OC C H

N H

HN C C H

3

Methylmalonyl

s emialdehyde

OHC C HC OO

C H

3

C H

2

C

O

OC C H-C OO

N H

HN C H

C

O

OC C -C OO

N H

HN

H NC ONHC H C H C OO

2 2 2

C

C

C

C H

R P

HC

NH

NH

OOC -C H-C H C OO

2

N

N

N

C HO

NH

R P

NH

OC

H C

2

HOOC -C OOH

Oxalate

G lyc olate

HOC H C HO

2

G lyc ol

aldehyde

E thanolamine-P

3.1.1.

2.6.1.

1.4.1.

2.4.2.

A C E T A T E

R P

C H

C

O

C H

OC

N

HN

2.7.7.

6.3.2.

L A C T A T E

A c etaldehyde

B ile A c ids

C H C H C OS C oA 3 2

P ropanoyl-C oA

1.1.1.

C DP -E thanolamine

HO S C H C H(NH )C OO

2 2 3

HN NH

C H

OOC C HC H C H C OO

2 2

C MP -N-A c etyl

neuraminate

C DP -diac yl

glyc erol

C HOL INE

E thanolamine

G lyoxylate

HIS T A MINE

Homos erine

T yramine

T annins P lant P igments

Maleyl

ac etoac etate

F umaryl

ac etoac etate

C H C OO

2

OH

OH

OH

C H C H NH

2 2 2

OH

OH

C H C H NH

2 2 2

Hydroxyphenyl

pyruvate

α-T oc opherol

(V itamin E )

L IG NIN

d-G T P

OH

OH OH

O

HO

OH

P

OP P T

C H

3

HO

OH OH

O

NA DP H

A T P

C H C H NH

2 2 2

NH

HO

Indole

OH

O

OH

NH C C C H C H O

2

P

C OO H H

NH

2

C OO

G uanine

DNA

C

C

O

C

C H

HC

NH

N

N

HN C

C

O

C

C H

HC

NH

N

N

HN

3.5.4.

2.7.4.

Diphos pho-

mevalonate

Mevalonate

3-Oxopentanoyl-C oA

2, 3-E noyl-C oA 3-OH-A c yl-C oA 3-Oxoac yl-C oA

2, 3-Hexenoyl-C oA 3-OH-Hexanoyl-C oA

3-OH-B utanoyl-C oA A c etoac etyl-C oA

C rotonoyl-C oA

P entanoyl-C oA 3-OH-P entanoyl-C oA

Odd C F atty ac ids

S uc c inylhomos erine

C O

2-OXO A C ID

G lutamyl-P

G lutamine

UR E A

P -C reatine

C reatine

C reatinine

G lyc ine

C IT R UL L INE

G lutamic

s emialdehyde

2-A MINO A C ID

P yrroline-5-

c arboxylate

P yruvate G lyoxylate

4-Hydroxy-

2-oxoglutarate

4-Hydroxy-

glutamate

3-Hydroxy-

pyrroline-

5-c arboxylate

P utres c ine

H NC H C H C H C H NH

2 2 2 2 2 2

S permidine

S permine

N -T rimethyllys ine

6 6

N -T rimethyl-

3-OH-lys ine

C arnitine

G lutaryl-C oA 2-A minoadipate S ac c haropine

s emialdehyde

2-Oxoadipate 2-A minoadipate

A rginino-

s uc c inate

G uanidoac etate

Methylmalonyl-C oA

A s partyl

S emialdehyde

2, 3-Dihydro-

dipic olinate

P iperideine-

2, 6-dic arboxylate

N-S uc c inyl-

2-amino-6-oxo-

pimelate

N-S uc c inyl-2, 6

diaminopimelate

Diamino-

pimelate

3-Methyl-

glutac onyl-C oA

(C H(C H 3 3 ) ) 2 2 C HC H C HC H 2 2 C OS C oAC OS C oA

3-Methyl-

c rotonyl-C oA

Is ovaleryl-C oA

Oxopantoate

HC HO

OOC C H 2 C = C HC OS C oA

C H

3

C H C OC HC OS C oA 3

C H

3

C H C H=C HC OS C oA 3

C H

3

C H C H(OH)C HC OS C oA 3

C H

3

C (OH)C H(OH)C OO

C H C H

3 2

C H

3

C H = C C OS C oA 2

C H

3

HOC H C HC OS -C oA- 2

C H

3

C H C HC O-S C oA 3

C H

3

C (OH)C H(OH)C OO

C H

3

C H

3

C H C H C HC OS C oA 3 2

C H

3

C H 3 C = C HC OS C oA

C H

3

A T P

4-A minobutyrate

(G A B A )

Oxoleuc ine

C OOH

(C H ) C HC HC H(OH)C OO

3 2

S -A denos ylmethyl

thiopropylamine

(Dec arboxylated S A M)

P R OL INE

C oenzyme A

C H C = C HC H

3 2

C H

3

O

C H

C H

3

3

HO

C H

3

C H

3

C H

3

C H C -C H H O

3 2 2

C P P

C H

2

C H 2 C = C HC H 2 O P P

C H 3

3-P -G lyc erol

P hos phatidyl

ethanolamine

C E P HA L IN

2.7.8.

P roges terone

A c etyls erine

A denylyls ulphate

(A P S )

2.3.1.

P -R ibos yl- P P

A s partyl-P

5.1.1.

4.1.3.

C HOL INE

NHC H C H S H

2 2

NHC H 2 C H 2 C O

OC H C (C H ) C H(OH)C O

2 3 2

P

ADP - NHC H C H S H

2 2

NHC H C H C O

2 2

OC H C (C H ) C H(OH)C O

2 3 2

P -ADP - NHC H C H S H

2 2

NHC H C H C O

2 2

OC H C (C H ) C H(OH)C O

2 3 2

C H C O-OC H C H(NH )C OO

2 2 3

4.2.1.

G lyoxylate

2.1.1.

1.4.3. 1.14.18.

Hexanoyl-C oA

B utanoyl-C oA

NO

S O

OOC NH 2

OOC

4.1.1.

C Y T IDINE -

triphos phate

(C T P )

C ytos ine

HS O

NA DP H

O

OP P U

C H 2 OH

C H OH

2

HO OH

OH

HO

O

C H

C

OC C H

N

HN

DP

C H

C

O

C H

OC

N

HN

R P P P

OC H

2

H

C C

H

OH OH

C H

HN N

C

H

P C

H

O

OC H

2

C C

H

OH

H

OH

C

H

C C

C

NH

2

C

C H

HC

N

R P (P P )

N

N

N

P

NH 2

H

O

OC H

2

C C

H

OH

H

OH

C

H

C C

OC

C

C H

HC

N

R P

N

N

P NH

H

OC H

2

C C

H

OH OH

C O C H

2

C

C ONH

2

C

C H

HC

N

R P

N

N

P NH

OOC C H N(C H )

2 3 3

B etaine

B etaine

aldehyde

O

OH

C H OH

2

HO

HO O P

ß-OH-ß-Methyl-

glutaryl-C oA

C

C

O

C

C H

OC

N R P

N

N

H

HN

C

C

O

C

C H

N

N

N

HN

R P

H N 2 C

C arbamoyl- P

C arnitine

C H C (OH)C H C OS C oA 3 2

C H C OO

2

2.3.1.

Menaquinone

4.1.1.

C arnos ine

C H C H NH

2 2 2

C

N NH

C

HC

H

Ubiquinone

P las toquinone

D-R ibos e-5-P

NH

C H C H(NH )C OO

2 3

HO

O

OH

OH

HO

OP P U

C OO

O

OH

OH

HO OP P U

C OO

OH

H OH

HOC H 2 C C C O

H

C O

C OO

O

C HOH

C HOH

AcNH

HO

OP C

C O O

C H OH

2

O

C HOH

C HOH

AcNH

HO

OH

C OO

C H 2 OH

O

OH

HOOH HO

C H O

2

P

O

OH

AC NH

HO

OH

C H O

2

P

O

HO OH HO OP

C H OH

2

O

HOOH HO OH

C H 2 OH

O

HO OH

OH

3

C H O

2

P

O

OH

HO

O

NHC OC H

3

P

C H OH

2

C H OH

C H OH 2

2

O

HO OH OH

NH 2

C H O

2

P

O

OH

HO

OH

OP P U

C H OH

2

O

O

HO

OH

OH

HO

P

C H OH

2

C H 2 OH

O

O

HO

OH

OH

O

OH OH

OH

C H 2 OH

O

HO OH

OH

OH

C H

2

C H OP

2

OH

H OHH H

C C C C

H OH OH

C OO

HOC H

2

H

OH OHOH

C C C C HO

H

H

HOC H

2

H

OH HOH

C C C C HO

OH H

HOC H

2

OH

H HOH

C C C C HO

OH H

HOC H

2

H

OH OHH

C C C C HO

H OH

HOC H

2

OH

H OHH

C C C C HO

H OH

HOC H

2

OH

H OHOH

C C C C HO

H H

HOC H

2

H

OH OHH

C C C C

H OHH

OH

C OO

P OC H

2

OH

H OH

C C C O

H

P OC H

2

C H OH

2

H

OH H

C C C O

OH

HOC H

2

C H OH

2

C H OH

2

P OC H

2

H

OH OH

C C C O

H

C H OH

2

P OC H

2

OH

H H

C C C O

OH

C H OH

2

P OC H

2

H

OH OH

C C C O

H

HOC H 2

C H OH

2

OH

H OH

C C C O

H

HOC H

2

C H OH

2

OH

H H

C C C O

OH

HOC H

2

C H OH

2

H

OH HOH

C C C

OH H

HOC H

2

C H OH

2

OH

H OHOH

C C C

H H

HOC H

2

C H OH

2

H

OH OHH

C C

C

C

H OHH

OH

C H OH

2

HOC H

2

H

OH OH

C C C HO

H

P OC H

2

H

OH OHH

C C C C O

H OH

HOC H

2

C H O

2

P

H

OH OHOH

C C C

H H

HOC H

2 C H 2 OH

H

OH OH

C C C

H

C O

H

HO

P OC H

2

C H OH

2

P

H

OH OH

C C C

H

C O

H

HO

OC H C H 2 O P

2

H

OH OH

C C

H

C C HO

OH

H

PP OC HOC H 22

O

OH

NH

2

OH

C H O

2

P

P OC H C HOHC HO

2

HOC H

C OC H

OP

O

OH

O PO P

OH

C H O

2

P

P OC H C HOHC OO P

2

P OC H C HOH

2

C OO

C OO

OH

O

HO

OH

C OO

C H (C H ) C H(OH)C H C OS -C oA 3 2 14 2

C H (C H ) C H(OH)C H C OS

3 2 14 2

C H 3 (C H 2 ) 14 C OC H 2 C OS -C oA

C H (C H ) C OC H C OS -C oA 3 2 14 2

C H 3 (C H 2 ) C OS -C oA n+

2

C H (C H ) C H=C HC OS -C oA 3 2 14

C H (C H )

3 2 n

C H=C HC OS -C oA

C H (C H )

3 2 5 2

C H=C HC H C OS AC P

C H 3 (C H 2 ) 6 C H=C HC OS AC P

C H (C H )

3 2 6

C OC H C OS AC P

2

C H (C H )

3 2 6 2 2

C H C H C OS AC P

C H (C H )

3 2 2 2 2

C H C H C OS AC P

C H C H C H C OS AC P

3 2 2

C H (C H )

3 2 6

C H(OH)C H C OS AC P

2

C H C H=C HC O.S -AC P

3

C H (C H )

3 2 2 2

C OC H C OS AC P

C H

3

C OC H C OS AC P

2

C H (C H )

3 2 n 2

C H (C H ) C OC H C OS AC P

3 2 n 2

C H(OH)C H C OS AC P

C H (C H )

3 2 2 2

C H(OH)C H C OS AC P

A C Y L -C oA

(Mitoc hondria)

C H (C H ) C H C H C OS C oA 3 2 n 2 2

C H (C H ) C H=C HC OS C oA 3 2 n

C H (C H C H(OH)C H C OS C oA 3 n 2

C H (C H ) C H C H C OS C oA 3 2 2 2 2

C H (C H ) C H=C HC OS C oA 3 2 2

C H (C H ) C OC H C OS C oA 3 2 n 2

C H C OC H C OS C oA 3 2

C H (C H ) C H(OH)C H C OS C oA 3 2 2 2

C H C H(OH)C H C OS C oA 3 2

C H C H=C HC OS C oA 3

C H C H C H C OS C oA 3 2 2

C H C H C H C H C OS C oA 3 2 2 2

P entenoyl-C oA

C H C H C H=C HC OS C oA 3 2

C H C H C H(OH)C H C OS C oA 3 2 2

C H (C H ) C OC H C OS C oA 3 2 2 2

C H C H C OC H C OS C oA 3 2 2

OH OH

HO OH

O

O-

C H O-P O

2

C H C HOHC H OH

2 2

O

C H

2

C H

2

R ' -C O-OC H

O-C O-R

O-P O

O -

HOC H C H

2 2

NH

3

P OC H C H

2 2

NH

3

C P P - OC H C H

2 2

NH

3

O

C H O-C O-R

2

C H O P

2

OC H C H

2 2

NH

3

C H C OC H C H N(C H )

3 2 2 3 3

HOC H C H N(C H )

2 2 3 3

C H C H

2

(NH )C OO

3

OH

OH

C H C H

2

(NH )C OO-

3

C O

NH

2

C H C H(NH )C OO

2 3

NH

OC

C O

NH

OC

N

H

C

H

H N

2

HC

C H

N

N

C

R P

H N

2

C H

C

OC C H

N

N

DP

NH

2

R P P P

C H

C

OC C H

N

N

NH

2

C

C

C

C H

R P (P )

HC

N

N

N

N

NH

2

H NC OO

2

P

(C H ) NH

2 3 2

H N(C H ) NH

2 2 3

(C H ) NH

2 4

(C H ) NH

2 3 2

H N(C H ) NH

2 2 4

C H -S C H C H C HNH

3 2 2 2

A denos yl

C H

3

C H

3

C HC H(NH )C OO

3

C

N NH

C

HC

H

C H C H(NH )C H OH

2 3 2

C

N NH

C

HC

H

C H C H(NH )C H OP

2 3 2

C

N NH

C

H

HC C H C OC H OP

2 2

HS C H C H C H(NH )C OO

2 2 3

S C H C H C H(NH )C OO

2 2 3

C H C H(NH )C OO

2 3

R P

C

O

OC C -C OO

N

HN

C H

C H (C H ) C H=C HC H(OH)C HC H OH

3 2 12 2

NH

C H (C H ) C H(OH)C HC H OH

3 2 14 2

NH

C H (C H ) C OC HC H OH

3 2 14 2

NH

C H (C H ) C H=C HC H(OH)C HC H O- G alac tos e 3 2 12 2

NH

H NC ONH

2 2

OHC C H N(C H )

2 3 3

C -C H

3

C

O

OC C H

N

DP

HN

DP

C P P -O C H C H N(C H )

2 2 3 3

OC H C H N(C H )

2 2 3 3

UDP -N-A c -Muramate

O

O

C H C H

3

C OO-

NHAC

HO OP P U

C H OH

2

O

OH

C H

3

HO HO OP P G

S edoheptulos e-P P

N

C H

2

C H

2

N

N

N

C H

3

C H 3

C H

C H

C OO

C H

C H

C H

2

H C

3

H C

3

H C

3

HC

C

C

H

H

F e

C H

2

C H

2

C OO

C H 3

C H

3

C H

2

C H

2

C H

2

H 3 C

H C

3

N

H

N

H

N

H

N

H

C H

C H

H C

2

C

C

H

2

H

2

C H

2

C H

2

C OO

C H

2

C H

2

C OO

H C

2

H C

2

C H

2

C H

2

OOC

C OO

H N

2

N

H

C H

2

H C

2

H C

2

H C

2

H

2

H

2

C H

2

C H

2 C H 2

C H

2

C H 2

C H

2

N

H

N

H

N

H

N

H

C OO

C OO

C OO

C OO

C

C

C H

2

C H

2

C OO

C H

2

C H

2

C OO

OOC

OOC

C H

3

C H

3

H 3 C

H C

3

H C

2

H

2

H

2

N

H

N

H

N

H

N

H

C H

2

C H

2

C H

2

C H

2

C H

2

C

C

C OO

C H

2

C H

2

C OO

C H

2

C H

2

C OO

C OO

C OO

C H C (OH)C H C H O

3 2 2

P P

C H C OO

2

OHC C OO

HOC H C OO

2

NH

2

H NC NHC H C OO

2 2

+ NH

2

H NC N(C H )C H C OO

2 3 2

NH

2

HNC N(C H )C H C OO

P - 3 2

HN C

NH C O

N

C H

2

C H

3

OOC C HC H C OO

2

H NC NHC H C H C H C H

2 2 2 2

N

(NH )

3

C OO

HC C HC OO

C H

HOC H 2

N

OOC C H(OH)C H C H(NH )C OO

2 3

C HC OO

C H

2

HOC H

H C

2

N

H

NH

C HC OO

C H

2

C H

2

C H

2

OOC C H(OH)C H C OC OO

2

N

C HC OO

C H

2

C H

2

C H

C H C OC OO

3

OHC C OO

H NC ONHC H C H C H C H

2 2 2 2

(NH )

3

C OO

H NOC C H C H C H

2 2 2

(NH )C OO

3

R -C O-C OO

R -C H(NH ) C OO

3

H NOC C H C H C OO

2 2

(NH

3

OOC -C H-C OS C oA

C H

3

P OOC C H C H

2

(NH C OO)

3

OOC C H C H C HO

2 2

OHC C H C H

2

(NH )C OO

3

(C H ) NC H C H(OH)C H C OO

3 3 2 2

OHC C H C H C H

2 2

(NH 3 )C OO

P OOC C H C H C H

2 2

(NH )C OO

3

OHC C H C H C H C H

2 2 2

(NH 3 )C OO

NH C HC H 2 C H 2 C OO

C OO

C H C H C H C H C H

2 2 2 2

(NH )C OO

3

H N(C H )

2 2 4

C H(NH )C OO

3

C H(NH

3

(C H ) N(C H )

3 3 2 3

C H C H(NH )C OO

2 3

C H

2

C

H

OOC C

N

HC

C H-C OO

C H

2

C

H

2

OOC C C H-C OO

N

H C

2

OOC C OC H C H C H C H-C OO

2 2 2

C H C H

2 2 2

OOC C H C H C ONH

2 2

OOC C HC H C H C H C H-C OO

2 2 2

OOC C H C H C ONH

2 2

C H

2 2

NH

3

OOC C H-C H C H C H C HC OO

2 2 2

NH

3

NH

3

(C H ) C HC (OH)C H

3 2 2

C OOH

C OO (C H ) C HC H C OC OO

3 2 2

(C H ) C HC H

3 2 2

C H(NH )C OO

3

HOC H C HC OO

2

C H

3

C HC OC OO

C H

3

C H

3

C H C OC (OH)C H

3 3

C OO

P OC H C H C H(NH )C OO

2 2 3

HOC H C H C H(NH )C OO

2 2 3

C H C H C H(NH )C OO

2 2 3

OOC C H C H

2

C OO

2

C H S H

2

OOC C H(NH )C H C H C ONHC HC ONHC H C OO

3 2 2 2

HOC H C (C H ) C OC OO

2 3 2

HOC H C (C H ) C H(OH)C OO

2 3 2

HOC H 2 C (C H 33 ) ) 22 C H(OH)C O NHC H 2 C H 2 C OO

NHC H C H C OO

2 2

OC H C (C H ) C H(OH)C O

2 3 2

P

C H C H

3 2

C H 3

C H

C H(NH )C OO

3

C H C OC (OH)C H C H

3 2 3

C OO C HC OC OO

C H C H

3 2

C H

3

NHC HC H S H

2

C OO

NHC H C H C O

2 2

OC H C (C H ) C H(OH)C O

2 3 2

P

C H S H

2

OOC C H(NH )C H C H C ONHC HC OO

3 2 2

Adenos yl

S C H C H C H(NH )C OO

2 2 3

S C H C H C H(NH )C OO

2 2 3

HO S C H C H(NH )C OO

3 2 3

S -C H C H(NH )C OO

2 3

S -C H C H(NH )C OO

2 3

HS C H C H(NH )C OO

2 3

H

C

N NH

C

HC C H 2 C HC OO

NHC OC H C H NH

2 2 2

H

C

N NH

C

HC C H C H(NH )C OO

2 3

C HC H C H C OO

2 2

N NH

C H

O C C C H C HC OO

N NH

C H

C H

C H C OO

3

N

H

OOC

OC C H-C OO

NH

2

C H

2

H NC H C H C OO

2 2 2

H NC H

2 2

C H

3

C HC OO

H NC ONHC H C HC OO

2 2

C H

3

C

C

O

C H

R P

HC

N

N

N

HN

C

C

C

O

C H

HC O

N

N

N

R P

C

C H

N

N

H N

2

H

C

C

C

O

C H

N

N

C

C

C H

N

N

R P

H N

2

H N

2

C

O

O

O P~ P ~O

O

O O

P O

O

C H

2

N

N

N

N

O

OH OH

NH

2

HC

C H

N

N

N

N

O

O

P O

O

O

C H 2

OH

NH

2

HC

C H

C OO

C O

NH

OC

N

H

C

H

H N

2

NH

2

OOC -C H-C H C OO

2

HNC O C

C H

N

N

C

RR P P

H N

2

OOC

C

C H

N

R P

N

C

H N

2

C H=C HC OO

OH

C H=C HC OO

C H C OC OO

2

C H 2

P

C OO

OH

O

O

O

C OO

O

C H C OO

2

O

C H C OO

2

-OOC

OC H

2

C H

2

H OH

C

P

HOC H HC OH

OC

C OO

C OO

HO

OH

OH

O

NH 2

C OO

OC H

NH

C H C OC OO

2

NH

C HO

C O

NH

2

OH

C H C H(NH )C OO

2 3

N

C OO

C OO

N

C OO

C OO

R P

O

OH

OH

HO OP P U

C OO

O

OH

NHC OC H

3

HO

OP P U

C OO

C H OH

2

O

O

C H C

2 NHAC

HO

OP P U

C OO

C H OH

2

O

OH

HO OH

OH

C OO

OOC C H N(C H )

2 3 2

Dimethylglyc ine

C OO

HO HO

C OO

O

HO OH

C OO

P OC H 2 C H(O P)C OO

HOC HC H(OH)

2

C OOC OO

HOC H C H(O P)

2

C OO

C H =C (O )

2

P C OO

C ONH 2

R ibos e -O - P - O - P - O- Adenos ine(P )

N

O

O

O

O

C OO

N

R ibos e - O - P - O - P - O - Adenos ine

O

O

O

O

I I

I I

OH

O

C H C H

2

(NH )C OO

3

E pinephrine

(A drenaline)

Norepinephrine

(Noradrenaline)

Normetepinephrine

(Normetadrenaline)

HOC H 2 C H 2 N (C H ) 3 3

Adenos yl

S C H C H C H(NH )C OO

2 2 3

C H

3

(C H ) N(C H )

3 3 2 3

C H C H(NH )C OO

2 3

OH

OOC C H C H C H C OS C oA 2 2 2

OOC C H C H C H NH

2 2 2 2

OOC C H C H C H C OC OO

2 2 2

OOC C H C H C H C H

2 2 2

(NH 3 )C OOC OO

HO

H

HO

H

H

HO

H

HO

H

P ros taglandin P G E

OH

HOC H

2

C C C O C C OO

H OH

H OH H

C OO

O

R ' -C O-OC H

C H O-C O-R

2

C H O P OC MP

2

O

C H C H N(C H )

2 2 3

HOC H O

C H OP O

2

C H OH

2

O -

C H OP O

2

O

C H 2 OC H=C HR

C H C H N(C H )

2 2 3 3

O-

C H OP O

2

R '-C O-OC H O

C H O-C O-R

2

3.1.1.

C H C H N(C H )

2 2 3 3

O-

O

HOC H

C H OP O

2

C H O-C O-R

2

C H C H N(C H )

2 2 3 3

O-

C H C H(NH )C OO

2 3

C

N NH

C

HC

H

C H C H(NH )C HO

2 3

HS

11-c is -R etinal

P i

A DP

NADP

G DP -

Mannuronate

Mannos e-6-P

Dehydro-

s hikimate

S hikimate

R NA

d-G DP

d-C T P

G UA NOS INE -P

(G MP )

ß-A lanine

P -R ibos yl-A MP

P -R ibulos ylformimino

5-aminoimidazole-

c arboxamide-R P

Imidazole

ac etol-P

HS HS O

P A NTOT HE NA T E

3-Is opropyl-

malate

S uc c inic

s emialdehyde

Diac yl

glyc erol

C H C HO

3

C OO-

2

OHC C H

etc.

A DP

P -G luc ono

lac tone

O

O

HO OH

OH

C H O

2

P

T Y R OS INE P HE NY L A L A NINE

T R Y P TOP HA N

INOS INE -P

(IMP )

T HY MIDINE -P

HIS T IDINE

UR IDINE -

triphos phate

(UT P )

C Y S T INE C Y S T E INE

IS OL E UC INE

L E UC INE

LY S INE

OR NIT HINE

A R G ININE

HY DR OXY

P R OL INE

P HOS P HA T IDY L

S E R INE

P hos phatidyl

inos itol

L E C IT HIN

S P HING OMY E L IN

S T E R OIDS

P regnenolone

H

OH OH

C C C

H

C O

OH

C

H

H

OH

P OC H

2

C H O

2

P

A DP

E ndoplas mic R etic ulum

P hos phatidate

P O

O

C H (C H ) C H=C HC H(OH)C HC H O

3 2 12 2

NHAcyl

C H C H N(C H )

2 2 3 3

O-

ME T HIONINE

G lyc inamide-

ribos yl-P

3-Oxohexanoyl-C oA

T HR E ONINE

G L UT A MA T E

A T P

NA DH

S UC R OS E

A DE NOS INE -P

(A MP )

T riac ylglyc erol

F A T

R NA

C H 3

C H

2

OC -C OO

OH

C OO

C H 2 C H C OO

(NH )

3

G LY C OP R OT E INS

G A NG L IOS IDE S

MUC INS

G L UC OS E

O-A c yl-c arnitine

O-A c yl-c arnitine

OH

O

R -C O-OC H

R ' -C O-OC H

R ' -C O-OC H

O HC O-C O-R

C H C H(OH)C H O-P -OC H

2 2 2

C H O-C O-R ’

2

O

R ' -C O-OC H

O -

C H O-C O-R

2

C H O-P O

2

O-

H NC H C H C H C H

2 2 2 2

(NH )C OO

3

NH

2

H NC NHC H C H C H C H

2 2 2 2 (NH )C OO

3

H

OH OHH

C C C C O

H OH

HOC H

2

C H OH

2

R -C H

2

C OO

C H O-C O-R

2

C H O-C O-R "

2

R ’-C O-OC H

OH

O

C H C HNH

2 3

O

R ' -C O-OC H

O-

C H O-C O-R

2

C H 2 O P O

C OO

OOC C H C H C H

2 2

(NH )C OO

3

C H C H(OH)C H(NH )C OO

3 3

O

HO OH

OH

OH

C H OH

2

C H OH

2

NH

C H O-C O-R

2

Malonic

s emi-

aldehyde

2.7.2.

C arbohydrates

B ios ynthes is

Degradation

A mino A c ids

B ios ynthes is

Degradation

L ipids

B ios ynthes is

Degradation

P urines &

P yrimidines

B ios ynthes is

Degradation

B ios ynthes is Degradation

V itamins C o-enzymes & Hormones

P entos e P hos phate P athway

P hotos ynthes is Dark R eac tions

C OMP A R T ME NT A T ION

T he "B ackbone" of metabolis m involves

G LY C OLY S IS in the C Y T OP LAS M,

the T C A C Y C LE (mainly) in the Mitochondrial matrix

and AT P F OR MAT ION s panning the

MIT OC HONDR IAL INNE R ME MB R ANE

An electron flow (an electric current) generated from

NADH and UQH 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

E lectron F low P roton F low

S mall Numbers ( eg. 2.4.6.7) refer to the IUB MB E nzyme

C ommis s ion (E C ) R eference Numbers of E nzymes

L E G E ND

Human Metabolis m is identified as far pos s ible by black arrows

B ios ynthes is

Degradation

HE MOG L OB IN C HL OR OP HY L L

A T P

T

R

A

N

S

L

O

C

A

T E D P R OTONS

A T P

© 2003 International Union of Biochemistry and M olecular Biology

www.iubmb.org

nd

Edition Designed by Donald E. Nicholson, D.Sc., The University of Leeds, England – and Sigma-A ldrich

Product No. M 3907