metabolizm zasad purynowych.pdf

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MM14_PUR.AI.pdf
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PURINE METABOLISM
CH O 2 P
H
NH
CH O 2 P
NH
N
O
CH O 2 P
NH 2
CH O 2 P
H 2
C
H
H
NH COCH NH
2
C
O
O
O
2
NH 2
H 2 C
H C
CHO
H H H
CHO
CH
2
Glutamine
OH
H H H
Glutamate
H H H
H H H H
OH OH
orororO
OC
C
Glycine
Formyl-
H 4 folate
ADP
P i Glu
C
De novo
SYNTHESIS
H 2
N
N
O- P -O- P
H
NH
ATP
H O
2
OC
NH
Ribose- P
ADP
P i
ATP AMP
N
OH OH
H O
2
ATP ADP+P
Gln
PP
OH OH
OH OH
NH
Ribose- P
H 4 folate
Ribose- P
AT P
Ribose- P
5- P -ribose
5- P -Ribosylamine
N 1 -(5-P-ribosyl)glycinamide
N 2 -formyl-N 1 -(5-P-ribosyl)
glycinamide
2-(formamido)-N 1 -
(5-P-ribosyl)acetamidine
5-amino-1-(P-ribosyl)-
2.7.6.1
5- P -ribosyl-
pyrophosphate
(PRPP)
2.4.2 .1 4
6.3.4.13
2.1.2.2
6.3.5.3
6.3.3.1
AMP
ADP
ATP
imidazole
GMP
GDP
GTP
ADP
GDP
-
-
OOCCHCH COO
2
OOCCHCH COO
2
-
-
N
O
O
HN
OC
OOC
CO 2
O
N
N
C
C
N
C
N
N
C
- -
- OOCCHCH 2 COO -
NH +
C
+
N
C
HN
C
H N
2
HN
C
C
C
H N
2
-
GDP
P i
CH
CH
4.1.1.21
CH
CH
ADP
P i
CH
CH
Formyl-
H4folate
Aspartate
ATP
GTP
C
H
C
C
C
H 2 O
OHC
H4folate
N
C
C
H
Fumarate
N
H 2
N
C
C
C
N
N
H N
2
H 2
N
N
N
N
H
N
C
N
Ribose- P
4.3.2.2
Ribose- P
Ribose- P
Ribose- P
Ribose- P
Ribose- P
4.3.2.2
Adenylosuccinate
Inosine- P
IMP
5-formamido-1-(5- P -ribosyl)-
imidazole-4-carboxamide
5-amino-1-(5- P -ribosyl)-
imidazole-4-carboxamide
5-amino-1-(5- P -ribosyl-)
-4-( N) -[1,2-dicarboxyethyl]-
5-amino-1-(5- P -ribosyl)
imidazole-4-carboxylate
2.1.2.3
3.5.4.10
imidazole
6.3.2.6
Aspartate
carboxamide
RNA
DNA
TCA
CYCLE
Fumarate
N
NH 2
2.7.7.6
2.7.7.7
C
N
RNA n
2.7.7.6
RNA n+1
C
C
DNA n
O
N
C
C
DNA n+1
C
RNA n
C
N
N
CH
2.7.7.7
N
O
CH
C
C
C
C
NH 2
RNA n+1
HN
C
H
N
HN
O
C
C
N
N
C
DNA n
HN
C
C
C
N
N
C
DNA n+1
P -O- P -O- P -OCH2
N
C
C
H N
2
C
N
CH
N
O
CH
P- -P- -P-
O
O
O-CH 2 O
H N
2
N
H
C
N
H H H
C
P- -P- -P-
O
O
O-CH 2
H
OH
N
N
H H
H
OH
O
OH
H
H
P- O-CH 2
O
H
H H
H
OH
OH
OH
DeoxyGTP
Deoxy-ATP
GTP
H
H
H H
OH
H
H
ATP
H
H
NH 2
NH 2
C
N
N
C
C
NH 2
N
C
C
N
N
N
N
C
C
O
C
C
N
Thioredoxin
CH
HN
C
O
C
HN
C
C
C H
H
C
N
CH
CH
C
C
NADP +
+
C
ADP
2.7.4.6
H
HN
C
C
NADPH+H
C
NADP +
+
N
N
CH
NDP
N
N
NADPH+H
PP i
ADP
CH
1.6.4.5
1.6.4.5
P- O-CH 2
C
H N
2
C
N
P -O- P -O- P -OCH 2
2.4.2.8
N
O
2.7.4.6
H N
2
N
2.7.4.6
O
N
P- -P-
O
O
-P-
O-CH 2
O
N
ATP
P-
O
- P -
O-CH 2
H
H
H H
H
O
Thioredoxin
(2SH)
PRPP
Thioredoxin
(S-S)
H H
NTP
H
H H
OH
OH
H H H
(2SH)
(S-S)
ATP
H
H H
OH
H
H
H
H
H
OH
H
Deoxy-ADP
H
H
H
H
H
GDP
1.17.4.1
ADP
OH
OH
DeoxyGDP
1.17.4.1
1.1.1.205
O
Glutamate
ADP
H 2 O
O
Glutamine
ADP
C
N
N
NH 2
NAD +
C
HN
C
C
N
C
HN
C
C
2.7.4.3
N
PP i
HN
C
C
C
2.7.4.8
CH
C
H 2 O
C
ENZYMES
CH
C
AMP
H 2 N
N
ATP
CH
N
N
NH 4 +
ATP
C
O
N
N
ATP
P -OCH2
1.1.1.1.205 IMP dehydrogenase
1.1.3.22 Xanthine oxidase
1.17.4.1 Ribonucleoside-diphosphate Reductase
1.6.4.5 Thioredoxin reductase(NADPH)
1.6.6.8 GMP reductase
1.7.3.3
2.1.2.2
N
N
H 2 O
NADH+H +
O
Ribose- P
.
Ribose- P
H H
.
GMP
XMP
H
H
OH
AMP
6.3.4.1
OH
Urate oxidase
1.17 .4.1 Ribonucleoside-diphosphate reductase
PP i
O
H 2 O
H 2 O
H 2 O
H 2 O
O
N
P-
ribosylglycinamide formyl-transferase
NH 2
C
N
O
3.1.3.31
C
C
P-
formyltransferase
2.4.2.1 Purine-nucleoside phosphorylase
2.4.2.7 Adenine Phosphoribosyltransferase
- 2.4.2.14 Amidophosphoribosyltransferase
2.7.1.15 Ribokinase
ribosylaminoimidazolecarboxamide
3.1.3.31
C
C
HN
C
C
N
C
N
3.1.3.31
C
H
N
C
N
C
C
N
N
3.1.3.31
C
C
PRPP
N
C
C
P i
N
HN
CH
NH 4 +
C
C
H 2 O
P i
P i
C
NH 4 +
CH
CH
P i
H 2 O
C
N
CH
H
O
H
N
C
N
H
C
H N
2
N
N
N
N
N
N
C
N
N
N
N
Ribose
2.4.2.8 Hy poxanthine P-ribos yltrans feras e
Ribose
N
Ribose
INOSINE
GUANOSINE
ADENOS I NE
XANTHOSINE
L
Ribose
3.5.4.4
3.5.4.15
PP i
2.7.4.3
Adenylate kinase
P i
2.7.4.4 Nucleoside- P kinase
2.7.4.6 Nucleoside-diphosphate kinase
P i
P i
P i
O
C
N
2.4.2.1
O
O
kinase kinase
2.7.7.6 DNA-directed RNA polymerase
2.7.7.7 DNA-directed DNA polymerase
2.4.2.1
C
C
N
NH 2
N
N
C
N
PRPP
HN
2.7.4.11 (Deoxy) adenylate
C
2.4.2.1
HN
C
C
C
N
2.4.2.1
C
N
C
C
Ribose-1-P
HN
C
C
2.7.6.1 Ribose-phosphate pyrophosphokinase
HN
C
C
CH
CH
NH 4 +
NH 4 +
H 2 O
CH
H 2 O 2
C
CH
Ribose-1-P
Ribose-1-P
H 2 O
Ribose-1-P
H 2 O
O 2
H
C
C
C
C
CH
O
H
C
C
N
N
N
N
N
N
N
NH 2
3.1.3.5 5í-Nucleotidase
3.1.3.31 Nucleotidase
N
N
H
H
H
H
A D ENINE
HYPOXANTHINE
XANTHINE
GUANINE
3.5.4.3
3.2.2.1 Purine nucleosidase
3.2.2.2 Inosine Nucleosidase
3.2.2.4
3.5.4.2
1.1.3.22
H 2 O
AMP nucleosidase
3.2.2.7 Adenosine nucleosidase
3.5.1.5 Urease
3.5.3.4
CHO
1.1.3.22
O 2
NH 2
H
Allantoicase
COOH
O
H
O
2CO 2
C
NH 2
Glyoxylate
N
C
N
1.1.3.22
3.5.4.2 Adenine deaminase
3.5.4.3 Guanine deaminase
3.5.4.4 Adenosine deaminase
3.5.4.6 AMP deaminase
3.5.4.10 IMP cyclohydrolase
3.5.4.15 Guanosine deaminase
4.1.1.21
H N
2
H N
2
COOH
H N
2
C
C
C
C
C
C
H N
C
2H 2 O
H 2 O
C=O
C=O
C=O
C=O
C
4NH 4 +
C
C C
H
C
H
O
C
C
H 2 O
C
H O
2
O
N
O
2H O
2
C
H 2 O 2
NH 2
N
N
N
2
CO 2
NH 2
O
N
H
N
H
O 2
H
H
H
H
Ammonia
2 Urea
Allantoic acid
3.5.1.5.
3.5.3.4
3.5.3.4
Allantoin
1.7.3.3
URIC ACID
P-
4.3.2.2 Adenylosuccinate lyase
6.3.2.6
ribosylaminoimidazole carboxylase
Marine
Sharks,
amphibia
Teleost(bony) fish
Other Mammals
Primates, birds
reptiles insects
P-
carboxamide synthase
6.3.3.1
ribosylaminoimidazolesuccino-
invertebrates
P-
6.3.4.1 GMP synthase
6.3.4.13
ribosylformylglycinamidine cyclo-ligase
P-
ribosylamine-glycine ligase
6.3.5.3
P-
ribosylformylglycinamidine synthase
c 2001 IUBMB
or
N
N
C
C
CH
CH
N
N
C
C
C
C
C
C
C
N
P- -P- -P-
O
O
O-CH 2
H H
P- -P- -P-
O
O
O-CH 2
H
H H
H
H
H H
H
H H H
C
C
C
C
C
C
C
C
C
C
C
C
CH
CH
N
N
N
O-CH 2
O
- -
O-CH 2
H H
H H
H
H H
H
H
H
C
C
C
N
N
N
HN
C
C
C
C
C
C
CH
CH
CH
CH
C
C
N
N
N
N
N
H
O
2.1.2.3
C
C
C
C
C
C
C
C
C
O
O
2.7.4.8 Guanylate
C
N
N
N
HN
C
C
C
C
C
C
N
N
C
HN
C
C
C
C
C
C
CH
CH
CH
C
C
N
N
N
N
N
N
N
C
C
C
C
O
O
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