metabolism of nucleotides

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Metabolism of purines and pyrimidines
- exercise -
Vladimíra Kvasnicová
Purine nucleotides
a) include an aromatic cycle in the structure
b) can contain either adenine or thymine
c) include N-glycosidic bond
d) are composed of a nucleoside bound to
phosphoric acid by an anhydride bond
Purine nucleotides
a) include an aromatic cycle in the structure
b) can contain either adenine or thymine
c) include N-glycosidic bond
d) are composed of a nucleoside bound to
phosphoric acid by an anhydride bond
PURINE BASES
Obrázek je převzat z učebnice: Devlin, T. M. (editor): Textbook of Biochemistry with Clinical Correlations, 4th
ed. Wiley-Liss, Inc., New York, 1997. ISBN 0-471-15451-2
ribonucleoside
deoxyribonucleoside
N-glycosidic bond
Obrázek je převzat z učebnice: Devlin, T. M. (editor): Textbook of Biochemistry with Clinical Correlations, 4th
ed. Wiley-Liss, Inc., New York, 1997. ISBN 0-471-15451-2
ribonucleotide
deoxyribonucleotide
ester bond
Obrázek je převzat z učebnice: Devlin, T. M. (editor): Textbook of Biochemistry with Clinical Correlations, 4th
ed. Wiley-Liss, Inc., New York, 1997. ISBN 0-471-15451-2
Pyrimidine nucleotides
a) include an imidazol ring in the structure
b) include thymidine- and cytidine monophosphate
c) contain an ester bond
d) can include 3 phosphate groups in their
structure
Pyrimidine nucleotides
a) include an imidazol ring in the structure
b) include thymidine- and cytidine monophosphate
c) contain an ester bond
d) can include 3 phosphate groups in their
structure
PYRIMIDINE
BASES
Obrázek je převzat z učebnice: Devlin, T. M. (editor): Textbook of Biochemistry with Clinical Correlations, 4th
ed. Wiley-Liss, Inc., New York, 1997. ISBN 0-471-15451-2
ribonucleosides
deoxyribonucleoside
Obrázek je převzat z učebnice: Devlin, T. M. (editor): Textbook of Biochemistry with Clinical Correlations, 4th
ed. Wiley-Liss, Inc., New York, 1997. ISBN 0-471-15451-2
Ribonucleotides
* N-glycosidic bond
* ester bond
* anhydride bond
Obrázek je převzat z učebnice: Devlin, T. M. (editor): Textbook
of Biochemistry with Clinical Correlations, 4th ed. Wiley-Liss,
Inc., New York, 1997. ISBN 0-471-15451-2
Purine and pyrimidine nucleotides can be
used
a) as nucleoside triphosphates for nucleic acid
synthesis
b) in energetic metabolism of cells
c) for activation of metabolic intermediates of
saccharides and lipids
d) in enzymatic reactions: some coenzymes are
nucleotides
Purine and pyrimidine nucleotides can be
used
a) as nucleoside triphosphates for nucleic acid
synthesis
b) in energetic metabolism of cells
c) for activation of metabolic intermediates of
saccharides and lipids
d) in enzymatic reactions: some coenzymes are
nucleotides
Synthesis of nucleotides
a) uses products of pentose cycle
b) includes phosphoribosyl diphosphate (PRDP =
PRPP) as a substrate
c) needs derivatives of folic acid
d) proceeds in a cytoplasm only
Synthesis of nucleotides
a) uses products of pentose cycle
b) includes phosphoribosyl diphosphate (PRDP =
PRPP) as a substrate
c) needs derivatives of folic acid
d) proceeds in a cytoplasm only
H4 –folate (THF)
pentose cycle
PRPP = PRDP
Obrázek je převzat z učebnice: Devlin, T. M. (editor): Textbook of Biochemistry with Clinical Correlations, 4th
ed. Wiley-Liss, Inc., New York, 1997. ISBN 0-471-15451-2
Synthesis of purine nucleotides
a) uses ammonia as a nitrogen donor
b) proceeds in a cytoplasm
c) can start from nucleosides produced by
degradation of nucleic acids
d) includes uric acid as an intermediate
Synthesis of purine nucleotides
a) uses ammonia as a nitrogen donor
b) proceeds in a cytoplasm
c) can start from nucleosides produced by
degradation of nucleic acids
d) includes uric acid as an intermediate
uric acid is the end product of purine ring degradation
Synthesis of purine nucleotides
C
Y
T
O
P
L
A
S
M
Obrázek převzat z http://web.indstate.edu/thcme/mwking/nucleotide-metabolism.html (leden 2007)
IMP
GMP
AMP
Obrázek je převzat z učebnice: Devlin, T. M. (editor): Textbook of Biochemistry with Clinical Correlations, 4th
ed. Wiley-Liss, Inc., New York, 1997. ISBN 0-471-15451-2
Obrázek je převzat z učebnice: Devlin, T. M. (editor): Textbook of Biochemistry with Clinical Correlations, 4th
ed. Wiley-Liss, Inc., New York, 1997. ISBN 0-471-15451-2
Synthesis of pyrimidine nucleotides
a) starts by the reaction: PRDP + glutamine
b) proceeds only in a cytoplasm of cells
c) includes orotic acid as an intermediate
d) includes inosine monophosphate as an
intermediate
Synthesis of pyrimidine nucleotides
a) starts by the reaction: PRDP + glutamine
b) proceeds only in a cytoplasm of cells
c) includes orotic acid as an intermediate
d) includes inosine monophosphate as an
intermediate
Synthesis of pyrimidine nucleotides
C
Y
T
O
P
L
A
S
M
mitochondrion
Obrázek převzat z http://web.indstate.edu/thcme/mwking/nucleotide-metabolism.html (leden 2007)
Obrázek je převzat z učebnice: Devlin, T. M. (editor): Textbook of Biochemistry with Clinical Correlations, 4th
ed. Wiley-Liss, Inc., New York, 1997. ISBN 0-471-15451-2
Synthesis of 2-deoxyribonucleotides
enzyme: ribonucleotide reductase
+ small protein „thioredoxin“
Obrázek je převzat z učebnice: Devlin, T. M. (editor): Textbook of Biochemistry with Clinical Correlations, 4th
ed. Wiley-Liss, Inc., New York, 1997. ISBN 0-471-15451-2
Synthesis of thymidine monophosphate
Obrázek je převzat z učebnice: Devlin, T. M. (editor): Textbook of Biochemistry with Clinical Correlations, 4th
ed. Wiley-Liss, Inc., New York, 1997. ISBN 0-471-15451-2
In a regulation of nucleotide synthesis
participate:
a) 5´-phosphoribosyl-1´-diphosphate (PRDP)
b) feed back inhibition
c) enzyme carbamoyl phosphate synthetase II
(synthesis of pyrimidines)
d) enzyme xanthine oxidase
(synthesis of purines)
In a regulation of nucleotide synthesis
participate:
a) 5´-phosphoribosyl-1´-diphosphate (PRDP)
b) feed back inhibition
c) enzyme carbamoyl phosphate synthetase II
(synthesis of pyrimidines)
d) enzyme xanthine oxidase
(synthesis of purines) = enzyme of purine degradation
Regulation of nucleotide synthesis
regulatory enzyme
activation
glutamine-PRPP
amidotransferase
(purines)
 PRPP
carbamoylphosphate
synthetase II
 PRPP
 ATP
(pyrimidines)
= cytosolic
inhibition
 IMP, GMP,
AMP
(allosteric
inhibition)
 UTP
In a degradation of purine nucleotides
a) ammonia is released
b) CO2 is produced
c) the enzyme xanthine oxidase participates
d) uric acid is produced as the end product
In a degradation of purine nucleotides
a) ammonia is released
b) CO2 is produced
c) the enzyme xanthine oxidase participates
d) uric acid is produced as the end product
Degradation of purines
= „uric acid“
In a degradation of pyrimidine nucleotides
a) -amino acids are produced
b) the enzyme xanthine oxidase participates
c) orotic acid is formed
d) ammonia is produced
In a degradation of pyrimidine nucleotides
a) -amino acids are produced
b) the enzyme xanthine oxidase participates
c) orotic acid is formed
d) ammonia is produced
Degradation of pyrimidines
Principal differences between metabolism
of purines and pyrimidines
purines
formation of
N-glycosidic
bond
in 1st step of their
biosynthesis
location of
biosynthesis
cytoplasm
products of
degradation
(PRDP is the 1st substrate)
uric acid
(poor solubility in H2O),
NH3
pyrimidines
a heterocyclic ring is
formed first, then it
reacts with PRDP
cytoplasm + 1 enzyme
is in a mitochondrion
CO2, NH3, -AMK
(soluble in H2O)
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