Ligand allopurinol

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Basic Ligand Information

Molecular Structure
Picture of allopurinol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C5H4N4O
allopurinol
VMQMZMRVKUZKQL-UHFFFAOYSA-N
Synonyms:
1H-pyrazolo[3,4-d]pyrimidin-4(7H)-one, 4-hydroxypyrazolo(3,4-d)pyrimidine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-hydroxypyrazolo(3,4-d)pyrimidine + O2 + H2O = 4,6-dihydroxypyrazolo(3,4-d)pyrimidine + H2O2
show the reaction diagram
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ATP + H2O + allopurinol/in = ADP + phosphate + allopurinol/out
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
adenine + H2O = allopurinol + NH3
show the reaction diagram
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ATP + H2O + allopurinol/in = ADP + phosphate + allopurinol/out
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
allopurinol + 5-phospho-alpha-D-ribose 1-diphosphate = ?
show the reaction diagram
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ATP + H2O + allopurinol/in = ADP + phosphate + allopurinol/out
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
adenine + H2O = allopurinol + NH3
show the reaction diagram
-
adenine + H2O = allopurinol + NH3
show the reaction diagram
-
-
ATP + H2O + allopurinol/in = ADP + phosphate + allopurinol/out
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inhibits xanthine and hypoxanthine oxidation in vivo in intestine and pancreas, but enhances the activity in liver, tissue-dependent effects, overview
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inhibits xanthine and hypoxanthine oxidation in vivo in intestine and pancreas, but enhances the activity in liver, tissue-dependent effects, overview
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cell lines CAL 27, CAL 51, ORL 1, PANC 3
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cell lines CAL 27, CAL 51, ORL 1, PANC 3
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addition of allopurinol alone and allopurinol plus 5,5-dimethyl-1-pyrroline N-oxide results in increased CPB1 activity
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Inhibitor in Enzyme-catalyzed Reactions (51 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activity of NADH-GOGAT I significantly decreases in the presence of 2 mM allopurinol
-
at concentrations of 1 and 10 mM, potassium fluoride shows weak inhibitory effect on both, guanine deaminase activity (5.2 and 11% inhibition) and dihydropterin deaminase activity (6.2 and 10.1% inhibition)
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ZINC05177572
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competitive inhibitor. The inhibitor disrupts the necessary organization of the active site
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (6 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE

KM Value (12 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.004
-
-

Ki Value (3 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0018
-
pH 7.5, 25°C
0.97
-
-
0.03
-
mutant enzyme Q88E, pH and temperature not specified in the publication

IC50 Value (17 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE

References & Links

Links to other databases for allopurinol

ChEBI
PubChem
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PubChem