Ligand 5-aminoimidazole-4-carboxamide ribonucleotide

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Basic Ligand Information

Molecular Structure
Picture of 5-aminoimidazole-4-carboxamide ribonucleotide (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C9H15N4O8P
5-aminoimidazole-4-carboxamide ribonucleotide
NOTGFIUVDGNKRI-UUOKFMHZSA-N
Synonyms:
1-(5'-phosphoribosyl)-5-amino-4-imidazolecarboxamide, 4-amino-5-imidazolecarboxamide ribonucleotide, 4-amino-5-imidazolecarboxamide ribotide, 5'-Phospho-ribosyl-5-amino-4-imidazole carboxamide, 5'-phosphoribosyl-5-amino-4-imidazolecarboxamide, 5'-phosphoribosyl-5-amino-imidazole-4-carboxamide, 5'-phosphoribosyl-5-amino-imidazole-carboxamide, 5'-phosphoribosyl-5-amino-imidazolecarboxamide, 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide, 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide, 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamido, 5-amino-1-(5-phospho-ß-D-ribosyl)imidazole-4-carboxamide, 5-amino-4-imidazole carboxamide ribonucleotide, 5-amino-4-imidazolecarboxamide ribotide, 5-aminoimidazole-4-carboxamide riboside 5'-monophosphate, 5-aminoimidazole-4-carboxamide ribotide, AICAR, aminoimidazole carboxamide ribotide


Show all pahtways known for Show all BRENDA pathways known for 5-aminoimidazole-4-carboxamide ribonucleotide

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (31 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ATP + formate + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide = ADP + phosphate + 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (14 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5-[(5-phospho-1-deoxy-D-ribulos-1-ylamino)methylideneamino]-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide + L-glutamine = 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide + D-erythro-1-(imidazol-4-yl)glycerol 3-phosphate + L-glutamate
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Substrate in Enzyme-catalyzed Reactions (75 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-amino-5-imidazolecarboxamide ribonucleotide + H2O = 4-amino-5-imidazolecarboxamide + D-ribose
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Product in Enzyme-catalyzed Reactions (32 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
inosinic acid + glycinamide ribotide + H2O = 5-amino-4-imidazolecarboxamide ribotide + formylglycinamide ribotide
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
increases the levels of eEF2K phosphorylation more than 2fold
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Inhibitor in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inhibition of fructose-1,6-bisphosphatase by aminoimidazole carboxamide ribotide prevents growth of Salmonella enterica purH mutants on glycerol
i.e. ZMP or AICAR, product inhibition, accumulation in the brain of Lesch-Nyhan disease patients induces inhibition of mitochondrial oxidative phosphorylation and adenylosuccinate lyase activity, followed by dowregulation of ATP levels and multifocal cell death in the cerebellum

3D Structure of Enzyme-Ligand-Complex (PDB) (253 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (4 results)

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

KM Value (15 results)

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

Ki Value (8 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

References & Links

Links to other databases for 5-aminoimidazole-4-carboxamide ribonucleotide

ChEBI
PubChem
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PubChem