Ligand hippuric acid

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Basic Ligand Information

Molecular Structure
Picture of hippuric acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C9H9NO3
hippuric acid
QIAFMBKCNZACKA-UHFFFAOYSA-N
Synonyms:
benzoyl-Gly, benzoyl-glycine, benzoylglycine, Bz-Gly, hippurate, N-(phenylcarbonyl)glycine, N-alpha-benzoyl-Gly, N-benzoylglycine, N-hippuric acid, Nalpha-benzoyl-Gly
Pathway Source
Pathways

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
hippurate + H2O = benzoate + glycine
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzoyl-CoA + glycine = CoA + hippurate
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
Bz-Gly + H2O = benzoic acid + glycine
show the reaction diagram
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N-benzoylglycine + H2O = benzoate + glycine
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (101 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzoyl-CoA + glycine = CoA + N-benzoylglycine
show the reaction diagram
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benzoyl-CoA + glycine = CoA + benzoylglycine
show the reaction diagram
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benzylglucosinolate + H2O = D-glucose + hippuric acid
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benzoyl-Gly-His-Gly + H2O = benzoyl-Gly + His-Gly
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Hippuric acid-His-Leu + H2O = Hippuric acid + His-Leu
show the reaction diagram
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hippuryl-mercaptoacetic acid = hippuric acid + mercaptoacetate
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benzoyl-Gly-Arg + H2O = benzoyl-Gly + L-arginine
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hippuryl-Arg + H2O = hippuric acid + Arg
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benzoyl-glycyl-L-lysine + H2O = benzoyl-glycine + L-lysine
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Nalpha-benzoyl-Gly 4-nitroanilide + H2O = Nalpha-benzoyl-Gly + 4-nitroaniline
show the reaction diagram
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benzoyl-Gly p-nitrophenyl ester + H2O = benzoyl-Gly + p-nitrophenol
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Benzoyl-Gly ethyl ester + H2O = Benzoyl-Gly + ethanol
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benzoyl-Gly amide + H2O = benzoyl-Gly + NH3
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benzoyl-Gly-Ala-Ala-Phe-4-aminobenzoate + H2O = benzoyl-Gly + Ala-Ala-Phe-4-aminobenzoate
show the reaction diagram
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hippuryl adenylate + H2O = hippuric acid + AMP
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
1 mM concentration, 10% activation free protein, 8% activation immobilized protein
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stimulates hydrolase reaction, inhibits transpeptidation
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Inhibitor in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
transpeptidase, not hydrolase reaction
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with benzoyl-Gly-Arg as substrate
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competitive
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5 mM, 6% inhibition
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (13 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

Ki Value (9 results)

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

References & Links

Links to other databases for hippuric acid

ChEBI
PubChem
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PubChem