Ligand gamma-glutamyl hydroxamate

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Basic Ligand Information

Molecular Structure
Picture of gamma-glutamyl hydroxamate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C5H10N2O4
gamma-glutamyl hydroxamate
YVGZXTQJQNXIAU-VKHMYHEASA-N
Synonyms:
2-fluoro-L-Tyr, gamma-glutamyl-hydroxamate, gamma-glutamylhydroxamate, gamma-glutamylhydroxamic acid, gamma-L-Glu-hydroxylamine, gamma-L-glutamyl hydroxamate, gamma-L-glutamylhydroxamate, Gln-OH, glutamate 5-hydroxamate, glutamic acid 5-hydroxamate, glutamic acid gamma-monohydroxamate, L-5-N-hydroxyglutamine, L-gamma-glutamyl-hydroxamate, L-gamma-glutamyl hydroxamate, L-gamma-glutamylhydroxamate, L-Glu-gamma-monohydroxamate, L-glutamate-5-hydroxamate, L-glutamate-gamma-hydroxamate, L-glutamic acid-gamma-monohydroxamate, L-glutamic acid gamma-hydroxamate, L-glutamic acid gamma-monohydroxamate, L-glutamyl-5-hydroxamate, N5-hydroxy-L-glutamine

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
N-carbobenzoxy-L-glutaminylglycine + NH2OH = L-glutamic acid-gamma-monohydroxamate + ?
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetyl-CoA + L-glutamate-gamma-hydroxamate = CoA + N-acetyl-L-glutamate-gamma-hydroxamate
show the reaction diagram
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L-Glu-gamma-monohydroxamate + ethylamine = ?
show the reaction diagram
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L-5-N-hydroxyglutamine + phenylpyruvate = 4-(N-hydroxycarbamoyl)-2-oxobutanoate + L-phenylalanine
show the reaction diagram
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ATP + gamma-L-glutamyl hydroxamate + H2O = AMP + phosphate + N5-phospho-gamma-L-glutamyl hydroxamate
show the reaction diagram
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L-glutamic acid gamma-hydroxamate + H2O = L-Glu + hydroxylamine
show the reaction diagram
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L-glutamate-5-hydroxamate + H2O = ?
show the reaction diagram
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2-fluoro-L-Tyr + H2O = 2-fluorophenol + pyruvate + NH3
show the reaction diagram
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ATP + UTP + gamma-L-glutamylhydroxamate = ADP + phosphate + N4-hydroxy-CTP
show the reaction diagram
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L-Glutamic acid gamma-monohydroxamate + H2O = Hydroxylamine + Glu
show the reaction diagram
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2 ATP + gamma-glutamyl hydroxamate + HCO3- = ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (37 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
gamma-glutamyl-4-nitroanilide + hydroxamate = 4-nitroaniline + gamma-L-glutamylhydroxamate
show the reaction diagram
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theanine + hydroxylamine = gamma-glutamylhydroxamic acid + ethylamine
show the reaction diagram
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2-fluorophenol + pyruvate + NH3 = 2-fluoro-L-Tyr + H2O
show the reaction diagram
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ATP + L-Glu + hydroxylamine = ADP + phosphate + gamma-L-Glu-hydroxylamine
show the reaction diagram
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ATP + L-glutamate + hydroxylamine = ADP + phosphate + N5-hydroxy-L-glutamine
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
50 mM, 34% inhibition
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competitive, 20 mM: 35% inhibition, 4-methylene-L-glutamine as substrate
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ATP-dependent irreversible inactivation, loss of 90% activity within 3 days, inactivation mechanism, no inactivation occurs in absence of ATP or with AMP-PNP
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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) (6 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
2.1
-
at pH 8.0 and 25°C
212
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-

KM Value (9 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
1.5
-
at pH 8.0 and 25°C
15
-
pH 9.0, at 37ºC, NH2OH as co-substrate
20
-
-
0.35
-
-

References & Links

Links to other databases for gamma-glutamyl hydroxamate

ChEBI
PubChem
ChEBI
PubChem