Ligand phenylhydrazine

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Basic Ligand Information

Molecular Structure
Picture of phenylhydrazine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H8N2
phenylhydrazine
HKOOXMFOFWEVGF-UHFFFAOYSA-N
Synonyms:
phenylhydrazin, phenyl hydrazine

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

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5-D/L-glutamyl-phenylhydrazine + acceptor = phenylhydrazine + 5-L-glutamyl-acceptor
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetyl-CoA + phenylhydrazine = CoA + N-acetyl-phenylhydrazine
show the reaction diagram
-
isocitrate + phenylhydrazine = ? + glyoxylate phenylhydrazone
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5-D/L-glutamyl-phenylhydrazine + acceptor = phenylhydrazine + 5-L-glutamyl-acceptor
show the reaction diagram
-
beta-N-(gamma-L-glutamyl)phenylhydrazine + H2O = L-glutamate + phenylhydrazine
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
0.1 mM concentration 280% activation
-
completely dependent on phenylhydrazine, which acts as an activator at low concentrations and decreases the affinity of the enzyme for the substrate at higher concentrations, the activation is reduced by pyridoxamine-5'-phosphate and pyridoxal-5'-phosphate
-
acivation
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Inhibitor in Enzyme-catalyzed Reactions (146 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
carbonyl reagent
-
up to 45% inhibition
-
92.5% inhibition at 2 mM
-
1 mM, 91% inhibition
-
rapid inactivation, concentration-dependent, no heme adducts detectable, inactivation is slightly stimulated by Co2+
-
AnaPX is highly sensitive to the suicide substrate phenylhydrazine (complete inhibition at 1 mM)
-
1 mM, 95% loss of activity
-
1 mM, 10% inhibition
-
1 mM, 86% inhibition, noncompetitive inhibition
-
1 mM, 10 min at 35°C, 15% loss of activity
-
complete inhibition at 1 mM (pH 5.5)
-
slight
-
0.1 mM, 95% inhibition
-
irreversible
-
0.01 M
-
partially reversible by pyridoxal 5'-phosphate
-
strong inhibition
-
73% inhibition by 1 mM, 97.4% inhibition by 10 mM
-
fully reversed by addition of pyridoxal phosphate
-
84% inhibition at 1 mM
-
1 mM, 20% inhibition
-
pyridoxal phosphate restores activity
-
weak inhibition
-
1 mM, complete inhibition
-
0.5 mM, 17% inhibition
-
0.1 mM, 81% inhibition, reversible by pyridoxal phosphate
-
irreversible inhibitor; retains 56% activity at 0.01 mM, retains 18% activity at 0.1 mM
-
inhibits phosphorylation of ADP
-
1 mM, 17% inhibition
-
1 mM, complete inhibition
-
complete inhibition at 1 mM
-
49% inhibition
-
5 mM, 48% inhibition
-
1 mM
-
competitive inhibition
-
53% residual activity at 5 mM; 5 mM, 47% inhibition
-
10 mM, 80% inhibition
-
10 mM, 20% inhibition
-
1 mM, 87% inhibition
-
1 mM, 84% inhibition
-
1 mM, 52% inhibition
-
1 mM, 91% inhibition
-
5 mM, DsdSC activity with pyridoxal 5'-phosphate 97.1%, without 4.2%
-

3D Structure of Enzyme-Ligand-Complex (PDB) (2 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

KM Value (5 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
0.25
-
pH 7.5, 25°C

IC50 Value (4 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE

References & Links

Links to other databases for phenylhydrazine

ChEBI
PubChem
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PubChem