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Ligand phenylglyoxylic acid

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Basic Ligand Information

Molecular Structure
Picture of phenylglyoxylic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H6O3
phenylglyoxylic acid
FAQJJMHZNSSFSM-UHFFFAOYSA-N
Synonyms:
2-oxo(phenyl)acetate, 2-oxo-2-phenylacetate, 2-oxo-2-phenylacetic acid, 2-oxobenzeneacetate, 2-oxophenylacetate, 2-oxophenylacetic acid, 2-phenyl-2-oxoacetate, alpha-Oxo-benzeneacetate, alpha-oxo-benzeneacetic acid, benzoylformate, benzoylformic acid, oxo(phenyl)acetate, oxo(phenyl) acetic acid, oxo(phenyl)acetic acid, phenylglyoxalate, phenylglyoxylate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phenylglyoxylate + NADH + H+ = (R)-mandelate + NAD+
show the reaction diagram
-
phenylglyoxylate + NAD+ + CoA-SH = benzoyl-S-CoA + CO2 + NADH
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(R)-mandelate + NAD+ = phenylglyoxylate + NADH + H+
show the reaction diagram
-
(R)-mandelate + NAD+ = phenylglyoxylate + NADH + H+
show the reaction diagram
-
phenylglycine + H2O + O2 = benzoylformic acid + NH3 + H2O2
show the reaction diagram
-
D-phenylglycine + 2-oxoglutarate = phenylglyoxylate + L-glutamate
show the reaction diagram
-
phenylglyoxylyl-CoA + H2O = phenylglyoxylate + CoA
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (41 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-oxo-2-phenylacetic acid + NADPH + H+ = ? + NADP+
show the reaction diagram
-
benzoylformate + NADH + H+ = phenylglyoxylate + NAD+
show the reaction diagram
-
phenylglyoxylate + NADH + H+ = ? + NAD+
show the reaction diagram
-
phenylglyoxylate + NADH + H+ = (R)-mandelate + NAD+
show the reaction diagram
-
benzoylformic acid + NADH + H+ = ? + NAD+
show the reaction diagram
-
phenylglyoxylate + CoA + oxidized ferredoxin = benzoyl-CoA + CO2 + reduced ferredoxin
show the reaction diagram
-
2-oxo(phenyl)acetate + NH3 + NADPH + H+ = (2S)-amino(phenyl)acetate + NADP+
show the reaction diagram
-
L-glutamate + phenylglyoxylate = L-phenylglycine + 2-oxoglutarate
show the reaction diagram
-
benzoylformic acid = ?
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (44 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzoylformate + NADH + H+ = phenylglyoxylate + NAD+
show the reaction diagram
-
(R)-mandelate + NAD+ = phenylglyoxylate + NADH + H+
show the reaction diagram
-
(R)-mandelate + NAD+ = phenylglyoxylate + NADH + H+
show the reaction diagram
-
mandelate + oxidized acceptor = oxo(phenyl)acetic acid + reduced acceptor
show the reaction diagram
-
(2S)-hydroxy(phenyl)acetic acid + acceptor = oxo(phenyl)acetic acid + reduced acceptor
show the reaction diagram
-
phenylacetyl-CoA + O2 = phenylglyoxylate + CoA
show the reaction diagram
-
phenylglyoxal + ferricyanide = oxo(phenyl) acetic acid + ferrocyanide + H+
show the reaction diagram
-
amino(phenyl)acetate + H2O + NAD+ = oxo(phenyl)acetate + NH3 + NADH + H+
show the reaction diagram
-
phenylpyruvate + phenylglycine = phenylalanine + phenylglyoxylate
show the reaction diagram
-
D-phenylglycine + 2-oxoglutarate = phenylglyoxylate + L-glutamate
show the reaction diagram
-
phenylglyoxylyl-CoA + H2O = phenylglyoxylate + CoA
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activates
-

Inhibitor in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
strain CETC 978, competitive inhibition
-
50% inhibition above 10 mM, competitive
-
substrate inhibition
-

3D Structure of Enzyme-Ligand-Complex (PDB) (86 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (69 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
313
-
-
18.57
-
-

KM Value (102 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.045
-
-

Ki Value (6 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
3.4
-
at pH 6.5, temperature not specified in the publication
0.65
-
-

References & Links

Links to other databases for phenylglyoxylic acid

ChEBI
PubChem
ChEBI
PubChem