Ligand phenylglyoxylic acid

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

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-2-phenylacetate, 2-oxobenzeneacetate, 2-oxophenylacetate, 2-oxophenylacetic acid, 2-phenyl-2-oxoacetate, alpha-Oxo-benzeneacetate, alpha-oxo-benzeneacetic acid, benzoylformate, benzoylformic acid, oxo(phenyl)acetic acid, oxo(phenyl) acetic acid, phenylglyoxalate, phenylglyoxylate, phenyl glyoxylate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (4 results)

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

In Vivo Product in Enzyme-catalyzed Reactions (7 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
-
-
phenylglyoxylyl-CoA + H2O = phenylglyoxylate + CoA
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (35 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phenylglyoxylate + NADH + H+ = ? + NAD+
show the reaction diagram
-
benzoylformic acid + NADH + H+ = ? + NAD+
show the reaction diagram
-
benzoylformate + CoA + NAD+ = benzoyl-CoA + CO2 + NADH
show the reaction diagram
-
phenylglyoxylate + CoA + oxidized ferredoxin = benzoyl-CoA + CO2 + reduced ferredoxin
show the reaction diagram
-
2-oxophenylacetic acid + NH3 + NADH + H+ = L-2-aminophenylacetic acid + H2O + NAD+
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 (31 results)

EC NUMBER
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
-
-
(S)-mandelate + O2 = 2-phenyl-2-oxoacetate
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
-
-
phenylpyruvate + phenylglycine = phenylalanine + phenylglyoxylate
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
-
75.06% residual activity at 10 mM
-
substrate inhibition
-

3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (67 results)

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

KM Value (96 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