Ligand (2-hydroxyphenyl)acetic acid

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Basic Ligand Information

Molecular Structure
Picture of (2-hydroxyphenyl)acetic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H8O3
(2-hydroxyphenyl)acetic acid
CCVYRRGZDBSHFU-UHFFFAOYSA-N
Synonyms:
(2-hydroxyphenyl)-acetic acid, (2-hydroxyphenyl)acetate, 2-hydroxyphenylacetate, 2-hydroxyphenylacetic acid, o-hydroxyphenylacetic acid

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
2-hydroxyphenylacetate + NAD(P)H + O2 = 2,5-dihydroxyphenylacetate + NAD(P)+ + H2O
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
phenylacetate + [reduced NADPH-hemoprotein reductase] + O2 = (2-hydroxyphenyl)acetate + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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-

Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-hydroxyphenylacetate + NAD(P)H + O2 = 2,5-dihydroxyphenylacetate + NAD(P)+ + H2O
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phenylpyruvate + O2 = 2-hydroxyphenylacetate + CO2
show the reaction diagram
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phenylacetate + [reduced NADPH-hemoprotein reductase] + O2 = (2-hydroxyphenyl)acetate + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
2-coumaranone + H2O = (2-hydroxyphenyl)acetic acid
show the reaction diagram
-
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3H-benzofuran-2-one + H2O = 2-hydroxyphenylacetic acid
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive
strong competitive inhibition with respect to homogentisate
-

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

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

Ki Value (2 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.17
-
pH 7.8, 37°C
0.37
-
pH 8.5

References & Links

Links to other databases for (2-hydroxyphenyl)acetic acid

ChEBI
PubChem
ChEBI
PubChem