Ligand 2-aminophenol

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Basic Ligand Information

Molecular Structure
Picture of 2-aminophenol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H7NO
2-aminophenol
CDAWCLOXVUBKRW-UHFFFAOYSA-N
Synonyms:
2-hydroxyaniline, o-aminophenol

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
2-aminophenol + O2 = 2-aminomuconate 6-semialdehyde
show the reaction diagram
-
acetyl-CoA + 2-aminophenol = CoA + 2-acetylaminophenol
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (26 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
o-aminophenol + O2 = phenoxazinone + H2O2
show the reaction diagram
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2-aminophenol + H2O2 = ?
show the reaction diagram
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H2O2 + 2-aminophenol = ?
show the reaction diagram
-
2-aminophenol + H2O2 = 2-amino-9,10a-dihydro-3H-phenoxazin-3-one
show the reaction diagram
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2-aminophenol + O2 = 2-aminomuconate 6-semialdehyde
show the reaction diagram
-
2-aminophenol + O2 = ?
show the reaction diagram
-
2-aminophenol + O2 + NADPH = ?
show the reaction diagram
-
2-aminophenol + O2 + NADPH = ?
show the reaction diagram
-
o-aminophenol + Fe2+ + O2 = ?
show the reaction diagram
-
o-aminophenol + O2 = ?
show the reaction diagram
-
acetyl-CoA + o-aminophenol = CoA + N-acetyl-o-aminophenol
show the reaction diagram
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2-aminophenol + UDPglucuronate = UDP + (2-aminophenyl)-O-glucuronide
show the reaction diagram
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UDPglucose + 2-aminophenol = UDP + 2-aminophenyl beta-D-glucoside
show the reaction diagram
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thiamine + 2-hydroxyaniline = 4-methyl-5-(2-hydroxyethyl)-thiazole + [(4-amino-2-methylpyrimidin-5-yl)methyl]-N-(2-hydroxyphenyl)amine
show the reaction diagram
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3'-phosphoadenylyl sulfate + 2-aminophenol = adenosine 3',5'-bisphosphate + 2-aminophenyl sulfate
show the reaction diagram
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3'-phosphoadenylylsulfate + 2-aminophenol = adenosine 3',5'-bisphosphate + 2-aminophenyl sulfate
show the reaction diagram
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4-nitrophenyl sulfate + 2-aminophenol = 4-nitrophenol + 2-aminophenyl sulfate
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
anthranilate + NADH + 2 H+ + O2 = 2-aminophenol + NAD+ + H2O + CO2
show the reaction diagram
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-
anthranilate + NAD(P)H + O2 = 2-hydroxyaniline + NAD(P)+ + H2O2 + CO2
show the reaction diagram
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1,3-benzoxazol-2(3H)-one + H2O = 2-aminophenol + CO2
show the reaction diagram
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-
(hydroxyamino)benzene = 2-aminophenol
show the reaction diagram
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hydroxylaminobenzene = 2-aminophenol + 4-aminophenol
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE

Inhibitor in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
substrate inhibition of SULT1A1
-
cleavage of Tyr
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3D Structure of Enzyme-Ligand-Complex (PDB) (7 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (5 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
20
-
at pH 7.0 and 55°C
20
-
in 50 mM sodium phosphate, pH 7.0, 30°C
147
-
in 50 mM Tris (pH 8.0) at 25°C

KM Value (18 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
3.5
-
at pH 7.0 and 55°C
0.00089
-
pH 8.0, 22°C
0.00288
-
-
1.94
-
-
4.2
-
-

Ki Value (4 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0049
-
-
1.04
-
pH 8.0, 37°C
0.108
-
SULT1A1, pH 7.4, 37°C
0.00742
-
-

References & Links

Links to other databases for 2-aminophenol

ChEBI
PubChem
ChEBI
PubChem