Ligand 2-naphthol

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Basic Ligand Information

Molecular Structure
Picture of 2-naphthol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C10H8O
2-naphthol
HPQYKCJIWQFJMS-UHFFFAOYSA-L
Synonyms:
2-naphthyl alcohol, 2-napthol, 3-naphthol, beta-naphthol

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
3'-phosphoadenylyl sulfate + 2-naphthol = adenosine 3',5'-bisphosphate + 2-naphthyl sulfate
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (21 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-naphthol + O2 = ? + H2O
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2-naphthol + H2O2 = ? + H2O
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2-naphthol + NADPH + H+ + O2 = ? + NADP+ + H2O
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UDP-D-glucuronate + 2-naphthol = UDP + 2-naphthyl beta-D-glucuronoside
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UDP-glucose + beta-naphthol = UDP + 2-naphthyl-beta-D-glucopyranoside
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UDP-glucose + 2-naphthol = UDP + naphthol 2-O-beta-D-glucoside
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UDPglucose + 2-naphthol = UDP + 2-naphthyl beta-D-glucoside
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UDP-alpha-D-glucose + 2-naphthol = UDP + naphthalen-2-yl beta-D-glucopyranoside
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UDP-alpha-D-glucose + 2-naphthol = UDP + naphthalen-2-yl beta-D-glucopyranoside
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2-naphthol + dimethylallyl diphosphate = diphosphate + ?
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3'-phosphoadenylylsulfate + 2-naphthol = adenosine 3',5'-bisphosphate + 2-naphthyl sulfate
show the reaction diagram
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4-nitrophenyl sulfate + 2-naphthol = 4-nitrophenol + 2-napththyl sulfate
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3'-phosphoadenylyl sulfate + 2-naphthol = adenosine 3',5'-bisphosphate + 2-naphthyl sulfamate
show the reaction diagram
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3'-phosphoadenylyl sulfate + 2-naphthol = adenosine 3',5'-bisphosphate + 2-naphthyl sulfate
show the reaction diagram
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3'-phosphoadenylylsulfate + 2-naphthol = adenosine 3',5'-bisphosphate + 2-naphthyl sulfate
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (72 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
naphthalene + NADH + H+ + O2 = 2-naphthol + NAD+ + H2O
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2-naphthaldehyde + NADH + H+ = 2-naphthyl alcohol + NAD+
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2-naphthyl sulfate + phenol = 2-naphthol + phenyl sulfate
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2-naphthyl acetate + H2O = 2-naphthol + acetate
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2-naphthyl acetate + H2O = 2-naphthol + acetate
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beta-naphthyl phosphate + H2O = beta-naphthol + phosphate
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2-naphthyl phosphate + H2O = 2-naphthol + phosphate
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beta-naphthyl phosphate + H2O = beta-naphthol + phosphate
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2-naphthyl phosphate + H2O = 2-naphthol + phosphate
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2-naphthyl sulfate + H2O = 2-naphthol + sulfate
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naphthyl-beta-D-mannopyranoside + H2O = 2-naphthol + beta-D-mannose
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2-naphthyl-beta-D-galactopyranoside + H2O = 2-naphthol + beta-D-galactopyranose
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2-naphthyl butyrate + H2O = 2-naphthol + butanoate
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4-carboxybutyryl-Phe-2-naphthyl ester + H2O = 4-carboxybutyryrl-Phe + 2-naphthol
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Inhibitor in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
potent product inhibitor
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (3 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.7
-
pH 5.5, 37C

KM Value (9 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.18
-
25C, pH 5.5
0.00591
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in 50 mM Tris-HCl, pH 7.4, at 37C

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.1
-
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IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.016
-
at pH 8.0 and 45C

References & Links

Links to other databases for 2-naphthol

ChEBI
PubChem
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PubChem