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Ligand 1-naphthol

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Basic Ligand Information

Molecular Structure
Picture of 1-naphthol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C10H8O
1-naphthol
KJCVRFUGPWSIIH-UHFFFAOYSA-N
Synonyms:
alpha-Naphthol

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3'-phosphoadenylyl sulfate + 1-naphthol = adenosine 3',5'-bisphosphate + 1-naphthyl sulfate
show the reaction diagram
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3'-phosphoadenylyl sulfate + 1-naphthol = adenosine 3',5'-bisphosphate + 1-naphthyl sulfate
show the reaction diagram
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3'-phosphoadenylyl sulfate + 1-naphthol = adenosine 3',5'-bisphosphate + 1-naphthyl sulfate
show the reaction diagram
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3'-phosphoadenylyl sulfate + 1-naphthol = adenosine 3',5'-bisphosphate + 1-naphthyl sulfate
show the reaction diagram
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3'-phosphoadenylyl sulfate + 1-naphthol = adenosine 3',5'-bisphosphate + 1-naphthyl sulfate
show the reaction diagram
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3'-phosphoadenylyl sulfate + 1-naphthol = adenosine 3',5'-bisphosphate + 1-naphthyl sulfate
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
carbaryl + H2O = 1-naphthol + methylamine + CO2
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (38 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
alpha-naphthol + H2O2 = ?
show the reaction diagram
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1-naphthol + H2O2 = ? + H2O
show the reaction diagram
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1-naphthol + H2O2 = ? + H2O
show the reaction diagram
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UDP-glucose + 1-naphthol = UDP + naphthol 1-O-beta-D-glucoside
show the reaction diagram
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UDP-alpha-D-glucose + 1-naphthol = UDP + naphthalen-1-yl beta-D-glucopyranoside
show the reaction diagram
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UDP-alpha-D-glucose + 1-naphthol = UDP + naphthalen-1-yl beta-D-glucopyranoside
show the reaction diagram
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1-naphthol + dimethylallyl diphosphate = diphosphate + 4-(3-methylbut-2-en-1-yl)naphthalen-1-ol
show the reaction diagram
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dimethylallyl diphosphate + 1-naphthol = diphosphate + ?
show the reaction diagram
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dimethylallyl diphosphate + 1-naphthol = diphosphate + 4-(3-methylbut-2-en-1-yl)naphthalen-1-ol
show the reaction diagram
-
3'-phosphoadenylyl sulfate + 1-naphthol = adenosine 3',5'-bisphosphate + 1-naphthyl sulfate
show the reaction diagram
-
3'-phosphoadenylyl sulfate + 1-naphthol = adenosine 3',5'-bisphosphate + 1-naphthyl sulfate
show the reaction diagram
-
3'-phosphoadenylyl sulfate + 1-naphthol = adenosine 3',5'-bisphosphate + 1-naphthyl sulfate
show the reaction diagram
-
3'-phosphoadenylyl sulfate + 1-naphthol = adenosine 3',5'-bisphosphate + 1-naphthyl sulfate
show the reaction diagram
-
3'-phosphoadenylylsulfate + 1-naphthol = adenosine 3',5'-bisphosphate + 1-naphthyl sulfate
show the reaction diagram

Product in Enzyme-catalyzed Reactions (119 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
naphthalene + NADH + H+ + O2 = 1-naphthol + NAD+ + H2O
show the reaction diagram
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naphthalene + [reduced NADPH-hemoprotein reductase] + O2 = 1-naphthol + H2O + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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alpha-naphthyl sulfate + phenol = alpha-naphthol + phenyl sulfate
show the reaction diagram
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alpha-naphthyl acetate + H2O = 1-naphthol + acetate
show the reaction diagram
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1-naphthyl acetate + H2O = 1-naphthol + acetate
show the reaction diagram
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1-naphthyl acetate + H2O = 1-naphthol + acetate
show the reaction diagram
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alpha-naphthyl phosphate + H2O = alpha-naphthol + phosphate
show the reaction diagram
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1-naphthyl phosphate + H2O = 1-naphthol + phosphate
show the reaction diagram
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1-naphthyl phosphate + H2O = 1-naphthol + phosphate
show the reaction diagram
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1-naphthyl-phosphate + H2O = 1-naphthol + phosphate
show the reaction diagram
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1-naphthyl phosphate + H2O = 1-naphthol + phosphate
show the reaction diagram
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alpha-naphthyl phosphate + H2O = alpha-naphthol + phosphate
show the reaction diagram
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1-naphthyl sulfate + H2O = 1-naphthol + sulfate
show the reaction diagram
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1-naphthyl alpha-D-galactoside + H2O = 1-naphthol + D-galactose
show the reaction diagram
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1-naphthyl-alpha-D-mannopyranoside + H2O = 1-naphthol + alpha-D-mannopyranose
show the reaction diagram
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alpha-L-arabinofuranosyl 1-naphthol + H2O = alpha-L-arabinofuranose + 1-naphthol
show the reaction diagram
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alpha-naphthylacetate + H2O = alpha-naphthol + acetate
show the reaction diagram
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N6-alpha-naphthoyl-L-lysine + H2O = L-lysine + 1-naphthol
show the reaction diagram
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alpha-naphthylphosphate + H2O = alpha-naphthol + phosphate
show the reaction diagram
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deshydroxyvermelone = 1-naphthol + H2O
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
slight activation of enzyme activity at 0.25 mM, but not at 0.5 mM
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Inhibitor in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
12.4% inhibition at 10 mM
-
10 mM, 53% inhibition
-
SULT1A1, substrate inhibition at 0.0005 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (7 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (2 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE

KM Value (28 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
70
-
pH 2.5, 30°C
0.75
-
25°C, pH 5.5
0.00099
-
isoform Sult1a1, in 50 mM Tris/HCl buffer, pH 7.4, 1 mM dithiothreitol, 5 mM MgCl2, and 1 mg/ml bovine serum albumin, at 37°C
0.0012
-
isoform SULT1B1, in 50 mM Tris/HCl buffer, pH 7.4, 1 mM dithiothreitol, 5 mM MgCl2, and 1 mg/ml bovine serum albumin, at 37°C

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.2
-
-

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.0352
-
isoform UGT1A6, at pH 7.6 and 37°C

References & Links

Links to other databases for 1-naphthol

ChEBI
PubChem
ChEBI
PubChem