Ligand benzyl alcohol

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Basic Ligand Information

Molecular Structure
Picture of benzyl alcohol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C7H8O
benzyl alcohol
VYZAHLCBVHPDDF-UHFFFAOYSA-N
Synonyms:
1-phenylmethanol, aromatic alcohol, aromatic primary alcohol, benzylalcohol, benzyl alkohol, benzylalkohol, phenylmethanol

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
benzyl alcohol + NADP+ = benzaldehyde + NADPH
show the reaction diagram
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benzyl alcohol + O2 = benzaldehyde + H2O2
show the reaction diagram
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benzoyl-CoA + benzyl alcohol = benzyl benzoate + CoA
show the reaction diagram
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acetyl-CoA + benzyl alcohol = CoA + benzyl acetate
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzaldehyde + NAD(P)H + H+ = benzyl alcohol + NAD(P)+
show the reaction diagram
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benzyl 6-O-(beta-D-xylopyranosyl)-beta-D-glucopyranoside + H2O = benzyl alcohol + 6-O-(beta-D-xylopyranosyl)-beta-D-glucopyranose
show the reaction diagram
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2-oxopentanedioic acid 5-benzyl ester + H2O = 2-oxoglutarate + benzyl alcohol
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (63 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzylalcohol + NADP+ = benzaldehyde + NADPH
show the reaction diagram
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benzyl alcohol + oxidized 3-acetylpyridine adenine dinucleotide + H+ = benzaldehyde + reduced 3-acetylpyridine adenine dinucleotide
show the reaction diagram
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benzyl alcohol + NADP+ = ?
show the reaction diagram
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benzyl alcohol + NAD+ = benzaldehyde + NADH + H+
show the reaction diagram
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benzylalcohol + NAD+ = benzaldehyde + NADH
show the reaction diagram
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benzyl alcohol + NADP+ = benzaldehyde + NADPH
show the reaction diagram
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benzyl alcohol + ferricytochrome c = benzaldehyde + ferrocytochrome c + H+
show the reaction diagram
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benzyl alcohol + O2 = benzaldehyde + H2O2
show the reaction diagram
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benzyl alcohol + O2 = benzaldehyde + H2O2
show the reaction diagram
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benzyl alcohol + O2 = benzaldehyde + H2O2
show the reaction diagram
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benzyl alcohol + reduced 2,6-dichlorophenolindophenol = benzaldehyde + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
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benzyl alcohol + N,N,N',N'-tetramethyl-p-phenylenediamine = benzaldehyde + ?
show the reaction diagram
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benzyl alcohol + H2O2 = benzaldehyde + H2O
show the reaction diagram
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benzyl alcohol + NAD+ = benzaldehyde + NADH
show the reaction diagram
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benzyl alcohol + NAD+ + H2O = ? + NADH
show the reaction diagram
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acetyl-CoA + benzyl alcohol = CoA + benzyl acetate
show the reaction diagram
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acetyl-CoA + benzyl alcohol = CoA + benzyl acetate
show the reaction diagram
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UDP-glucose + benzyl alcohol = UDP + benzyl-beta-D-glucoside
show the reaction diagram
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UDPglucose + benzyl alcohol = UDP + benzyl beta-D-glucoside
show the reaction diagram
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3'-phosphoadenylylsulfate + benzyl alcohol = adenosine 3',5'-bisphosphate + benzyl sulfate
show the reaction diagram
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3'-phosphoadenylylsulfate + benzyl alcohol = adenosine 3',5'-bisphosphate + benzyl sulfate
show the reaction diagram
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4-nitrophenyl sulfate + benzyl alcohol = 4-nitrophenol + benzyl sulfate
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (156 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzaldehyde + NADPH = benzyl alcohol + NADP+
show the reaction diagram
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benzaldehyde + NADPH + H+ = benzyl alcohol + NADP+
show the reaction diagram
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benzaldehyde + NADPH = benzyl alcohol + NADP+
show the reaction diagram
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benzaldehyde + NADPH = benzyl alcohol + NADPH + H+
show the reaction diagram
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benzaldehyde + NAD(P)H = benzyl alcohol + NAD(P)+
show the reaction diagram
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benzaldehyde + NADPH = benzyl alcohol + NADP+
show the reaction diagram
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benzaldehyde + NADPH = benzyl alcohol + NADP+
show the reaction diagram
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benzaldehyde + NADH + H+ = benzyl alcohol + NAD+
show the reaction diagram
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toluene + O2 + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ = benzyl alcohol + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
show the reaction diagram
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benzoic acid + NADPH + ATP = benzaldehyde + benzyl alcohol + NADP+ + AMP + phosphate
show the reaction diagram
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benzaldehyde + NADH + H+ = benzyl alcohol + NAD+
show the reaction diagram
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benzyl acetate + H2O = benzyl alcohol + acetate
show the reaction diagram
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benzyl propionate + H2O = benzyl alcohol + propionate
show the reaction diagram
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n-butyl benzyl phthalate + H2O = 1,3-isobenzofurandione + n-butanol + benzyl alcohol
show the reaction diagram
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benzyl-beta-D-glucopyranoside + H2O = benzyl alcohol + beta-D-glucose
show the reaction diagram
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L-Leu-benzyl ester + H2O = L-Leu + benzylalcohol
show the reaction diagram
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N-benzoyl-Arg benzyl ester + H2O = N-benzoyl-Arg + benzyl alcohol
show the reaction diagram
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2-oxopentanedioic acid 5-benzyl ester + H2O = 2-oxoglutarate + benzyl alcohol
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive mechanism, substrate inhibition
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0.5 mM, 10% inhibition
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100 mM, 52% inhibition, reversible, may be due to changes in membrane fluidity
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complete inhibition at 1% (v/v)
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slight inhibition
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Ki: 2.6 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (18 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (61 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
8.4
-
pH 7.5, 37°C, recombinant enzyme
0.0733
-
-
93.3
-
at pH 6.5 and 65°C
0.013
-
isoform SULT1A1, at pH 7.0 and 37°C

KM Value (127 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.007
-
-
76
-
pH and temperature not specified in the publication
26.6
-
-
0.001
-
pH 7.0, 20°C
5.5
-
-
0.3
-
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Ki Value (4 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
10
-
-
1.4
-
-
2.6
-
-
0.01529
-
-

References & Links

Links to other databases for benzyl alcohol

ChEBI
PubChem
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PubChem