Ligand 1-phenylethanol

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Basic Ligand Information

Molecular Structure
Picture of 1-phenylethanol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H10O
1-phenylethanol
WAPNOHKVXSQRPX-UHFFFAOYSA-N
Synonyms:
(R,S)-1-phenylethanol, (RS)-1-phenylethanol, 1-phenethyl alcohol, 1-phenyl-1-ethanol, 1-phenylethan-1-ol, alpha-phenylethanol, rac-1-phenylethanol, sec-phenethyl alcohol

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
(RS)-1-phenylethanol + vinyl acetate = (R)-1-phenylethyl acetate + acetaldehyde + (S)-1-phenylethanol
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In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
acetophenone + NADPH = 1-phenylethanol + NADP+
-
-
show the reaction diagram
ethylbenzene + H2O2 = 1-phenylethanol + H2O
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Substrate in Enzyme-catalyzed Reactions (24 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
sec-phenethyl alcohol + NADP+ = 1-phenylethanone + NADPH + H+
-
show the reaction diagram
1-phenylethanol + NAD+ = acetophenone + NADH + H+
-
show the reaction diagram
sec-phenethyl alcohol + O2 = 1-phenylethanone + H2O2
-
show the reaction diagram
3'-phosphoadenylylsulfate + 1-phenylethanol = adenosine 3',5'-bisphosphate + 1-phenylethyl sulfate
-
show the reaction diagram
4-nitrophenyl sulfate + 1-phenylethanol = 4-nitrophenol + 1-phenylethyl sulfate
-
show the reaction diagram
1-phenyl-1-ethanol + vinyl acetate = ?
-
show the reaction diagram
N-Cbz-L-Tyr + 1-phenylethanol = N-Cbz-L-Tyr-1-phenylethyl ester
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Product in Enzyme-catalyzed Reactions (19 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
1-phenylethan-1-one + NADPH + H+ = 1-phenylethan-1-ol + NADP+
-
-
show the reaction diagram
1-acetophenone + NADPH = 1-phenylethanol + NADP+
-
-
show the reaction diagram
acetophenone + NADH + H+ = 1-phenylethan-1-ol + NAD+
-
-
show the reaction diagram
1-phenylethanone + NADPH + H+ = 1-phenylethanol + NADP+
-
-
show the reaction diagram
1-phenylethan-1-one + NADH + H+ = 1-phenylethan-1-ol + NAD+
-
-
show the reaction diagram
acetophenone + NADH + H+ = alpha-phenylethanol + NAD+
-
-
show the reaction diagram
ethylbenzene + H2O2 = 1-phenylethanol + H2O
-
-
show the reaction diagram
ethylbenzene + NADH + O2 = cis-2,3-dihydroxy-1-ethyl-cyclohexa-4,6-diene + 1-phenethyl alcohol + NAD+
-
-
show the reaction diagram
ethylbenzene + NAD(P)H + H+ + O2 = 1-phenylethanol + 3-ethylphenol + 4-ethylphenol + NAD(P)+ + H2O
-
show the reaction diagram
ethylbenzene + putidaredoxin + O2 = 1-phenylethanol + oxidized putidaredoxin + H2O
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (2 results)

COMMENTARY
EC NUMBER
LITERATURE
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
pH 9.0, 70°C
35.7
-
with NAD+ as cosubstrate, at pH 6.0 and 70°C
35.7
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KM Value (9 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
-
0.025
-
pH 9.0, 70°C
244
-
cofactor NADP+, oxidation, recombinate mutant G37D, 30°C, pH 7.0
55.5
-
cofactor NADP+, oxidation, recombinate wild-type, 30°C, pH 7.0
2.9
-
NAD+, oxidation, recombinante mutant G37D, 30°C, pH 7.0
10.8
-
pH and temperature not specified in the publication
3
-
with NAD+ as cosubstrate, at pH 6.0 and 70°C
244
-
after a 4-day incubation period in 1,4-dioxane, co-lyophilization with methyl-beta-cyclodextrin
319
-
after incubation in 1,4-dioxane, co-lyophilization with methyl-beta-cyclodextrin
130
-

References & Links

Links to other databases for 1-phenylethanol

ChEBI
PubChem
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PubChem