1.1.1.311: (S)-1-phenylethanol dehydrogenase
This is an abbreviated version!
For detailed information about (S)-1-phenylethanol dehydrogenase, go to the full flat file.
Word Map on EC 1.1.1.311
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1.1.1.311
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s-1-phenylethanol
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acetophenone
-
denitrifying
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racemic
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1-phenyl-1,2-ethanediol
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2-hydroxyacetophenone
-
ethylbenzene
-
enantioselective
-
enantiomeric
-
parapsilosis
-
molybdenum
-
gibsonii
-
aromatoleum
-
synthesis
-
s-enantiomer
-
kurthia
-
isopropanol
-
azoarcus
-
gluconobacter
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cosubstrate
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aromaticum
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cctcc
-
stereoinversion
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oxydans
- 1.1.1.311
-
s-1-phenylethanol
- acetophenone
-
denitrifying
-
racemic
- 1-phenyl-1,2-ethanediol
- 2-hydroxyacetophenone
- ethylbenzene
-
enantioselective
-
enantiomeric
-
parapsilosis
- molybdenum
-
gibsonii
-
aromatoleum
- synthesis
-
s-enantiomer
-
kurthia
- isopropanol
- azoarcus
-
gluconobacter
-
cosubstrate
- aromaticum
-
cctcc
-
stereoinversion
-
oxydans
Reaction
Synonyms
(S)-PED, PED, PedH, prelog-specific NADH-dependent (S)-1-phenylethanol dehydrogenase
ECTree
1.1.1.311 (S)-1-phenylethanol dehydrogenaseAdvanced search results
results (
results (Substrates Products
Substrates Products on EC 1.1.1.311 - (S)-1-phenylethanol dehydrogenase
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
4'-bromoacetophenone + NADH + H+
(S)-4-(1-bromoethyl)phenol + NAD+
-
-
-
r
4'-chloroacetophenone + NADH + H+
(S)-4-(1-chloroethyl)phenol + NAD+
-
-
-
r
4'-fluoroacetophenone + NADH + H+
(S)-4-(1-fluoroethyl)phenol + NAD+
-
-
-
r
4'-methoxyacetophenone + NADH + H+
(S)-4-(1-methoxyethyl)phenol + NAD+
-
-
-
r
4'-nitroacetophenone + NADH + H+
(S)-4-(1-nitroethyl)phenol + NAD+
-
-
-
r
methyl 4-(4-bromophenyl)-4-oxobutanoate + NADH + H+
(S)-methyl 4-(4-bromophenyl)-4-hydroxybutanoate + (S)-(-)-5-(4-bromophenyl)dihydrofuran-2(3H)-one + NAD+
methyl 4-(4-chlorophenyl)-4-oxobutanoate + NADH + H+
(S)-methyl 4-(4-chlorophenyl)-4-hydroxybutanoate + (S)-(-)-5-(4-chlorophenyl)dihydrofuran-2(3H)-one + NAD+
methyl 4-(4-fluorophenyl)-4-oxobutanoate + NADH + H+
(S)-methyl 4-(4-fluorophenyl)-4-hydroxybutanoate + (S)-(-)-5-(4-fluorophenyl)dihydrofuran-2(3H)-one + NAD+
-
-
-
r
methyl 4-(4-methoxyphenyl)-4-oxobutanoate + NADH + H+
(S)-methyl 4-(4-methoxyphenyl)-4-hydroxybutanoate + (S)-(-)-5-(4-methoxyphenyl)dihydrofuran-2(3H)-one + NAD+
-
-
-
r
methyl 4-(4-methylphenyl)-4-oxobutanoate + NADH + H+
(S)-methyl 4-(4-methylphenyl)-4-hydroxybutanoate + (S)-(-)-5-(4-methylphenyl)dihydrofuran-2(3H)-one + NAD+
-
-
-
r
methyl 4-fluorobenzoylacetate + NADH + H+
(S)-methyl 3-(4-fluorophenyl)-3-hydroxypropanoate + NAD+
-
100% enantiomertic excess
-
?
methyl 4-oxo-4-(pyren-1-yl)butanoate + NADH + H+
(S)-methyl 4-hydroxy-4-(pyren-1-yl)butanoate + (S)-(-)-5-(pyren-1-yl)oxolan-2-one + NAD+
-
-
-
r
methyl 4-oxo-4-phenylbutanoate + NADH + H+
(S)-methyl 4-hydroxy-4-phenylbutanoate + (S)-(-)-5-phenyldihydrofuran-2(3H)-one + NAD+
-
-
-
r
(S)-1-phenylethanol + NAD+
acetophenone + NADH + H+
-
-
-
r
(S)-1-phenylethanol + NAD+
acetophenone + NADH + H+
-
-
-
r
(S)-1-phenylethanol + NAD+
acetophenone + NADH + H+
-
no activity with NADP+. No activity with (R)-1-phenylethanol
-
-
r
(S)-1-phenylethanol + NAD+
acetophenone + NADH + H+
-
no activity with NADP+. No activity with (R)-1-phenylethanol
-
-
r
2,2,2-trifluoroacetophenone + NADH + H+
(S)-1-phenyl-2,2,2-trifluoroethan-1-ol + NAD+
-
100% enantiomertic excess
-
?
2,2,2-trifluoroacetophenone + NADH + H+
(S)-1-phenyl-2,2,2-trifluoroethan-1-ol + NAD+
-
100% enantiomertic excess
-
?
2,4'-dichloroacetophenone + NADH + H+
(S)-2-chloro-1-(4-chloro-phenyl)-ethanol + NAD+
-
100% enantiomeric excess
-
?
2,4'-dichloroacetophenone + NADH + H+
(S)-2-chloro-1-(4-chloro-phenyl)-ethanol + NAD+
-
100% enantiomeric excess
-
?
4'-hydroxyacetophenone + NADH + H+
(S)-4-(1-hydroxyethyl)phenol + NAD+
-
-
-
r
4'-hydroxyacetophenone + NADH + H+
(S)-4-(1-hydroxyethyl)phenol + NAD+
-
90% enantiomeric excess
-
?
4'-hydroxyacetophenone + NADH + H+
(S)-4-(1-hydroxyethyl)phenol + NAD+
-
-
-
r
4-acetylbiphenyl + NADH + H+
(S)-1-(biphenyl-4-yl)ethanol + NAD+
-
100% enantiomeric excess
-
?
4-acetylbiphenyl + NADH + H+
(S)-1-(biphenyl-4-yl)ethanol + NAD+
-
100% enantiomeric excess
-
?
4-aminoacetophenone + NADH + H+
1-(4-aminophenyl)ethanol + NAD+
-
racemic product
-
?
4-aminoacetophenone + NADH + H+
1-(4-aminophenyl)ethanol + NAD+
-
racemic product
-
?
acetophenone + NADH + H+
(S)-1-phenylethanol + NAD+
-
-
-
r
acetophenone + NADH + H+
(S)-1-phenylethanol + NAD+
-
100% enantiomeric excess
-
?
acetophenone + NADH + H+
(S)-1-phenylethanol + NAD+
-
100% enantiomeric excess
-
?
acetophenone + NADH + H+
(S)-1-phenylethanol + NAD+
-
-
-
r
methyl 4-(4-bromophenyl)-4-oxobutanoate + NADH + H+
(S)-methyl 4-(4-bromophenyl)-4-hydroxybutanoate + (S)-(-)-5-(4-bromophenyl)dihydrofuran-2(3H)-one + NAD+
-
-
-
r
methyl 4-(4-bromophenyl)-4-oxobutanoate + NADH + H+
(S)-methyl 4-(4-bromophenyl)-4-hydroxybutanoate + (S)-(-)-5-(4-bromophenyl)dihydrofuran-2(3H)-one + NAD+
-
-
-
r
methyl 4-(4-chlorophenyl)-4-oxobutanoate + NADH + H+
(S)-methyl 4-(4-chlorophenyl)-4-hydroxybutanoate + (S)-(-)-5-(4-chlorophenyl)dihydrofuran-2(3H)-one + NAD+
-
-
-
r
methyl 4-(4-chlorophenyl)-4-oxobutanoate + NADH + H+
(S)-methyl 4-(4-chlorophenyl)-4-hydroxybutanoate + (S)-(-)-5-(4-chlorophenyl)dihydrofuran-2(3H)-one + NAD+
-
-
-
r
additional information
?
-
the enzyme is used for chemoenzymatic synthesis of enantiomerically enriched (S)- and (R)-gamma-aryl-gamma-butyrolactones, whereby the key step is an enzyme-catalyzed stereoselective reduction of methyl 4-oxo-4-arylbutanoates, (S)-PED-catalyzed bioreduction
-
-
-
additional information
?
-
the low pH cluster model is used to investigate kinetics and thermodynamics of the PEDH catalysed reductions of ketones to alcohols. The optimization of enzyme-ketone complexes (ES), transitions states (TS) as well as the enzyme-alcohol complexes (EP) are obtained for acetophenone and its structural analogues: 2,2-di-chloroacetophenone, 2-chloroacetophenone, 4'-nitroacetophenone, 4'-hydroxyacetophenone, 4'-methoxyacetophenone, 4'-ethylacetophenone, 4'-fluoroacetophenone, 4'-chloroacetophenone, 4'-bromoacetophenone, and 2-acetyl- and 4-acetylpyridine. Analysis of transition states for acetophenone derivatives, kinetic and thermodynamic analysis, overview
-
-
-
additional information
?
-
-
the low pH cluster model is used to investigate kinetics and thermodynamics of the PEDH catalysed reductions of ketones to alcohols. The optimization of enzyme-ketone complexes (ES), transitions states (TS) as well as the enzyme-alcohol complexes (EP) are obtained for acetophenone and its structural analogues: 2,2-di-chloroacetophenone, 2-chloroacetophenone, 4'-nitroacetophenone, 4'-hydroxyacetophenone, 4'-methoxyacetophenone, 4'-ethylacetophenone, 4'-fluoroacetophenone, 4'-chloroacetophenone, 4'-bromoacetophenone, and 2-acetyl- and 4-acetylpyridine. Analysis of transition states for acetophenone derivatives, kinetic and thermodynamic analysis, overview
-
-
-
additional information
?
-
the enzyme is used for chemoenzymatic synthesis of enantiomerically enriched (S)- and (R)-gamma-aryl-gamma-butyrolactones, whereby the key step is an enzyme-catalyzed stereoselective reduction of methyl 4-oxo-4-arylbutanoates, (S)-PED-catalyzed bioreduction
-
-
-
additional information
?
-
the low pH cluster model is used to investigate kinetics and thermodynamics of the PEDH catalysed reductions of ketones to alcohols. The optimization of enzyme-ketone complexes (ES), transitions states (TS) as well as the enzyme-alcohol complexes (EP) are obtained for acetophenone and its structural analogues: 2,2-di-chloroacetophenone, 2-chloroacetophenone, 4'-nitroacetophenone, 4'-hydroxyacetophenone, 4'-methoxyacetophenone, 4'-ethylacetophenone, 4'-fluoroacetophenone, 4'-chloroacetophenone, 4'-bromoacetophenone, and 2-acetyl- and 4-acetylpyridine. Analysis of transition states for acetophenone derivatives, kinetic and thermodynamic analysis, overview
-
-
-
additional information
?
-
-
no activity with ethanol, 1-propanol, 1-butanol, 2-phenylethanol or benzyl alcohol
-
-
?
additional information
?
-
-
no activity with ethanol, 1-propanol, 1-butanol, 2-phenylethanol or benzyl alcohol
-
-
?
