Information on EC 1.1.1.B3 - (S)-specific secondary alcohol dehydrogenase

for references in articles please use BRENDA:EC1.1.1.B3
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The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea

EC NUMBER
COMMENTARY hide
1.1.1.B3
preliminary BRENDA-supplied EC number
RECOMMENDED NAME
GeneOntology No.
(S)-specific secondary alcohol dehydrogenase
-
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(S)-R-CHOH-R' + NAD+ = R-CO-R' + NADH + H+
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
non-pathway related
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SYSTEMATIC NAME
IUBMB Comments
sec-alcohol:NAD(P)+ oxidoreductase (specific for (S)-configuration of alcohol)
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
cf. EC 1.1.1.289
UniProt
Manually annotated by BRENDA team
cf. EC 1.1.1.289
UniProt
Manually annotated by BRENDA team
Nocardia fusca AKU 2123
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Manually annotated by BRENDA team
strain DSM 43297
UniProt
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
Rhodotorula sp. AS2.2241
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Manually annotated by BRENDA team
gene adhB
UniProt
Manually annotated by BRENDA team
Thermus thermophilus HB27 / ATCC BAA-163 / DSM 7039
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Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
metabolism
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(R)-1-phenylethanol + NAD+
1-phenylethanone + NADH + H+
show the reaction diagram
(R)-2-butanol + NAD+
2-butanone + NADH + H+
show the reaction diagram
Nocardia fusca AKU 2123
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6% of the activity with (RS)-2-hexanol
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-
r
(R)-2-hexanol + NAD+
2-hexanone + NADH + H+
show the reaction diagram
Nocardia fusca AKU 2123
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30% of the activity with (RS)-2-hexanol
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r
(R)-2-pentanol + NAD+
2-pentanone + NADH + H+
show the reaction diagram
Nocardia fusca AKU 2123
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15% of the activity with (RS)-2-hexanol
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-
r
(R)-3-butyn-2-ol + NAD+
but-3-yn-2-one + NADH + H+
show the reaction diagram
Nocardia fusca AKU 2123
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0.5% of the activity with (RS)-2-hexanol
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-
r
(R)-3-pentyn-2-ol + NAD+
pent-3-yn-2-one + NADH + H+
show the reaction diagram
Nocardia fusca AKU 2123
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5.6% of the activity with (RS)-2-hexanol
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r
(R)-3-phenyl-1-indanol + NADH + H+
(R)-3-phenyl-1-indanol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
(S)-1,3-butanediol + NAD+ + H+
4-hydroxy-2-butanone + NADH
show the reaction diagram
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enantioselective oxidation of the (S)-isomer
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?
(S)-1-phenylethanol + NAD+
1 phenylethanone + NADH + H+
show the reaction diagram
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99% ethanoselective reaction
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r
(S)-1-phenylethanol + NAD+
acetophenone + NADH + H+
show the reaction diagram
(S)-1-[4-(1-hydroxyethyl)phenyl]-methylketone + NADH + H+
(S)-1-(4-(1-hydroxy-ethyl)-phenyl)-ethanol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
-
-
r
(S)-2-butanol + NAD+
2-butanone + NADH + H+
show the reaction diagram
(S)-2-hexanol + NAD+
2-hexanone + NADH + H+
show the reaction diagram
(S)-2-pentanol + NAD+
2-pentanone + NADH + H+
show the reaction diagram
(S)-3-butyn-2-ol + NAD+
but-3-yn-2-one + NADH + H+
show the reaction diagram
Nocardia fusca AKU 2123
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6.9% of the activity with (RS)-2-hexanol
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r
(S)-3-pentyn-2-ol + NAD+
pent-3-yn-2-one + NADH + H+
show the reaction diagram
Nocardia fusca AKU 2123
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33% of the activity with (RS)-2-hexanol
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r
(S)-3-phenyl-1-indanone + NADH + H+
(S)-3-phenyl-1-indanol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
(S)-alpha-tetralol + NAD+
alpha-tetralone + NADH + H+
show the reaction diagram
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99% ethanoselective reaction
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r
1-(furan-2-yl)methylketone + NADH + H+
(S)-1-(furan-2-yl)ethanol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
1-chloroacetophenone + NADH + H+
(1S)-2-chloro-1-phenylethanol + NAD+
show the reaction diagram
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more thasn 99% enantiomeric excess
-
?
1-hexanal + NADH + H+
hexan-1-ol + NAD+
show the reaction diagram
Nocardia fusca AKU 2123
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254% of the activity with (RS)-2-hexanol
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r
1-indanone + NADH + H+
(S)-1-indanol + NAD+
show the reaction diagram
1-tetralone + NADH + H+
(S)-1,2,3,4-tetrahydronaphthalen-1-ol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
2'-fluoroacetophenone + NADH + H+
(1S)-1-(2-fluorophenyl)ethanol + NAD+
show the reaction diagram
2'-fluoroacetophenone + NADH + H+
(S)-1-(2-fluorophenyl)ethanol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
2'-hydroxyacetophenone + NADH + H+
(S)-2-(1-hydroxyethyl)phenol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
2,2,2-trifluoroacetophenone + NADH + H+
(S)-1-phenyl-2,2,2-trifluoroethan-1-ol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
2,2,2-trifluoroacetophenone + NADH + H+
?
show the reaction diagram
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completely enantioselective reaction
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r
2,2-dichloroacetophenone + NADH + H+
(S)-2,2-dichloro-1-phenylethanol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
2,2-difluoroacetophenone + NADH + H+
(S)-1-phenyl-2,2-trifluoroethan-1-ol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
2,3-butanedione + NADH + H+
? + NAD+
show the reaction diagram
9% of the activity with ethyl 4-chloro-3-oxobutanoate
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-
?
2,3-butanedione + NADPH + H+
? + NADP+
show the reaction diagram
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-
-
?
2,3-pentanedione + NADH + H+
? + NAD+
show the reaction diagram
82% of the activity with ethyl 4-chloro-3-oxobutanoate
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?
2,4'-dichloroacetophenone + NADH + H+
(S)-2-chloro-1-(4-chloro-phenyl)-ethanol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
2-acetylpyridine + NADH + H+
(S)-1-(pyridin-2-yl)ethanol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
2-acetylthiophene + NADH + H+
(S)-1-(thiophen-2-yl)ethanol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
2-chloroacetophenone + NADH + H+
(R)-2-chloro-1-phenylethanol + NAD+
show the reaction diagram
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100% (R)-enantiospecific product
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r
2-cyanoacetophenone + NADH + H+
(S)-3-hydroxy-3-phenylpropanenitrile + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
2-decanone + NADH + H+
(S)-2-decanol + NAD+
show the reaction diagram
Nocardia fusca AKU 2123
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159% of the activity with (RS)-2-hexanol
reaction is stereoselective
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r
2-fluoroacetophenone + NADH + H+
(S)-2-fluoro-1-phenylethan-1-ol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
2-heptanone + NADH + H+
(S)-2-heptanol + NAD+
show the reaction diagram
Nocardia fusca AKU 2123
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334% of the activity with (RS)-2-hexanol
reaction is stereoselective
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r
2-hexanone + NADH + H+
(S)-2-hexanol + NAD+
show the reaction diagram
Nocardia fusca AKU 2123
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225% of the activity with (RS)-2-hexanol
reaction is stereoselective
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r
2-octanone + NADH + H+
(S)-2-octanol + NAD+
show the reaction diagram
Nocardia fusca AKU 2123
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223% of the activity with (RS)-2-hexanol
reaction is stereoselective
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r
3'-aminoacetophenone + NADH + H+
(S)-1-(3-aminophenyl)ethanol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
3'-bromoacetophenone + NADH + H+
(S)-1-(3-bromophenyl)ethanol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
3'-chloroacetophenone + NADH + H+
(S)-1-(3-chlorophenyl)ethanol + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
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r
3'-fluoroacetophenone + NADH + H+
(1S)-1-(3-fluorophenyl)ethanol + NAD+
show the reaction diagram
3'-fluoroacetophenone + NADH + H+
(S)-1-(3-fluorophenyl)ethanol + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
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r
3'-hydroxyacetophenone + NADH + H+
(S)-3-[(1)-1-hydroxyethyl]phenol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
3'-methoxyacetophenone + NADH + H+
(S)-1-(3-methoxyphenyl)ethanol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
-
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r
3'-methylacetophenone + NADH + H+
(S)-1-(3-methylphenyl)ethanol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
-
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r
3-(3-bromo-phenyl)-3-oxo-propionic acid methyl ester + NADH + H+
(S)-methyl 3-(3-bromophenyl)-3-hydroxypropanoate + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
3-(3-chloro-phenyl)-3-oxo-propionic acid methyl ester + NADH + H+
(S)-methyl 3-(3-chlorophenyl)-3-hydroxypropanoate + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
-
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r
3-(3-fluoro-phenyl)-3-oxo-propionic acid methyl ester + NADH + H+
(S)-methyl 3-(3-fluorophenyl)-3-hydroxypropanoate + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
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r
3-(3-methoxyphenyl)-3-oxo-propionic acid methylester + NADH + H+
(S)-methyl 3-hydroxy-3-(3-methoxyphenyl)propanoate + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
-
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r
3-(4-methoxy-phenyl)-3-oxo-propionic acid methyl ester + NADH + H+
(S)-methyl 3-hydroxy-3-(4-methoxyphenyl)propanoate + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
-
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r
3-acetylpyridine + NADH + H+
(S)-1-(pyridin-3-yl)ethanol + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
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r
3-coumaranone + NADH + H+
(S)-2,3-dihydro-1-benzofuran-3-ol + NAD+
show the reaction diagram
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100% (S)-enantiospecific product
-
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r
4'-acetoxy acetophenone + NADH + H+
(1S)-1-(4-acetoxyphenyl)ethanol + NAD+
show the reaction diagram
4'-acetyl acetophenone + NADH + H+
(S)-1-(4-(1-hydroxy-ethyl)-phenyl)-ethanol + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
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r
4'-acetyl pyridine + NADH + H+
(1S)-1-(pyridin-4-yl)ethanol + NAD+
show the reaction diagram
4'-acetylbiphenyl + NADH + H+
(S)-1-(biphenyl-4-yl)ethanol + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
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r
4'-acetylphenyl methanesulfonate + NADH + H+
(S)-4-(1-hydroxyethyl)phenyl methanesulfonate + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
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r
4'-aminoacetophenone + NADH + H+
(S)-1-(4-aminophenyl)ethanol + NAD+
show the reaction diagram
-
50% (S)-enantiospecific product
-
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r
4'-bromoacetophenone + NADH + H+
(1S)-1-(4-bromophenyl)ethanol + NAD+
show the reaction diagram
4'-bromoacetophenone + NADH + H+
(S)-1-(4-bromophenyl)ethanol + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
-
r
4'-chloroacetophenone + NADH + H+
(1S)-1-(4-chlorophenyl)ethanol + NAD+
show the reaction diagram
-
83% of the activity with acetophenone
-
-
?
4'-chloroacetophenone + NADH + H+
(S)-1-(4-chlorophenyl)ethanol + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
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r
4'-ethylacetophenone + NADH + H+
(S)-1-(4-ethylphenyl)ethanol + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
-
r
4'-fluoroacetophenone + NADH + H+
(1S)-1-(4-fluorophenyl)ethanol + NAD+
show the reaction diagram
-
117% of the activity with acetophenone
-
-
?
4'-fluoroacetophenone + NADH + H+
(S)-1-(4-fluorophenyl)ethanol + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
-
r
4'-hydroxyacetophenone + NADH + H+
(S)-4-(1-hydroxyethyl)phenol + NAD+
show the reaction diagram
-
90% (S)-enantiospecific product
-
-
r
4'-iodoacetophenone + NADH + H+
(1S)-1-(4-iodophenyl)ethanol + NAD+
show the reaction diagram
-
31% of the activity with acetophenone
-
-
?
4'-methoxyacetophenone + NADH + H+
(S)-1-(4-methoxyphenyl)ethanol + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
-
r
4'-nitroacetophenone + NADH + H+
(S)-1-(4-nitrophenyl)ethanol + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
-
r
4-acetylbenzonitrile + NADH + H+
(S)-4-(1-hydroxyethyl)benzonitrile + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
-
r
4-acetylpyridine + NADH + H+
(S)-1-(pyridin-4-yl)ethanol + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
-
r
4-chloro-3-oxobutanoate + NADH + H+
(S)-4-chloro-3-hydroxybutanoate + NAD+
show the reaction diagram
-
99% enantiomeric excess of (S)-enantiomer
-
?
6-hydroxy-1-indanone + NADH + H+
(S)-2,3-dihydro-1H-indene-1,6-diol + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
-
r
6-methyl-5-hepten-2-one + NADH + H+
(S)-6-methyl-5-hepten-2-ol + NAD+
show the reaction diagram
Nocardia fusca AKU 2123
-
-
188% of the activity with (RS)-2-hexanol
-
r
acetophenone + NADH + H+
(1S)-1-phenylethanol + NAD+
show the reaction diagram
-
-
enantiomeric excess of more than 99% for (S)-configuration of product
-
?
acetophenone + NADH + H+
(S)-1-phenylethanol + NAD+
show the reaction diagram
acetophenone + NADH + H+
alpha-phenylethanol + NAD+
show the reaction diagram
87% of the activity with phenylacetaldehyde
-
-
?
alpha-tetralone + NADH + H+
(S)-alpha-tetralol + NAD+
show the reaction diagram
-
completely enantioselective reaction
99% enantiomeric excess after 6 h at 50C
-
r
capronaldehyde + NADH + H+
n-hexanol + NAD+
show the reaction diagram
522% of the activity with phenylacetaldehyde
-
-
?
ethyl (R)-4-chloro-3-hydroxybutanoate + NAD+
ethyl 4-chloro-3-oxobutanoate + NADH + H+
show the reaction diagram
Nocardia fusca AKU 2123
-
-
38.1% of the activity with (RS)-2-hexanol
-
r
ethyl 2-chloro-3-oxobutanoate + NADH + H+
ethyl 2-chloro-3-hydroxybutanoate + NAD+
show the reaction diagram
49% of the activity with ethyl 4-chloro-3-oxobutanoate
-
-
?
ethyl 3-oxobutanoate + NADH + H+
ethyl 3-hydroxybutanoate + NAD+
show the reaction diagram
28% of the activity with ethyl 4-chloro-3-oxobutanoate
-
-
?
ethyl 3-oxobutanoate + NADPH + H+
ethyl (S)-3-hydroxybutanoate + NADP+
show the reaction diagram
-
-
-
?
ethyl 4-chloro-3-oxobutanoate + NADH + H+
ethyl (R)-4-chloro-3-hydroxybutanoate + NAD+
show the reaction diagram
ethyl 4-chloro-3-oxobutanoate + NADH + H+
ethyl (S)-4-chloro-3-hydroxybutanoate + NAD+
show the reaction diagram
-
product in more than 99% enantiomeric excess
-
?
ethyl 4-chloro-3-oxobutanoate + NADPH + H+
ethyl (S)-4-chloro-3-hydroxybutanoate + NADP+
show the reaction diagram
methyl (4-chlorobenzoyl)acetate + NADH + H+
(S)-methyl 3-(4-chlorophenyl)-3-hydroxypropanoate + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
-
r
methyl 3-(4-ethylphenyl)-3-oxopropanoate + NADH + H+
(S)-methyl 3-(4-ethylphenyl)-3-hydroxypropanoate + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
-
r
methyl 3-(4-methylphenyl)-3-oxopropanoate + NADH + H+
(S)-methyl 3-hydroxy-3-(4-methylphenyl)propanoate + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
-
r
methyl 3-oxo-3-phenylpropanoate + NADH + H+
(S)-methyl 3-hydroxy-3-phenylpropanoate + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
-
r
methyl 4-bromobenzoylacetate + NADH + H+
(S)-methyl 3-(4-bromophenyl)-3-hydroxypropanoate + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
-
r
methyl 4-chloro-3-oxobutanoate + NADPH + H+
methyl (S)-4-chloro-3-hydroxybutanoate + NADP+
show the reaction diagram
-
-
-
?
methyl 4-fluorobenzoylacetate + NADH + H+
(S)-methyl 3-(4-fluorophenyl)-3-hydroxypropanoate + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
-
r
n-valeraldehyde + NADH + H+
? + NAD+
show the reaction diagram
Nocardia fusca AKU 2123
-
84% of the activity with (RS)-2-hexanol
-
-
r
p-chloro-acetophenone + NADH + H+
alpha-(p-chlorophenyl)ethanol + NAD+
show the reaction diagram
288% of the activity with phenylacetaldehyde
-
-
?
phenylacetaldehyde + NADH + H+
2-phenylethanol + NAD+
show the reaction diagram
-
-
-
?
propiophenone + NADH + H+
(S)-1-phenylpropan-1-ol + NAD+
show the reaction diagram
-
100% (S)-enantiospecific product
-
-
r
pyruvic acid ethyl ester + NADH + H+
? + NAD+
show the reaction diagram
Nocardia fusca AKU 2123
-
225% of the activity with (RS)-2-hexanol
-
-
r
valeraldehyde + NADH + H+
n-pentanol + NAD+
show the reaction diagram
433% of the activity with phenylacetaldehyde
-
-
?
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(S)-1-phenylethanol + NAD+
acetophenone + NADH + H+
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADPH
about 10% of the activity with NADH
additional information
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
EDTA
-
activates to 127% activity compared to the control activity at 1 mM and to 163% at 10 mM
K+
-
activates to 167% activity compared to the control activity at 1 mM and to 193% at 100 mM
Li+
-
activates to 127% activity compared to the control activity at 1 mM and to 178% at 100 mM
Na+
-
activates to 179 at 100 mM
Zinc
sequence contains catalytic and structural zinc binding sites
Zn2+
-
activates to 114% activity compared to the control activity at 1 mM
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(R)-1-phenylethanol
-
-
(S)-1-phenylethanol
-
strong substrate inhibition, 50% of maximum activity at 0.1 mM
1-butyl-3-methylimidazolium tetrafluoroborate
-
65% inhibition at 2 mM
4-hydroxy mercuribenzoate
-
2 mM, 5% residual activity
acetophenone
-
inhibitory above 0.02 mM, 75% of maximum activty at 1 mM
Ag+
1 mM, no residual activity
AgNO3
Ca2+
-
10% inhibition at 1 mM and 30% at 100 mM
CdCl2
Nocardia fusca AKU 2123
-
2 mM, 6.6% residual activity
citrate
-
2 mM, 28% residual activity
Co(NO3)2
-
2 mM, 59% residual activity
CuSO4
-
2 mM, complete inhibition
D-cysteine
-
2 mM, 8% residual activity
diethyldicarbonate
-
2 mM, 30% residual activity
Fe2+
1 mM, 2.5% residual activity
Fe3+
1 mM, 44% residual activity
FeCl3
-
2 mM, 2% residual activity
glutathione
-
2 mM, 31% residual activity
guanidinium hydrochloride
-
1 M, 1.5% residual activity
Hg2+
-
67% inhibition at 1 mM
HgCl2
Nocardia fusca AKU 2123
-
2 mM, no residual activity
hydroxylamine
-
2 mM, 23% residual activity
Hydroxyquinoline
-
2 mM, 18% residual activity
iodoacetate
L-cysteine
-
2 mM, 12% residual activity
MgCl2
-
2 mM, 75% residual activity
MnSO4
-
2 mM, 53% residual activity
N-ethylmaleimide
-
2 mM, 5% residual activity
NiCl2
-
2 mM, 24% residual activity
o-phenanthroline
oxalate
-
2 mM, 26% residual activity
Pb(OAc)2
-
2 mM, 8% residual activity
phenyl methyl sulfonylfluoride
5 mM, 49% residual activity
potassium iodide
-
1 M, 1.4% residual activity
SDS
1%, no residual activity
Sodium azide
-
2 mM, 35% residual activity
sodium dodecylsulfate
tartarate
-
2 mM, 21% residual activity
Triton X-100
-
1% w/v, 67% residual activity
trypaflavine
Nocardia fusca AKU 2123
-
1 mM, 7.7% residual activity
Tween 80
-
1% w/v, 26.5% residual activity
Urea
-
1 M, 5.8% residual activity
Zn2+
1 mM, 79% residual activity
ZnSO4
-
2 mM, 2% residual activity
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2-mercaptoethanol
-
2 mM, 115% of initial activity
o-phenanthroline
-
activates to 108% activity compared to the control activity at 0.1 mM and to 109% at 1 mM
Triton X-100
1%, 112% of initial activity
Tween-20
1%, 111% of initial activity
Tween-80
1%, 115% of initial activity
additional information
not inhibitory or activating: EDTA, dithiothreitol
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
4.2
(S)-1-indanol
-
pH 6.0, 65C, recombinant enzyme, reduction reaction
0.0055
(S)-1-phenylethanol
-
pH 7.8, 25C
0.012 - 29.8
(S)-2-butanol
0.33
(S)-2-hexanol
Nocardia fusca AKU 2123
-
30C, pH 7.5
0.07 - 8.8
(S)-2-pentanol
1.6
(S)-3-pentyn-2-ol
Nocardia fusca AKU 2123
-
30C, pH 7.5
0.4 - 2.25
1-chloroacetophenone
-
27.6
1-Indanone
-
pH 6.0, 65C, recombinant enzyme, reduction reaction
2.5
2-Hexanone
Nocardia fusca AKU 2123
-
30C, pH 7.5
6.4
4-chloro-3-oxobutanoate
pH 6.0, 45C
0.0113 - 0.153
acetophenone
5.8
alpha-tetralone
-
pH 6.0, 65C, recombinant enzyme, reduction reaction
3.3
ethyl 4-chloro-3-oxobutanoate
pH 6.0, 30C
0.157
NADH
-
pH 7.0, 25C
5.1
rac-1-indanol
-
pH 6.0, 65C, recombinant enzyme, reduction reaction
5.3
rac-alpha-tetralol
-
pH 6.0, 65C, recombinant enzyme, reduction reaction
additional information
additional information
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
61.4
(S)-1-indanol
-
pH 6.0, 65C, recombinant enzyme, reduction reaction
1.2 - 4.8
(S)-2-butanol
2.6 - 6.7
(S)-2-pentanol
3.95 - 204
1-chloroacetophenone
-
8.3
1-Indanone
-
pH 6.0, 65C, recombinant enzyme, reduction reaction
7.7
alpha-tetralone
-
pH 6.0, 65C, recombinant enzyme, reduction reaction
45.7
rac-1-indanol
-
pH 6.0, 65C, recombinant enzyme, reduction reaction
48.1
rac-alpha-tetralol
-
pH 6.0, 65C, recombinant enzyme, reduction reaction
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.75 - 295
1-chloroacetophenone
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
1.5
-
immobilized recombinant enzyme
41.5
Nocardia fusca AKU 2123
-
30C, pH 7.5
151.1
-
substrate: (S)-1-phenylethanol
358.6
-
pH 7.0, 25C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.5
-
ketone reduction
5.8
-
alcohol oxidation
10
-
oxidation reaction
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.5 - 6.5
Nocardia fusca AKU 2123
-
reduction reaction
5.5 - 7
more than 80% of maximum activity within
6 - 7.7
-
reduction reaction, high activity
6.5 - 7
-
more than 80% of maximum activity
8.5 - 9.5
Nocardia fusca AKU 2123
-
oxidation reaction
9 - 10
-
oxidation reaction, high activity
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
20
-
54% of maximum activity
25 - 35
more than 80% of maximum activity within
25 - 73
-
the enzyme displays activity at temperatures up to 73C
50
no residual activity
75
-
61% of maximum activity
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
26000
-
4 * 26961, recombinant enzyme, mass spectrometry, 4 * 26000, recombinant enzyme, SDS-PAGE
26961
-
4 * 26961, recombinant enzyme, mass spectrometry, 4 * 26000, recombinant enzyme, SDS-PAGE
27000
-
4 * 27000, SDS-PAGE and crystallization data, enzyme is a tetramer with two types of hydrophobic interfaces
29000
-
4 * 29000, SDS-PAGE
36026
x * 36026, calculated, x * 39000, SDS-PAGE
59000
-
gel filtration
71000
-
about, recombinant enzyme, gel filtration in absence of NaCl
105000
-
about, recombinant enzyme, gel filtration in presence of 0.15 M NaCl
120000
-
gel filtration
140000
-
recombinant enzyme, gel filtration
150000
Nocardia fusca AKU 2123
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 36026, calculated, x * 39000, SDS-PAGE
tetramer
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
homology modeling of structure. The substrate binding pocket consists of residues P122, W123, E125, S174, N179, V180, S214, P215, G217, Y218, I223, S224, D225, F226 and V227, with all of the residues lying in the flexible loop regions
-
apo-enzyme and bound to NAD+, at a resolution of 2.1 and 2.4 A, respectively. Enzyme is a tetamer with two types of hydrophobic interfaces. NAD+-binding is associated with a conformational shift of the substrate binding loop from a crystallographically unordered open to a more ordered closed form
-
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.5 - 9.5
Nocardia fusca AKU 2123
-
30 min, 30C, more than 90% residual activity
685643
5.6
between pH 5.6-7.0, 4C, stable for 48 h
724568
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25
-
phosphate buffer, pH 7.0, 7 h, 80% residual activity
30
half-life 16.5 h
60
-
24 h, purified recombinant enzyme, 134% inactivation
additional information
-
the thermal stability of the enzyme adsorbed by ionic exchange is very similar to the stability of the covalently immobilized enzymes in the pH range 5-9, thermal inactivation kinetics, overview
ORGANIC SOLVENT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
benzene
85% residual activity
cyclohexane
88% residual activity
dimethyl formamide
dimethyl phthallate
131% residual activity
dimethyl sulfoxide
dioxane
Ethanol
heptane
101% residual activity
hexane
74% residual activity
isooctane
106% residual activity
isopropanol
Pyridine
tetrahydrofuran
additional information
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20C, phosphate buffer, pH 7.0, presence of 2-mercaptoethanol and phenylmethyl sulfonylfluoride, stable for at least 3 months
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
by heat treatment at 70C and/or adsorption chromatography on an IDA-Cu2+ support, both methods combined result in 8.8fold purification
-
recombinant enzyme
recombinant enzyme 11fold to homogeneity from Escherichia coli strain BL21(DE3) by heat denaturation of host proteins, anion exchange chromatography and gel filtration
-
recombinant protein
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli RB791 cells
-
expression in Escherichia coli
expression in Escherichia coli strain BL21(DE3)
-
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
N179S
-
about 40fold increase in specific activity
N179S/I214F/S215G
-
about 50fold increase in specific activity
S174G
-
about 7fold increase in specific activity
W95L/N249Y
-
the mutant exhibits higher activity but decreased affinity toward aliphatic alcohols, aldehydes as well as NAD+ and NADH compared to the wild type enzyme, optimum pH is at about pH 8.6
I86A
site-directed mutagensis, the secondary alcohol dehydrogenase I86A mutant is stereospecific for (R)-alcohols instead of (S)-alcohols, in contrast to the wild-type enzyme, the mutation I86A allows large substituents to fit into the large pocket of I86ATeSADH, which corresponds to the small pocket in wild-type TeSADH, modeling of the stereopreference of TeSADH I86A
additional information
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
synthesis