1.1.1.B3: (S)-specific secondary alcohol dehydrogenase

This is an abbreviated version, for detailed information about (S)-specific secondary alcohol dehydrogenase, go to the full flat file.

Reaction

(S)-R-CHOH-R'
+
NAD+
=
R-CO-R'
+
NADH
+
H+

Synonyms

(S)-1-phenylethanol dehydrogenase, ADH, ADH1, ADH2, ADHTt, carbonyl reductase (NADH, specific for (S)-configuration of alcohol), CRII, More, NAD+-dependent (S)-stereospecific alcohol dehydrogenase, PED, SADH, short-chain NAD(H)-dependent alcohol dehydrogenase, TtADH

ECTree

     1 Oxidoreductases
         1.1 Acting on the CH-OH group of donors
             1.1.1 With NAD+ or NADP+ as acceptor
                1.1.1.B3 (S)-specific secondary alcohol dehydrogenase

Substrates Products

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

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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
-
6% of the activity with (RS)-2-hexanol
-
-
r
(R)-2-hexanol + NAD+
2-hexanone + NADH + H+
show the reaction diagram
Nocardia fusca AKU 2123
-
30% of the activity with (RS)-2-hexanol
-
-
r
(R)-2-pentanol + NAD+
2-pentanone + NADH + H+
show the reaction diagram
Nocardia fusca AKU 2123
-
15% of the activity with (RS)-2-hexanol
-
-
r
(R)-3-butyn-2-ol + NAD+
but-3-yn-2-one + NADH + H+
show the reaction diagram
Nocardia fusca AKU 2123
-
0.5% of the activity with (RS)-2-hexanol
-
-
r
(R)-3-pentyn-2-ol + NAD+
pent-3-yn-2-one + NADH + H+
show the reaction diagram
Nocardia fusca AKU 2123
-
5.6% of the activity with (RS)-2-hexanol
-
-
r
(S)-1,3-butanediol + NAD+ + H+
4-hydroxy-2-butanone + NADH
show the reaction diagram
-
-
enantioselective oxidation of the (S)-isomer
-
?
(S)-1-phenylethanol + NAD+
1 phenylethanone + NADH + H+
show the reaction diagram
-
99% ethanoselective reaction
-
-
r
(S)-1-phenylethanol + NAD+
acetophenone + NADH + H+
show the reaction diagram
(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
-
6.9% of the activity with (RS)-2-hexanol
-
-
r
(S)-3-pentyn-2-ol + NAD+
pent-3-yn-2-one + NADH + H+
show the reaction diagram
Nocardia fusca AKU 2123
-
33% of the activity with (RS)-2-hexanol
-
-
r
(S)-alpha-tetralol + NAD+
alpha-tetralone + NADH + H+
show the reaction diagram
-
99% ethanoselective reaction
-
-
r
1-hexanal + NADH + H+
hexan-1-ol + NAD+
show the reaction diagram
Nocardia fusca AKU 2123
-
254% of the activity with (RS)-2-hexanol
-
-
r
1-indanone + NADH + H+
(S)-1-indanol + NAD+
show the reaction diagram
-
-
99% enantiomeric excess after 6 h at 50°C
-
?
2'-fluoroacetophenone + NADH + H+
(1S)-1-(2-fluorophenyl)ethanol + NAD+
show the reaction diagram
2,2,2-trifluoroacetophenone + NADH + H+
?
show the reaction diagram
-
completely enantioselective reaction
-
-
r
2,3-butanedione + NADH + H+
? + NAD+
show the reaction diagram
9% of the activity with ethyl 4-chloro-3-oxobutanoate
-
-
?
2,3-pentanedione + NADH + H+
? + NAD+
show the reaction diagram
82% of the activity with ethyl 4-chloro-3-oxobutanoate
-
-
?
2-decanone + NADH + H+
(S)-2-decanol + NAD+
show the reaction diagram
Nocardia fusca AKU 2123
-
159% of the activity with (RS)-2-hexanol
reaction is stereoselective
-
r
2-heptanone + NADH + H+
(S)-2-heptanol + NAD+
show the reaction diagram
Nocardia fusca AKU 2123
-
334% of the activity with (RS)-2-hexanol
reaction is stereoselective
-
r
2-hexanone + NADH + H+
(S)-2-hexanol + NAD+
show the reaction diagram
Nocardia fusca AKU 2123
-
225% of the activity with (RS)-2-hexanol
reaction is stereoselective
-
r
2-octanone + NADH + H+
(S)-2-octanol + NAD+
show the reaction diagram
Nocardia fusca AKU 2123
-
223% of the activity with (RS)-2-hexanol
reaction is stereoselective
-
r
3'-fluoroacetophenone + NADH + H+
(1S)-1-(3-fluorophenyl)ethanol + NAD+
show the reaction diagram
4'-acetoxy acetophenone + NADH + H+
(1S)-1-(4-acetoxyphenyl)ethanol + NAD+
show the reaction diagram
4'-acetyl pyridine + NADH + H+
(1S)-1-(pyridin-4-yl)ethanol + NAD+
show the reaction diagram
4'-bromoacetophenone + NADH + H+
(1S)-1-(4-bromophenyl)ethanol + NAD+
show the reaction diagram
4'-chloroacetophenone + NADH + H+
(1S)-1-(4-chlorophenyl)ethanol + NAD+
show the reaction diagram
-
83% of the activity with acetophenone
-
-
?
4'-fluoroacetophenone + NADH + H+
(1S)-1-(4-fluorophenyl)ethanol + NAD+
show the reaction diagram
-
117% of the activity with acetophenone
-
-
?
4'-iodoacetophenone + NADH + H+
(1S)-1-(4-iodophenyl)ethanol + NAD+
show the reaction diagram
-
31% of the activity with acetophenone
-
-
?
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 50°C
-
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 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
-
?
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
-
-
-
?
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
?
-