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(+)-camphorquinone + NADPH
? + NADP+
(-)-camphorquinone + NADPH
? + NADP+
-
relative activity 2%
-
-
?
(2E)-4-hydroxynon-2-enal + NADPH
(2E)-non-2-ene-1,4-diol + NADP+
-
30% of activity with cinnamaldehyde
-
-
r
(2E)-hex-2-enal + NADPH + H+
(2E)-2-hexen-1-ol + NADP+
-
-
-
-
r
(2E,4E)-hexa-2,4-dienal + NAD(P)H + H+
(2E,4E)-6-hydroxyhexa-2,4-dienal + NAD(P)+
-
-
-
-
?
(2R,3R)-2,3-butanediol + NADP+
(R)-2-acetoin + NADPH + H+
the enzyme shows higher oxidation activities on the (2R,3R)-(-)-2,3-butanediol and meso-2,3-butanediol than on the (2S,3S)-(+)-2,3-butanediol, indicating that the enzyme predominantly oxidizes the R-hydroxyl group of 2,3-butanediol and minorly functions on the S-hydroxyl group. When meso-2,3-butanediol is oxidized, (S)-2-acetoin is the predominant product, with an enantiomeric excess (ee) of 88%, while oxidation of (2R,3R)-2,3-butanediol results in the production of (R)-2-acetoin with higher stereoselectivity (94% ee)
-
-
r
(2S)-methyl-1-butanol + NADP+
(2S)-methylbutanal + NADPH
-
39% activity compared to cinnamyl alcohol
-
-
r
(2S,3S)-2,3-butanediol + NADP+
(S)-2-acetoin + NADPH + H+
the enzyme shows higher oxidation activities on the (2R,3R)-(-)-2,3-butanediol and meso-2,3-butanediol than on the (2S,3S)-(+)-2,3-butanediol, indicating that the enzyme predominantly oxidizes the R-hydroxyl group of 2,3-butanediol and minorly functions on the S-hydroxyl group. When meso-2,3-butanediol is oxidized, (S)-2-acetoin is the predominant product, with an enantiomeric excess (ee) of 88%, while oxidation of meso-2,3-butanediol results in the production of (R)-2-acetoin with higher stereoselectivity (94% ee)
-
-
r
(4-hydroxy-3-[3-methyl-3-butene-1-ynyl]benzaldehyde) + NADPH + H+
(4-hydroxy-3-[3-methyl-3-butene-1-ynyl]benzyl alcohol) + NADP+
-
eutypine, a toxin produced by Eutypa lata, the causal agent of Eutypa dieback in the grapevine Vitis vinifera
eutypinol, non-toxic metabolite
ir
(R)-1-phenyl-2-propanol + NADP+
phenylacetone + NADPH + H+
-
-
-
-
?
(R)-2-butanol + NADP+
2-butanone + NADPH + H+
the enzyme shows a slight preference for the (S)-2-butanol over (R)-2-butanol
-
-
?
(S)-1-phenyl-2-propanol + NADP+
phenylacetone + NADPH + H+
-
-
-
-
r
(S)-2-butanol + NADP+
2-butanone + NADPH + H+
the enzyme shows a slight preference for the (S)-2-butanol over (R)-2-butanol
-
-
?
(S)-2-butanol + NADP+
butanone + NADPH + H+
196% of the activity with 2-propanol, 2fold preference for (S)-2-butanol over (RS)-2-butanol
-
-
?
1,2-butanediol + NADP+
? + NADPH + H+
25.6% of the activity compared to the substrate 2-butanol
-
-
?
1,2-cyclohexanedione + NADPH
? + NADP+
-
-
-
-
?
1,2-propanediol + NADP+
? + NADPH
-
-
-
-
?
1,3-butanediol + NADP+
? + NADPH
-
-
-
-
?
1,3-butanediol + NADP+
? + NADPH + H+
35.4% of the activity compared to the substrate 2-butanol
-
-
?
1,3-propanediol + 2 NADP+ + H2O
propanedial + 2 NADPH + 2 H+
-
-
-
r
1,3-propanediol + NADP+
?
-
-
-
-
?
1,3-propanediol + NADP+
? + NADPH
1,4-butanediol + NADP+
4-hydroxybutanal + NADPH + H+
1,4-butanediol + NADP+
?
-
-
-
-
?
1,5-pentanediol + NADP+
5-hydroxypentanal + NADPH + H+
-
-
-
-
r
1,5-pentanediol + NADP+
?
-
-
-
-
?
1,5-pentanediol + NADP+
? + NADPH + H+
-
-
-
?
1,6-hexanediol + NADP+
6-hydroxyhexanal + NADPH + H+
-
-
-
-
r
1-(3,4,5-trifluorophenyl)ethan-1-one + NADPH + H+
(1S)-1-(3,4,5-trifluorophenyl)ethan-1-ol + NADP+
-
-
90.8% conversion, 99% ee
-
r
1-(3-chlorophenyl)ethan-1-one + NADPH + H+
(1S)-1-(3-chlorophenyl)ethan-1-ol + NADP+
-
-
99.5% conversion, 99% ee
-
r
1-(4-fluorophenyl)ethan-1-one + NADPH + H+
(1S)-1-(4-fluorophenyl)ethan-1-ol + NADP+
-
-
99.5% conversion, 99% ee
-
r
1-(4-methylphenyl)ethan-1-one + NADPH + H+
(1S)-1-(4-methylphenyl)ethan-1-ol + NADP+
-
-
99.5% conversion, 99% ee
-
r
1-butanol + NADP+
butanal + NADPH
1-butanol + NADP+
butanal + NADPH + H+
1-butanol + NADP+
butyraldehyde + NADPH + H+
1-heptanol + NADP+
heptanal + NADPH + H+
1-hexanol + NADP+
hexanal + NADPH
1-hexanol + NADP+
hexanal + NADPH + H+
1-octanol + NADP+
octanal + NADPH
1-octanol + NADP+
octanal + NADPH + H+
1-pentanol + NADP+
n-pentanal + NADPH
1-pentanol + NADP+
n-pentanal + NADPH + H+
-
-
-
-
?
1-pentanol + NADP+
pentanal + NADPH
1-pentanol + NADP+
pentanal + NADPH + H+
1-phenyl-2-butanone + NADPH + H+
(S)-1-phenyl-2-butanol + NADP+
-
-
-
-
?
1-phenylethan-1-one + NADPH + H+
(1S)-1-phenylethan-1-ol + NADP+
-
-
99.5% conversion, 99% ee
-
r
1-propanol + NADP+
?
-
-
-
-
?
1-propanol + NADP+
propanal + NADPH
-
16% activity compared to cinnamyl alcohol
-
-
r
1-propanol + NADP+
propanal + NADPH + H+
13-cis-retinal + NADPH
13-cis-retinol + NADP+
-
-
-
-
?
2,2,2-trifluoro-1-phenylethanone + NADPH + H+
(1S)-2,2,2-trifluoro-1-phenylethanol + NADP+
-
-
99% conversion, 99% enantiomeric excess
-
?
2,2-difluoro-1-phenylethanone + NADPH + H+
(1S)-2,2-difluoro-1-phenylethanol + NADP+
-
-
99% conversion, 99% enantiomeric excess
-
?
2,3-butanediol + NADP+
acetoin + NADPH + H+
-
-
-
-
r
2,3-pentanedione + NADPH + H+
? + NADP+
2,4-hexadienal + NADPH
2,4-hexadien-1-ol + NADP+
-
-
-
-
?
2,4-pentanediol + NADP+
? + NADPH + H+
9.2% of the activity compared to the substrate 2-butanol
-
-
?
2,5-hexanedione + NADP+
(2S,5S)-hexanediol + NADPH + H+
-
-
-
-
r
2-(S)-methylbutanol + NADP+
(2S)-2-methylbutanal + NADPH
-
7% of activity with cinnamyl alcohol
-
-
r
2-butanol + NADP+
2-butanone + NADPH
-
2% of activity with cinnamyl alcohol
-
-
r
2-butanol + NADP+
2-butanone + NADPH + H+
the enzyme does not possess stereoselectivity on 2-butanol or 2-butanone as substrate
-
-
r
2-butanol + NADP+
butan-2-one + NADPH
2-butanol + NADP+
butanone + NADPH
-
1% activity compared to cinnamyl alcohol
-
-
r
2-butanone + NADP+
2-butanol + NADPH + H+
-
-
-
-
r
2-butanone + NADPH + H+
2-butanol + NADP+
the enzyme does not possess stereoselectivity on 2-butanol or 2-butanone as substrate
-
-
r
2-chloroheptanal + NADPH
2-chloroheptanol + NADP+
-
-
-
-
r
2-decanone + NADPH
2-decanol + NADP+
-
-
-
-
?
2-fluoro-1-(4-chlorophenyl)ethanone + NADPH + H+
(1S)-2-fluoro-1-(4-chlorophenyl)ethanol + NADP+
-
-
99% conversion, 99% enantiomeric excess
-
?
2-fluoro-1-(4-fluorophenyl)ethanone + NADPH + H+
(1S)-2-fluoro-1-(4-fluorophenyl)ethanol + NADP+
-
-
99% conversion, 99% enantiomeric excess
-
?
2-fluoro-1-(4-iodophenyl)ethanone + NADPH + H+
(1S)-2-fluoro-1-(4-iodophenyl)ethanol + NADP+
-
-
99% conversion, 99% enantiomeric excess
-
?
2-fluoro-1-phenylethanone + NADPH + H+
(1S)-2-fluoro-1-phenylethanol + NADP+
-
-
99% conversion, 99% enantiomeric excess
-
?
2-heptanol + NADP+
heptan-2-one + NADPH
-
-
-
-
r
2-hydroxytetrahydrofuran + NADP+
2-oxotetrahydrofuran + NADPH + H+
-
-
-
-
ir
2-methoxybenzaldehyde + NADPH + H+
2-methoxybenzyl alcohol + NADP+
2-methyl-1-propanol + NADP+
2-methylpropanal + NADPH
2-methylbutanal + NADPH
2-methyl-1-butanol + NADP+
2-methylbutanal + NADPH
2-methylbutanol + NADP+
-
-
-
-
r
2-methylbutanol + NADP+
2-methylbutyraldehyde + NADPH + H+
-
24% activity with 1 mM 2-methylbutanol, 22% activity with 10 mM 2-methylbutanol
-
-
r
2-methylbutanol + NADP+
? + NADPH + H+
-
30 mM Tris-HCl (pH 8.0) in the presence of 0.5 mM NADP+, 24% relative activity with 1 mM or 22% relative activity with 10 mM substrate
-
-
?
2-methylpropanal + NADPH
2-methyl-1-propanol + NADP+
2-methylpropanol + NADP+
2-methylpropanal + NADPH
-
1% of activity with cinnamyl alcohol
-
-
r
2-methylundecanal + NADPH
2-methylundecanol + NADP+
-
-
-
-
?
2-pentanol + NADP+
2-pentanone + NADPH + H+
2-pentanol + NADP+
pentan-2-one + NADPH
-
-
-
-
r
2-pentanol + NADP+
pentan-2-one + NADPH + H+
67% of the activity with 2-propanol
-
-
?
2-pentanone + NADP+
2-pentanol + NADPH + H+
-
-
-
-
r
2-pentanone + NADPH + H+
2-pentanol + NADP+
86.2% of the activity compared to the substrate 2-butanone
-
-
r
2-phenylacetaldehyde + NADPH + H+
2-phenylethanol + NADP+
-
-
-
-
r
2-phenylethanol + NADP+
2-phenylacetaldehyde + NADPH + H+
2-phenylethanol + NADP+
phenylacetaldehyde + NADPH
-
23% activity compared to cinnamyl alcohol
-
-
r
2-phenylethanol + NADP+
phenylacetaldehyde + NADPH + H+
1.1.1.2 alcohol dehydrogenase (NADP+)
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