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Information on EC 1.1.1.1 - alcohol dehydrogenase
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1.1.1.1 alcohol dehydrogenaseIUBMB Comments
A zinc protein. Acts on primary or secondary alcohols or hemi-acetals with very broad specificity; however the enzyme oxidizes methanol much more poorly than ethanol. The animal, but not the yeast, enzyme acts also on cyclic secondary alcohols.
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Word Map
- 1.1.1.1
- dehydrogenases
- isozymes
- drosophila
- disulfiram
- catalase
- melanogaster
- nicotinamide
- hepatocytes
- horse
-
retinoic
- methanol
-
ethanol-induced
- stomach
- nadp+
- retinal
- semialdehyde
- pyrazole
- intoxication
- aldh1a1
- cyp2e1
-
alcohol-related
-
alcohol-induced
-
self-renewal
-
drinker
-
abuse
-
nadp+-dependent
- benzaldehyde
-
hydride
-
flush
-
stem-like
-
poison
- acrolein
-
chaperone-like
- diethyldithiocarbamate
- isopropanol
-
ethanol-treated
-
tumor-initiating
-
allozymes
- etoh
-
first-pass
- cyclophosphamide
- butanol
-
aldo-keto
- medicine
- synthesis
- sls
- pharmacology
- s-nitrosoglutathione
- biofuel production
- biotechnology
- pargyline
-
aversion
- ichthyosis
-
17beta-hydroxysteroid
- energy production
-
drank
- degradation
The enzyme appears in viruses and cellular organisms
Synonyms
adh, alcohol dehydrogenase, aldehyde dehydrogenase, adh1b, short-chain dehydrogenase/reductase, ssadh, adh1c, yeast alcohol dehydrogenase, retinol dehydrogenase, faldh, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
(R)-specific alcohol dehydrogenase
40 kDa allergen
-
-
-
-
acetaldehyde-alcohol dehydrogenase
ADH
ADH-10
ADH-A
ADH-A2
-
-
-
-
ADH-B2
-
-
-
-
ADH-C2
-
-
-
-
ADH-HT
-
-
-
-
ADH-I
ADH1
ADH2
ADH3
ADH4
ADH6Hp
AdhA
AdhB
AdhD
AdhE
AFPDH
alcohol dehydrogenase (NAD)
-
-
-
-
alcohol dehydrogenase 1
alcohol dehydrogenase 10
alcohol dehydrogenase 2
alcohol dehydrogenase 3
alcohol dehydrogenase GroES domain protein
alcohol dehydrogenase II
Alcohol dehydrogenase-B2
-
-
-
-
alcohol-aldehyde/ketone oxidoreductase, NAD+-dependent
-
the enzyme transfers the pro-R hydrogen from coenzyme to substrate and is therefore an A-specific dehydrogenase
aldehyde reductase
-
-
-
-
aldehyde/alcohol dehydrogenase
aliphatic alcohol dehydrogenase
-
-
-
-
anti-Prelog reductase
APE2239
APE_2239.1
bifunctional alcohol/aldehyde dehydrogenase
CHY1186
class I ADH
class II ADH
class IV ADH
Cthe_0423
dehydrogenase, alcohol
-
-
-
-
ethanol dehydrogenase
-
-
-
-
FALDH
-
-
-
-
FDH
-
-
-
-
Gastric alcohol dehydrogenase
-
-
-
-
Glutathione-dependent formaldehyde dehydrogenase
-
-
-
-
glutathione-dependent formaldehyde dehydrogenase/alcohol dehydrogenase
GSH-FDH
-
-
-
-
GSH-FDH/ADH
HpADH3
HvADH1
HVO_2428
KmADH3
KmADH4
LSADH
medium-chain NAD+-dependent ADH
medium-chain secondary alcohol dehydrogenase
NAD(H)-dependent alcohol dehydrogenase
NAD+-ADH
NAD+-dependent alcohol dehydrogenase
NAD-dependent alcohol dehydrogenase
NAD-specific aromatic alcohol dehydrogenase
-
-
-
-
NADH-alcohol dehydrogenase
-
-
-
-
NADH-aldehyde dehydrogenase
-
-
-
-
NADH-dependent alcohol dehydrogenase
NADH-dependent anti-Prelog specific ADH
NADH:p-NTF-reductase
Octanol dehydrogenase
-
-
-
-
Pcal_1311
PFADH
primary alcohol dehydrogenase
-
-
-
-
Retinol dehydrogenase
-
-
-
-
SaADH
SaADH2
Saci_1232
SADH
sec-ADH A
short-chain ADH
short-chain NAD(H)-dependent dehydrogenase/reductase
slr1192
SSADH
SsADH-10
SSO2536
Teth39_0206
Teth39_0218
Tsac_0416
yeast alcohol dehydrogenase
-
-
-
-
YLL056C
additional information
ADH
-
-
-
-
ADH
-
-
ADH3
-
-
-
-
AdhB
bifunctional secondary ADH/Acetyl-CoA thioesterase
AdhB
bifunctional secondary ADH/Acetyl-CoA thioesterase
-
AdhE
bifunctional enzyme, containing both aldehyde dehydrogenase and alcohol dehydrogenase activities
AdhE
bifunctional enzyme, containing both aldehyde dehydrogenase and alcohol dehydrogenase activities
AdhE
the purified AdhE exhibits high enzymatic activity attributed to aldehyde dehydrogenase and low alcohol dehydrogenase activity
AdhE
the purified AdhE exhibits high enzymatic activity attributed to aldehyde dehydrogenase and low alcohol dehydrogenase activity
-
AdhE
bifunctional enzyme, containing both aldehyde dehydrogenase and alcohol dehydrogenase activities
-
AdhE
bifunctional secondary ADH/aldehyde hydrogenase
AdhE
Thermoanaerobacter pseudethanolicus ATCC 3322
bifunctional secondary ADH/aldehyde hydrogenase
-
AdhE
bifunctional enzyme, catalyzes reactions of EC 1.1.1.1 and EC 1.2.1.10
AdhE
bifunctional enzyme, containing both aldehyde dehydrogenase and alcohol dehydrogenase activities
AdhE
bifunctional alcohol and aldehyde dehydrogenase gene
AdhE
bifunctional alcohol and aldehyde dehydrogenase gene
-
bifunctional alcohol/aldehyde dehydrogenase
-
catalyzes reactions of EC 1.1.1.1 and EC 1.2.1.10
bifunctional alcohol/aldehyde dehydrogenase
-
catalyzes reactions of EC 1.1.1.1 and EC 1.2.1.10
-
glutathione-dependent formaldehyde dehydrogenase/alcohol dehydrogenase
-
cf. EC 1.2.1.46
glutathione-dependent formaldehyde dehydrogenase/alcohol dehydrogenase
-
cf. EC 1.2.1.46
-
NAD-dependent alcohol dehydrogenase
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
a secondary alcohol + NAD+ = a ketone + NADH + H+
-
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Drosophila melanogaster
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Equus caballus
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Drosophila simulans
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Homo sapiens
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Saccharomyces cerevisiae
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Schizosaccharomyces pombe
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Meyerozyma guilliermondii
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Brassica napus
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Chlamydomonas moewusii
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Scaptodrosophila lebanonensis
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Rhodococcus ruber
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Aeropyrum pernix
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Mus musculus
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Pseudomonas aeruginosa
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Meyerozyma guilliermondii B10-05
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Pseudomonas aeruginosa PaADH
-
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Rhodococcus ruber DSM 44541
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
redox reaction
oxidation
-
-
-
-
reduction
-
-
-
-
redox reaction
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
BRENDA
KEGG
alpha-Linolenic acid metabolism, Biosynthesis of secondary metabolites, Chloroalkane and chloroalkene degradation, Drug metabolism - cytochrome P450, Fatty acid degradation, Glycine, serine and threonine metabolism, Glycolysis / Gluconeogenesis, Metabolism of xenobiotics by cytochrome P450, Microbial metabolism in diverse environments, Naphthalene degradation, Pyruvate metabolism, Retinol metabolism, Tyrosine metabolism
MetaCyc
(S)-propane-1,2-diol degradation, 3-methylbutanol biosynthesis (engineered), acetaldehyde biosynthesis I, acetylene degradation (anaerobic), butanol and isobutanol biosynthesis (engineered), ethanol degradation I, ethanol degradation II, ethanolamine utilization, heterolactic fermentation, L-isoleucine degradation II, L-leucine degradation III, L-methionine degradation III, L-phenylalanine degradation III, L-tryptophan degradation V (side chain pathway), L-tyrosine degradation III, L-valine degradation II, mixed acid fermentation, noradrenaline and adrenaline degradation, phenylethanol biosynthesis, phytol degradation, pyruvate fermentation to ethanol I, pyruvate fermentation to ethanol II, pyruvate fermentation to ethanol III, pyruvate fermentation to isobutanol (engineered), salidroside biosynthesis, serotonin degradation, superpathway of fermentation (Chlamydomonas reinhardtii)
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SYSTEMATIC NAME
IUBMB Comments
alcohol:NAD+ oxidoreductase
A zinc protein. Acts on primary or secondary alcohols or hemi-acetals with very broad specificity; however the enzyme oxidizes methanol much more poorly than ethanol. The animal, but not the yeast, enzyme acts also on cyclic secondary alcohols.
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CAS REGISTRY NUMBER
COMMENTARY
9031-72-5
-
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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
(-)-carvone + NADH + H+
? + NAD+
1% activity compared to cyclohexanone
-
-
?
(1S,3S)-3-methylcyclohexanol + NAD+
(rac)-3-methylcyclohexanone + NADH + H+
125% activity compared to cyclohexanol
163% activity compared to cyclohexanone
-
r
(2E)-2-methylpent-2-enal + NADPH + H+
(2E)-2-methylpent-2-en-1-ol + NADP+
41.5% of the activity with (2E)-but-2-enal, yield 95% after 12 h
-
-
?
(2E)-3,7-dimethylocta-2,6-dienal + NADPH + H+
(2E)-3,7-dimethylocta-2,6-dien-1-ol + NADP+
37.4% of the activity with (2E)-but-2-enal, yield 87% after 12 h
-
-
?
(2E)-4-hydroxynon-2-enal + NADH + H+
(2E)-non-2-ene-1,4-diol + NAD+
-
substrate of isozyme ADH4
-
-
r
(2E)-but-2-enal + NADPH + H+
(2E)-but-2-en-1-ol + NADP+
yield 96% after 12 h
-
-
r
(2E)-dec-2-enal + NADPH + H+
(2E)-dec-2-en-1-ol + NADP+
16.7% of the activity with (2E)-but-2-enal, yield 91% after 12 h
-
-
?
(2E)-hex-2-enal + NADPH + H+
(2E)-hex-2-en-1-ol + NADP+
41.7% of the activity with (2E)-but-2-enal, yield 98% after 12 h
-
-
?
(2E)-oct-2-enal + NADPH + H+
(2E)-oct-2-en-1-ol + NADP+
30.2% of the activity with (2E)-but-2-enal, yield 69% after 12 h
plus 27% oct-2-enyl ester
-
?
(6S)-5,6-dihydro-6-methyl-4H-thieno[2,3b]thiopyran-4-one-7,7-dioxide + NADH + H+
(4S,6S)-5,6-dihydro-4-hydroxy-6-methyl-4H-thieno[2,3b]thiopyran-7,7-dioxide + NAD+
-
-
-
-
?
(R)-1-indanol + NAD+
?
62% of activity compared to (S)-1-indanol
-
-
?
(R)-1-phenyl-1-propanol + NAD+
(R)-1-phenyl-1-propanone + NADH + H+
-
-
-
-
r
(R)-3-methylcyclohexanone + NADH + H+
? + NAD+
2% activity compared to cyclohexanone
-
-
?
(R)-4-phenyl-2-butanol + NAD+
(R)-4-phenylbutan-2-one + NADH + H+
-
-
-
-
r
(R)-4-phenyl-3-butanol + NAD+
(R)-4-phenylbutan-3-one + NADH + H+
-
-
-
-
r
(R)-alpha-tetralol + NAD+
?
58% of activity compared to (S)-1-indanol
-
-
?
(R)-alpha-tetralol + NAD+
alpha-tetralone + NADH + H+
-
-
-
r
(S)-1-phenyl-1-butanol + NAD+
(S)-1-phenylbutan-1-one + NADH + H+
-
no substrate of mutant B1
-
-
r
(S)-1-phenyl-1-propanol + NAD+
(S)-1-phenyl-1-propanone + NADH + H+
-
-
-
-
r
(S)-1-phenyl-2-propanol + NAD+
phenylacetone + NADH + H+
-
9% activity compared to cyclohexanone
-
r
(S)-2-heptanol + NAD+
2-heptanone + NADH + H+
-
331% of the activity with 2-propanol
-
-
r
(S)-2-hexanol + NAD+
2-hexanone + NADH + H+
-
38% of the activity with 2-propanol
-
-
r
(S)-2-pentanol + NAD+
?
11% of activity compared to (S)-1-indanol
-
-
?
(S)-2-phenylpropanol + NAD+
(S)-2-phenylpropanal + NADH + H+
-
156% of the activity with 2-phenylethanol
-
-
?
(S)-4-phenyl-2-butanol + NAD+
(S)-4-phenylbutan-2-one + NADH + H+
-
-
-
-
r
(S)-4-phenyl-3-butanol + NAD+
(S)-4-phenylbutan-3-one + NADH + H+
-
-
-
-
r
(S)-4-phenylbutan-2-ol + NAD+
benzylacetone + NADH + H+
-
3% activity compared to cyclohexanone
-
r
(S)-alpha-tetralol + NAD+
?
12% of activity compared to (S)-1-indanol
-
-
?
(S)-perillylalcohol + NAD+
(S)-perillaldehyde + NADH + H+
52% activity compared to cyclohexanol
-
-
?
(Z)-hex-2-en-1-ol + NAD+
(Z)-hex-2-en-1-one + NADH
-
9.7% of the activity with ethanol
-
-
?
1,1-dichloroacetone + NADH + H+
1,1-dichloropropan-2-ol + NAD+
-
1078% of the activity with phenyl trifluoromethyl ketone
-
-
?
1,2-hexanediol + NAD+
?
-
20% of the activity with (S)-N-benzyl-3-pyrrolidinol
-
-
?
1,2-pentanediol + NAD+
?
-
12% of the activity with (S)-N-benzyl-3-pyrrolidinol
-
-
?
1,3-butanediol + NAD+
?
-
39% of the activity with (S)-N-benzyl-3-pyrrolidinol
-
-
?
1,3-propanediol + 2 NAD+ + H2O
propanedial + 2 NADH + 2 H+
-
-
-
r
1,3-propanediol + NAD+
? + NADH
-
7% of the activity with ethanol
-
-
?
1,4-butanediol + NAD+
? + NADH + H+
best substrate in oxidation reaction
-
-
?
1,5-pentanediol + NAD+
? + NADH + H+
18% of the activity with butan-1-ol
-
-
?
1-(3-bromophenyl)ethanol + NAD+
1-(3-bromophenyl)ethanone + NADH + H+
315% of the activity with 1-phenylethanol
-
-
?
1-(3-chlorophenyl)ethanol + NAD+
1-(3-chlorophenyl)ethanone + NADH + H+
205% of the activity with 1-phenylethanol
-
-
?
1-(4'-chlorophenyl)ethanol + NAD+
1-(4'-chlorophenyl)ethanone + NADH + H+
-
26% of the activity with (S)-(-)-1-phenylethanol
-
-
?
1-(4'-fluorophenyl)ethanol + NAD+
1-(4'-fluorophenyl)ethanone + NADH + H+
-
45% of the activity with (S)-1-phenylethanol
-
-
r
1-(4-bromophenyl)ethanol + NAD+
1-(4-bromophenyl)ethanone + NADH + H+
167% of the activity with 1-phenylethanol
-
-
?
1-(4-chlorophenyl)ethanol + NAD+
1-(4-chlorophenyl)ethanone + NADH + H+
151% of the activity with 1-phenylethanol
-
-
?
1-(4-methylphenyl)ethanol + NAD+
1-(4-methylphenyl)ethanone + NADH + H+
189% of the activity with 1-phenylethanol
-
-
?
1-(p-tolyl)-ethanol + NAD+
1-(4-methylphenyl)ethanone + NADH + H+
19% activity compared to cyclohexanol
26% activity compared to cyclohexanone
-
?
1-chloro-5-acetylfuro[2,3-c]pyridine + NADH + H+
1-chloro-5-(1-hydroxyethyl)furo[2,3-c]pyridine + NAD+
-
-
-
-
r
1-decalone + NADH + H+
decahydronaphthalen-1-ol + NAD+
85% of the activity compared to 1-phenyl-1,2-propanedione
-
-
?
1-hexanol + NAD+
?
-
15% of the activity with (S)-N-benzyl-3-pyrrolidinol
-
-
?
1-hydroxy-2-butanone + NADH + H+
butane-1,2-diol + NAD+
-
59% of the activity with N-benzyl-3-pyrrolidinone
-
-
?
1-hydroxymethyl-6-methylpyrene + NAD+
1-formyl-6-methylpyrene + NADH + H+
-
-
-
r
1-hydroxymethyl-8-methylpyrene + NAD+
1-formyl-8-methylpyrene + NADH + H+
-
-
-
r
1-octanol + NAD+
1-octanal + NADH + H+
-
6% of activity with N-benzyl-3-pyrrolidinol
-
-
?
1-phenyl-1,2-ethanediol + NAD+
1-phenyl-2-propanone + NADH + H+
1% activity compared to cyclohexanol
-
-
r
1-phenyl-1,2-propandione + NADH + H+
1-phenyl-2-hydroxy-1-propanone + NAD+
-
146% of the activity with 2,2,2-trifluoroacetophenone
-
-
r
1-phenyl-1,2-propanedione + NADH
?
about 25% of the activity compared to isatin
-
-
?
1-phenyl-1-propanol + NAD+
1-phenyl-1-propanone + NADH + H+
-
59% of the activity with (S)-(-)-1-phenylethanol
-
-
?
1-phenyl-1-propanol + NAD+
1-phenylpropan-1-one + NADH + H+
-
59% of the activity with (S)-1-phenylethanol
-
-
r
1-phenyl-1-propanol + NAD+
?
-
31% of the activity with (S)-N-benzyl-3-pyrrolidinol
-
-
?
1-phenyl-2-propanone + NADH + H+
(S)-1-phenyl-2-propanol + NAD+
-
-
-
-
?
1-phenyl-3-butanone + NADH + H+
1-phenylbutan-3-ol + NAD+
-
353% of the activity with phenyl trifluoromethyl ketone
-
-
?
1-phenylethanol + NAD+
acetophenone + NADH + H+
-
1% activity compared to cyclohexanone
-
?
1-phenylethanol + NADP+
1-phenylethanone + NADPH + H+
-
-
-
?
12-hydroxylauric acid methyl ester + NAD+
12-oxolauric acid methyl ester + NADH + H+
-
product is a key intermediate for biobased polyamide 12 production
-
?
12-oxolauric acid methyl ester + NADH + H+
12-hydroxylauric acid methyl ester + NAD+
-
-
-
?
2',3',4',5',6'-pentafluoroacetophenone + NADH + H+
1-(2,3,4,5,6-pentafluorophenyl)ethanol + NAD+
45% of the activity compared to 1-phenyl-1,2-propanedione
-
-
?
2,2'-dichlorobenzil + NADH + H+
1,2-bis(2-chlorophenyl)-2-hydroxyethanone + NAD+
-
-
-
?
2,2,2-trichloroethanol + NAD+
trichloroacetaldehyde + NADH + H+
-
-
-
-
?
2,2,2-trifluoro-1-phenylethanone + propan-2-ol
(1R)-2,2,2-trifluoro-1-phenylethanol + acetone
in presence of propan-2-ol at 10% v/v, reduction of fluorinated ketones is catalyzed without addition of NADH
99% conversion, 99% enantiomeric excess
-
?
2,2,2-trifluoroacetophenone + NADH
2,2,2-trifluoro-1-phenylethanol + NAD+
about 35% of the activity compared to isatin
-
-
?
2,2,2-trifluoroacetophenone + NADPH + H+
(R)-2,2,2-trifluoro-1-phenylethanol + NADP+
180% of the activity with acetoin
-
-
r
2,2,2-trifluoroethanol + NAD+
2,2,2-trifluoroethanone + NADH + H+
-
-
-
?
2,2-difluoro-1-phenylethanone + propan-2-ol
(1R)-2,2-difluoro-1-phenylethanol + acetone
in presence of propan-2-ol at 10% v/v, reduction of fluorinated ketones is catalyzed without addition of NADH
99% conversion, 94% enantiomeric excess
-
?
2,3,4,5,6-pentafluorobenzyl alcohol + NAD+
2,3,4,5,6-pentafluorobenzaldehyde + NADH + H+
-
-
-
?
2,3-butanediol + NAD+
?
-
83% of the activity with (S)-N-benzyl-3-pyrrolidinol
-
-
?
2,3-butanedione + NADH + H+
?
-
activity is 1.6fold higher than with N-benzyl-3-pyrrolidinone
-
-
?
2,3-pentanedione + NADH + H+
? + NAD+
-
5.5% of the activity with acetaldehyde
-
-
?
2-(3-fluorobiphenyl-4-yl)propanal + NADH + H+
(S)-2-(3-(fluoro)biphenyl-4-yl)propanol + NAD+
2-(4-trifluoromethylphenyl)propanal + NADH + H+
(S)-2-(4-trifluoromethyl)phenylpropanol + NAD+
18 h, 55% yield, 98% enantiomeric excess
-
-
?
2-(6-methoxynaphthalen-2-yl)propanal + NADH + H+
(S)-2-(6-methoxynaphthalen-2-yl)propan-1-ol + NAD+
18 h, 96% yield, 98% enantiomeric excess
-
-
?
2-(naphthalen-1-yl)propanal + NADH + H+
(S)-2-(naphthalen-1-yl)propanol + NAD+
18 h, 90% yield, 80% enantiomeric excess
-
-
?
2-(naphthalen-2-yl)propanal + NADH + H+
(S)-2-(naphthalen-2-yl)propanol + NAD+
18 h, 57% yield, 94% enantiomeric excess
-
-
?
2-acetylpyrrole + NADH + H+
1-(1H-pyrrol-2-yl)ethanol + NAD+
-
70% of activity with N-benzyl-3-pyrrolidinone
-
-
?
2-butanone + NADH + H+
butan-2-ol + NAD+
-
2.8fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
2-butanone + NADPH + H+
butan-2-ol + NADP+
12.1% of the activity with 2-hydroxyacetophenone and NADPH
-
-
?
2-chloro-1-(2,4-dichlorophenyl)ethan-1-one + NADH + H+
(1R)-2-chloro-1-(2,4-dichlorophenyl)ethan-1-ol + NAD+
AE010289.1
production of with (1R)-2-chloro-1-(2,4-dichlorophenyl)ethan-1-ol 99% enantiomeric excess
-
-
?
2-chloro-1-(2,4-difluorophenyl)ethan-1-one + NADH + H+
(1R)-2-chloro-1-(2,4-fluorophenyl)ethan-1-ol + NAD+
AE010289.1
production of (1R)-2-chloro-1-(2,4-fluorophenyl)ethan-1-ol with 99% enantiomeric excess
-
-
?
2-chloro-1-(4-fluorophenyl)ethan-1-one + NADH + H+
(1R)-2-chloro-1-(4-fluorophenyl)ethan-1-ol + NAD+
AE010289.1
production of (1R)-2-chloro-1-(4-fluorophenyl)ethan-1-ol with 98% enantiomeric excess
-
-
?
2-chloroacetophenone + NADH + H+
1-(2-chlorophenyl)ethanol + NAD+
-
low activity
-
-
r
2-chlorocyclohexanone + NADH + H+
? + NAD+
3% activity compared to cyclohexanone
-
-
?
2-decalone + NADH + H+
? + NAD+
28% activity compared to cyclohexanone
-
-
?
2-decanol + NAD+
2-decanone + NADH + H+
weak activity
-
-
r
2-decanone + NADH
(S)-2-decanol + NAD+ + H+
-
92% enantiomeric excess
-
?
2-dehydro-3-deoxy-D-gluconate + NADH + H+
4-deoxy-L-erythro-5-hexoseulose + NAD+
-
-
-
r
2-ethoxyethanol + NAD+
2-ethoxyacetaldehyde + NADH + H+
-
-
-
r
2-ethylhexan-1-ol + NAD+
2-ethylhexanal + NADH
Sporotrichum pulverulentum
-
weak activity
-
-
?
2-fluoro-1-(4-chlorophenyl)ethanone + propan-2-ol
(1R)-2-fluoro-1-(4-chlorophenyl)ethanol + acetone
in presence of propan-2-ol at 10% v/v, reduction of fluorinated ketones is catalyzed without addition of NADH
99% conversion, 98% enantiomeric excess
-
?
2-fluoro-1-(4-fluorophenyl)ethanone + propan-2-ol
(1R)-2-fluoro-1-(4-fluorophenyl)ethanol + acetone
in presence of propan-2-ol at 10% v/v, reduction of fluorinated ketones is catalyzed without addition of NADH
99% conversion, 97% enantiomeric excess
-
?
2-fluoro-1-(4-iodophenyl)ethanone + propan-2-ol
(1R)-2-fluoro-1-(4-iodophenyl)ethanol + acetone
in presence of propan-2-ol at 10% v/v, reduction of fluorinated ketones is catalyzed without addition of NADH
99% conversion, 99% enantiomeric excess
-
?
2-fluoro-1-phenylethanone + propan-2-ol
(1R)-2-fluoro-1-phenylethanol + acetone
in presence of propan-2-ol at 10% v/v, reduction of fluorinated ketones is catalyzed without addition of NADH
99% conversion, 99% enantiomeric excess
-
?
2-heptanol + NAD+
heptan-2-one + NADH + H+
62% of the activity with 1-phenylethanol
-
-
?
2-heptanone + NADH
(S)-2-heptanol + NAD+ + H+
-
79% enantiomeric excess
-
?
2-heptanone + NADH + H+
(R)-2-heptanol + NAD+
-
229% of the activity with phenyl trifluoromethyl ketone
99% enantiomeric excess
-
?
2-heptanone + NADPH + H+
heptan-2-ol + NADP+
6.8% of the activity with 2-hydroxyacetophenone and NADPH
-
-
?
2-hexanone + NADH
(S)-2-hexanol + NAD+ + H+
-
37% enantiomeric excess
-
?
2-hexanone + NADH + H+
?
-
activity is 1.6fold higher than with N-benzyl-3-pyrrolidinone
-
-
?
2-hexanone + NADH + H+
hexan-2-ol + NAD+
-
50.4fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
2-hexanone + NADPH + H+
hexan-2-ol + NADP+
5.9% of the activity with 2-hydroxyacetophenone and NADPH
-
-
?
2-hydroxyacetophenone + NADH + H+
(S)-1-phenyl-1,2-ethanediol + NAD+
2.4% of the activity with NADPH
-
-
?
2-hydroxyacetophenone + NADPH + H+
(S)-1-phenyl-1,2-ethanediol + NADP+
-
-
-
?
2-methoxybenzaldehyde + NADH + H+
2-methoxybenzylalcohol + NAD+
-
13% of the activity with 2,2,2-trifluoroacetophenone
-
-
?
2-methoxybenzyl alcohol + NAD+
2-methoxybenzaldehyde + NADH + H+
-
25% of the activity with (S)-(-)-1-phenylethanol
-
-
?
2-methyl-2,4-pentanediol + NAD+
?
1% activity compared to cyclohexanol
-
-
?
2-methylbutyraldehyde + NADH + H+
2-methylbutanol + NAD+
-
1.4% of the activity with acetaldehyde
-
-
?
2-methylcyclohexanol + NAD+
(+)-2-methylcyclohexanone + NADH + H+
-
-
-
-
r
2-methylcyclohexanone + NADH + H+
2-methylcyclohexanol + NAD+
13% of the activity compared to 1-phenyl-1,2-propanedione
-
-
?
2-methylcyclohexanone + NADH + H+
? + NAD+
46% activity compared to cyclohexanone
-
-
?
2-methylpropionaldehyde + NADH + H+
2-methylpropanal + NAD+
-
3.3% of the activity with acetaldehyde
-
-
?
2-nitrobenzaldehyde + NADH + H+
(2-nitrophenyl)methanol + NAD+
-
33% of activity with N-benzyl-3-pyrrolidinone
-
-
?
2-nitrobenzaldehyde + NADH + H+
2-nitrobenzyl alcohol + NAD+
-
low activity
-
-
r
2-nonanol + NAD+
2-nonanone + NADH + H+
weak activity
-
-
r
2-nonanone + NADH
(S)-2-nonanol + NAD+ + H+
-
95% enantiomeric excess
-
?
2-octanone + NADH
(S)-2-octanol + NAD+ + H+
-
92% enantiomeric excess
-
?
2-octanone + NADPH + H+
octan-2-ol + NADP+
11.9% of the activity with 2-hydroxyacetophenone and NADPH
-
-
?
2-oxo-4-methylpentane + NADH
4-methylpentan-2-ol + NAD+
-
-
-
-
?
2-oxo-butyric acid + NADH + H+
2-hydroxybutyric acid + NAD+
-
15% of activity with N-benzyl-3-pyrrolidinone
-
-
?
2-oxopropanal + NADH + H+
? + NAD+
328% of the activity with acetoin
-
-
r
2-pentanone + NADH + H+
(S)-2-pentanol + NAD+
-
60% enantiomeric excess
-
?
2-pentanone + NADPH + H+
pentan-2-ol + NADP+
11.9% of the activity with 2-hydroxyacetophenone and NADPH
-
-
?
2-phenylcyclohexanone + NADH + H+
? + NAD+
2% activity compared to cyclohexanone
-
-
?
2-phenylethanol + NAD+
2-phenylethanone + NADH + H+
57% activity compared to cyclohexanol
-
-
r
2-phenylpropanal + NADH + H+
(S)-2-phenylpropanol + NAD+
18 h, 74% yield, 98% enantiomeric excess
-
-
?
2-propanol + NAD+
aceton + NADH + H+
-
-
irreversible, no measurable activity with acetone
-
ir
2-[3-(2-phenyl-1,3-dioxolan-2-yl)phenyl]propanal + NADH + H+
(S)-2-(3-(2-phenyl-1,3-dioxolan-2-yl)phenyl)propanol + NAD+
18 h, 95% yield, 61% enantiomeric excess
-
-
?
3',4'-dimethoxyphenylacetone + NADH + H+
1-(3,4-dimethoxyphenyl)propan-2-ol + NAD+
-
24% of the activity with phenyl trifluoromethyl ketone
-
-
?
3'-bromoacetophenone + NADH + H+
1-(3-bromophenyl)ethanol + NAD+
-
151% of the activity with phenyl trifluoromethyl ketone
-
-
?
3'-chloroacetophenone + NADH + H+
1-(3-chlorophenyl)ethanol + NAD+
-
70% of the activity with phenyl trifluoromethyl ketone
-
-
?
3'-methoxyacetophenone + NADH + H+
1-(3-methoxyphenyl)ethanol + NAD+
-
51% of the activity with phenyl trifluoromethyl ketone
-
-
?
3,3,5-trimethylcyclohexanone + NADH + H+
? + NAD+
2% activity compared to cyclohexanone
-
-
?
3,4-hexanedione + NADH + H+
?
-
77% of the activity with N-benzyl-3-pyrrolidinone
-
-
?
3,4-methylenedioxyphenyl acetone + NADH
(S)-(3,4-methylenedioxyphenyl)-2-propanol + NAD+ + H+
-
-
-
-
?
3,5-dimethylcyclohexanol + NAD+
3,5-dimethylcyclohexanone + NADH + H+
1% activity compared to cyclohexanol
-
-
r
3-acetylpyridine + NADH + H+
1-pyridin-3-ylethanol + NAD+
-
7.9fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
3-aminobenzyl alcohol + NAD+
3-aminobenzaldehyde + NADH + H+
8% activity compared to cyclohexanol
-
-
r
3-bromobenzyl alcohol + NAD+
3-bromobenzaldehyde + NADH + H+
-
-
-
-
?
3-bromobenzylalcohol + NAD+
3-bromobenzaldehyde + NADH + H+
-
-
-
-
?
3-chloro-2-butanone + NADH + H+
3-chlorobutan-2-ol + NAD+
-
151% of the activity with phenyl trifluoromethyl ketone
-
-
?
3-heptanol + NAD+
3-heptanone + NADH + H+
-
93% of the activity with 2-propanol
-
-
r
3-methoxy-1-phenylpropan-1-one + NADH
3-methoxy-1-phenylpropan-1-ol + NAD+
-
-
-
-
?
3-methoxybenzaldehyde + NADH + H+
3-methoxybenzyl alcohol + NAD+
-
-
-
-
r
3-methoxybenzaldehyde + NADH + H+
3-methoxybenzylalcohol + NAD+
-
14% of the activity with 2,2,2-trifluoroacetophenone
-
-
?
3-methoxybenzylalcohol + NAD+
3-methoxybenzaldehyde + NADH + H+
-
-
-
-
?
3-methyl-2-cyclohexenone + NADH + H+
? + NAD+
1% activity compared to cyclohexanone
-
-
?
3-methylbutan-2-ol + NAD+
3-methylbutan-2-one + NADH
-
R-(-)-3-methylbutan-2-ol and S-(+)-3-methylbutan-2-ol
-
-
?
3-methylbutan-2-one + NADH + H+
3-methylbutan-2-ol + NAD+
-
-
-
-
?
3-methylbutanal + NADPH + H+
3-methylbutanol + NADP+
low activity, reaction of EC 1.1.1.2
-
-
ir
3-methylbutanol + NAD+
3-methylbutanone + NADH + H+
133% activity compared to cyclohexanol
-
-
r
3-methylbutyraldehyde + NADH + H+
3-methylbutanol + NAD+
-
2.9% of the activity with acetaldehyde
-
-
?
3-methylcyclohexanol + NAD+
3-methylcyclohexanone + NADH
-
-
-
-
r
3-methylcyclohexanol + NAD+
3-methylcyclohexanone + NADH + H+
14% of activity compared to (S)-1-indanol
-
-
?
3-methylcyclohexanol + NAD+
?
10% of the activity compared to isoborneol
-
-
?
3-methylcyclohexanone + NADH + H+
3-methylcyclohexanol + NAD+
33% of the activity compared to 1-phenyl-1,2-propanedione
-
-
?
3-methylphenylethyl alcohol + NAD+
?
64% activity compared to cyclohexanol
-
-
?
3-pentanone + NADPH + H+
pentan-3-ol + NADP+
7.1% of the activity with 2-hydroxyacetophenone and NADPH
-
-
?
3-penten-2-one + NADH + H+
? + NAD+
2% activity compared to cyclohexanone
-
-
?
3-phenylpropanol + NAD+
3-phenylpropanal + NADH + H+
-
135% of the activity with 2-phenylethanol
-
-
?
3-phenylpropionaldehyde + NADH
3-phenylpropan-1-ol + NAD+
-
1218% of the activity with phenyl trifluoromethyl ketone
-
-
?
3-phenylpropionaldehyde + NADH + H+
3-phenylpropanol + NAD+
-
6.9fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
3beta,17beta-dihydroxy-5beta-androstane + NAD+
5beta-androstan-3,17dione + NADH
-
-
-
-
?
3beta,7alpha,12alpha-trihydroxy-5beta-cholanoic acid + NAD+
? + NADH
-
-
-
-
?
3beta-7alpha-dihydroxy-5beta-cholanoate + NAD+
17-hydroxy-3-oxo-5beta-cholanoate + NADH + H+
-
-
-
-
r
3beta-hxdroxy-5alpha-cholanoate + NAD+
3-oxo-5alpha-cholanoate + NADH
-
-
-
-
?
4'-bromoacetophenone + NADH + H+
1-(4-bromophenyl)ethanol + NAD+
-
77% of the activity with phenyl trifluoromethyl ketone
-
-
?
4'-chloroacetophenone + NADH + H+
1-(4-chlorophenyl)ethanol + NAD+
-
60% of the activity with phenyl trifluoromethyl ketone
-
-
?
4'-chlorobutyrophenone + NADH + H+
1-(4-chlorophenyl)butan-1-ol + NAD+
-
10% of the activity with 2,2,2-trifluoroacetophenone
-
-
?
4-acetylpyridine + NADH + H+
1-pyridin-4-ylethanol + NAD+
-
64.5fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
4-amino-1-butanol + NAD+
to gamma-butyrolactam + NADH + H+
95% conversion
-
-
?
4-bromobenzyl alcohol + NAD+
4-bromobenzaldehyde + NADH + H+
-
-
-
-
?
4-bromobenzylalcohol + NAD+
4-bromobenzaldehyde + NADH + H+
-
-
-
-
?
4-carboxybenzaldehyde + NADH + H+
4-carboxybenzyl alcohol + NAD+
-
-
-
-
?
4-carboxybenzaldehyde + NADH + H+
4-carboxybenzylalcohol + NAD+
-
-
-
-
?
4-ethylcyclohexanol + NAD+
4-ethylcyclohexanone + NADH + H+
60% activity compared to cyclohexanol
-
-
r
4-ethylcyclohexanone + NADH + H+
? + NAD+
22% activity compared to cyclohexanone
-
-
?
4-hydroxy-2-butanone + NADH + H+
2,4-dihydroxybutane + NAD+
-
26% of the activity with phenyl trifluoromethyl ketone
-
-
?
4-methoxy-1-naphthaldehyde + NAD+
4-methoxy-1-naphthol + NADH + H+
-
fluorogenic substrate of class I and II isozymes
-
-
?
4-methoxy-1-naphthaldehyde + NAD+
4-methoxy-1-naphthyl alcohol + NADH + H+
-
substrate for class I ADH
-
-
?
4-methoxy-1-naphthaldehyde + NADH + H+
4-methoxynaphthalene-1-carbaldehyde + NAD+
-
substrate for class I ADH
-
-
r
4-methoxybenzaldehyde + NADH + H+
4-methoxybenzyl alcohol + NAD+
-
51% of the activity with butan-2-ol
-
?
4-methoxybenzaldehyde + NADH + H+
4-methoxybenzylalcohol + NAD+
-
13% of the activity with 2,2,2-trifluoroacetophenone
-
-
?
4-methoxybenzylalcohol + NAD+
4-methoxybenzaldehyde + NADH + H+
-
-
-
-
r
4-methoxyphenylacetone + NADH
(2S)-1-(4-methoxyphenyl)propan-2-ol + NAD+ + H+
-
-
-
?
4-methylcyclohexanol + NAD+
4-methylcyclohexanone + NADH + H+
56% activity compared to cyclohexanol
-
-
r
4-methylcyclohexanone + NADH + H+
4-methylcyclohexanol + NAD+
60% of the activity compared to 1-phenyl-1,2-propanedione
-
-
?
4-methylcyclohexanone + NADH + H+
? + NAD+
25% activity compared to cyclohexanone
-
-
?
4-nitrobenzaldehyde + NADH + H+
4-nitrobenzylalcohol + NAD+
-
-
-
-
?
4-nitrobenzyl alcohol + NAD+
4-nitrobenzaldehyde + NADH + H+
94% activity compared to benzyl alcohol
-
-
?
4-nitrosodimethylaniline + NAD+
? + NADH + H+
-
photometric assay substrate
-
-
?
4-phenylbutan-2-one + NADH
4-phenylbutan-2-ol + NAD+
-
-
-
-
?
5-acetyl-7-chlorofuro[2,3-c]pyridine + NADH + H+
5-(1-hydroxyethyl)-7-chlorofuro[2,3-c]pyridine + NAD+
-
-
-
-
r
5-acetylfuro[2,3-c]pyridine + NADH + H+
5-(1-hydroxyethyl)furo[2,3-c]pyridine + NAD+
-
-
-
-
r
5-amino-1-pentanol + NAD+
delta-valerolactam + NADH + H+
38% conversion
-
-
?
5-hydroxymethylfurfural + NADH + H+
5-hydroxymethylfurfuryl alcohol + NAD+
low activity
-
-
ir
5alpha-androstan-17beta-ol-3-one + NADH + H+
3beta,17beta-dihydroxy-5alpha-androstan + NAD+
5alpha-pregnan-3beta-ol-20-one + NAD+
5alpha-pregnan-3,20-dione + NADH
-
low activity
-
-
?
5beta-cholanic acid-3-one + NADH
5beta-cholanic acid-3-ol + NAD+
-
low activity
-
-
?
5beta-cholanic acid-3-one + NADH + H+
5beta-cholanic acid-3-ol + NAD+
-
-
-
-
?
5beta-pregnan-21-ol-3,20-dione hemisuccinate + NAD+
5beta-pregnan-3,20,21-trione hemisuccinate + NADH + H+
-
-
-
-
?
6-amino-1-hexanol + NAD+
epsilon-caprolactam + NADH + H+
14% conversion
-
-
?
6-benzyloxy-3,5-dioxo-hexanoic acid ethyl ester + NADH + H+
(3R,5S)-6-benzyloxy-3,5-dihydroxy-hexanoic acid ethyl ester + NAD+
-
-
-
-
?
a primary alcohol + NAD+
an aldehyde + NADH + H+
-
ADH3 is involved in multiple cellular pathways, as diverse as formaldehyde detoxification, retinoid metabolism and NO homeostasis, ADH3 is considered to play only a minor role in hepatic alcohol metabolism because ethanol concentrations rarely exceed 50 mM
-
-
?
acetoin + NAD+
diacetyl + NADH
18% of the activity with 2,3-butanediol
-
-
?
acetone + NADPH + H+
propan-2-ol + NADP+
14.7% of the activity with 2-hydroxyacetophenone and NADPH
-
-
?
acetophenone + NADH
(R)-alpha-phenyl ethanol + NAD+
-
the enzyme exhibits high stereoselectivity in the desymmetrization of the prochiral ketone acetophenone, producing optically pure (R)-alpha-phenyl ethanol at high conversion
-
-
?
acetophenone + NADH + H+
(R)-1-phenylethanol + NAD+
-
6% of the activity with phenyl trifluoromethyl ketone, in the reverse reaction 87% of the activity with 2-propanol
99% enantiomeric excess
-
?
acetophenone + NADH + H+
(S)-(-)-1-phenylethanol + NAD+
-
more than 99% enantiomeric excess
-
-
r
acetophenone + NADH + H+
(S)-1-phenylethanol + NAD+
-
-
99% enantiomeric excess
-
r
acetophenone + NADPH + H+
1-phenylethanol + NADP+
5.1% of the activity with 2-hydroxyacetophenone and NADPH
-
-
?
acetylacetone + NADH + H+
4-hydroxypentan-2-one + NAD+
1% activity compared to cyclohexanone
1% activity compared to cyclohexanone
-
r
acetylacetone + NADH + H+
?
-
63% of the activity with N-benzyl-3-pyrrolidinone
-
-
?
all-trans retinal + NADH + H+
all-trans retinol + NAD+
26.8% of the activity with butan-1-ol
-
-
?
alpha-ethyl benzoylformate + NADH + H+
ethyl (R)-(-)-mandelate + NAD+
-
-
95% enantiomeric excess
-
r
alpha-methyl benzoylformate + NADH + H+
methyl (R)-mandelate + NAD+
-
-
92% enantiomeric excess
-
r
anisaldehyde + NADH + H+
anisic alcohol + NAD+
-
-
-
-
?
benzacetaldehyde + NADPH + H+
benzol + NADP+
low activity, reaction of EC 1.1.1.2
-
-
ir
benzaldehyde + NADPH + H+
benzyl alcohol + NADP+
107% of the activity with (2E)-but-2-enal, yield 99% after 12 h
-
-
r
benzil + NADH + H+
(R)-benzoin + NAD+
62% of the activity compared to 1-phenyl-1,2-propanedione. The enzyme catalyses the asymmetric reduction of benzil to (R)-benzoin with both excellent conversion (98%) and optical purity (98%) by way of an efficient in situ NADH-recycling system involving a second thermophilic ADH
-
-
?
benzoin + NADH + H+
1,2-diphenylethane-1,2-diol
-
13% of activity with N-benzyl-3-pyrrolidinone
-
-
?
benzoylformic acid + NADPH + H+
mandelate + NADP+
2.4% of the activity with 2-hydroxyacetophenone and NADPH
-
-
?
benzyl alcohol + acycloNAD+
benzaldehyde + acycloNADH + H+
-
acycloNAD+ i.e. NAD+-analogue, where the nicotinamide ribosyl moiety has been replaced by the nicotinamide (2-hydroxyethoxy)methyl moiety
-
-
?
benzyloxycarbonyl-3-pyrrolidinone + NADH + H+
(S)-benzyloxycarbonyl-3-pyrrolidinol + NAD+
-
production with 99.6% enantiomeric excess
-
-
?
butan-1-ol + acycloNAD+
butanal + acycloNADH + H+
-
acycloNAD+ i.e. NAD+-analogue, where the nicotinamide ribosyl moiety has been replaced by the nicotinamide (2-hydroxyethoxy)methyl moiety
-
-
?
butan-2-ol + NAD+
butanone + NADH + H+
-
83% of the activity with butan-2-ol
-
?
butanal + NADH
1-butanol + NAD+ + H+
-
% of the activity with phenyl trifluoromethyl ketone
-
-
ir
butanol + NAD+
1-butanal + NADH + H+
about 15% of the activity with ethanol or 1-propanol
-
-
?
butyraldehyde + NADH + H+
butanol + NAD+
-
56% of the activity with acetaldehyde
-
-
?
butyraldehyde + NADPH + H+
butanol + NADP+
-
22% of the activity with NADH
-
-
?
choline + NAD+
? + NADH + H+
3% activity compared to benzyl alcohol
-
-
?
cinnamyl alcohol + NAD+
cinnamyl aldehyde + NADH + H+
-
-
-
?
cis-4-methylcyclohexanol + NAD+
4-methylcyclohexanone + NADH
-
-
-
-
?
cis-decahydro-1-naphthol + NAD+
?
11% of activity compared to (S)-1-indanol
-
-
?
cyclohexanone + NADH + H+
?
-
activity is 2.1fold higher than with N-benzyl-3-pyrrolidinone
-
-
?
cyclopentanone + NADH + H+
? + NAD+
1% activity compared to cyclohexanone
-
-
?
D-allonate + NADH + H+
?
10% activity compared to 2-dehydro-3-deoxy-D-gluconate
-
-
?
D-altronate + NADH + H+
?
8% activity compared to 2-dehydro-3-deoxy-D-gluconate
-
-
?
D-arabinose + NADH + H+
D-arabitol + NAD+
66% of the activity with 2,3-butanediol
-
-
?
D-gluconate + NADH + H+
?
79% activity compared to 2-dehydro-3-deoxy-D-gluconate
-
-
?
D-mannonate + NADH + H+
?
37% activity compared to 2-dehydro-3-deoxy-D-gluconate
-
-
?
D-ribonate + NADH + H+
?
0.3% activity compared to 2-dehydro-3-deoxy-D-gluconate
-
-
?
D-sorbitol + NADH + H+
L-gulose + NAD+
0.01% activity compared to 2-dehydro-3-deoxy-D-gluconate
-
-
?
D-talonate + NADH + H+
?
3% activity compared to 2-dehydro-3-deoxy-D-gluconate
-
-
?
D-xylonate + NADH + H+
?
1% activity compared to 2-dehydro-3-deoxy-D-gluconate
-
-
?
decyl aldehyde + NADH + H+
1-decanol + NAD+
21% activity compared to benzyl alcohol
-
-
?
diacetyl + NADH + H+
acetoin + NAD+
150% of the activity with acetoin
-
-
?
dihydro-4,4-dimethyl-2,3-furandione + NADH + H+
?
-
13.1fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
dihydroxyacetone + NADH + H+
glycerol + NAD+
36% of the activity with acetoin
-
-
?
dihydroxyacetone phosphate + NADH + H+
glycerol phosphate + NAD+
82% of the activity with acetoin
-
-
?
DL-glyceraldehyde + H+
glycerol + NAD+
31% of the activity with acetoin
-
-
?
docosanol + NAD+
? + NADH + H+
-
immobilized HLAD shows about 60% reaction rate and free HLAD shows about 20% reaction rate with docosanol compared to ethanol at pH 8.8 and 30°C
-
-
?
dodecanol + NAD+
dodecanal + NADH + H+
-
immobilized HLAD shows about 60% reaction rate and free HLAD shows about 35% reaction rate with dodecanol compared to ethanol at pH 8.8 and 30°C
-
-
?
ethanol + 3-benzoylpyridine-adenine dinucleotide
acetaldehyde + ?
-
rapid equilibrium bi bi mechanism
-
-
?
ethanol + acycloNAD+
acetaldehyde + acycloNADH + H+
-
acycloNAD+ i.e. NAD+-analogue, where the nicotinamide ribosyl moietyhas been replaced by the nicotinamide (2-hydroxyethoxy)methyl moiety
-
-
?
ethanol + NAD+
aldehyde + NADH + H+
-
immobilized HLAD shows 100% reaction rate and free HLAD shows about 55% reaction rate with ethanol at pH 8.8 and 30°C
-
-
?
ethyl (2,4-dichlorophenyl)(oxo)acetate + NADH + H+
ethyl (2R)-(2,4-dichlorophenyl)(hydroxy)acetate + NAD+
the enzyme catalyzes the reduction of aromatic alpha-ketoesters to the corresponding enantiomerically pure (R)-configured alpha-hydroxyesters
-
-
?
ethyl (3,5-difluorophenyl)(oxo)acetate + NADH + H+
ethyl (2R)-(3,5-difluorophenyl)(hydroxy)acetate + NAD+
the enzyme catalyzes the reduction of aromatic alpha-ketoesters to the corresponding enantiomerically pure (R)-configured alpha-hydroxyesters
-
-
?
ethyl (4-bromophenyl)(oxo)acetate + NADH + H+
ethyl (2R)-(4-bromophenyl)(hydroxy)acetate + NAD+
the enzyme catalyzes the reduction of aromatic alpha-ketoesters to the corresponding enantiomerically pure (R)-configured alpha-hydroxyesters
-
-
?
ethyl (4-chlorophenyl)(oxo)acetate + NADH + H+
ethyl (2R)-(4-chlorophenyl)(hydroxy)acetate + NAD+
the enzyme catalyzes the reduction of aromatic alpha-ketoesters to the corresponding enantiomerically pure (R)-configured alpha-hydroxyesters
-
-
?
ethyl (4-cyanophenyl)(oxo)acetate + NADH + H+
ethyl (2R)-(4-cyanophenyl)(hydroxy)acetate + NAD+
the enzyme catalyzes the reduction of aromatic alpha-ketoesters to the corresponding enantiomerically pure (R)-configured alpha-hydroxyesters
-
-
?
ethyl (4-fluorophenyl)(oxo)acetate + NADH + H+
ethyl (2R)-(4-fluorophenyl)(hydroxy)acetate + NAD+
the enzyme catalyzes the reduction of aromatic alpha-ketoesters to the corresponding enantiomerically pure (R)-configured alpha-hydroxyesters
-
-
?
ethyl (4-methylphenyl)(oxo)acetate + NADH + H+
ethyl (2R)-hydroxy(4-methylphenyl)acetate + NAD+
the enzyme catalyzes the reduction of aromatic alpha-ketoesters to the corresponding enantiomerically pure (R)-configured alpha-hydroxyesters
-
-
?
ethyl 2-oxopropanoate + NADPH + H+
(R)-ethyl 2-hydroxypropanoate + NADP+
294& of the activity with acetoin
-
-
r
ethyl 3,3-dimethyl-2-oxobutanoate + NADH + H+
ethyl (2R)-2-hydroxy-3,3-dimethylbutanoate + NAD+
enantioselectivity of the aliphatic a-ketoester reduction is moderate with the major product is the (S)-enantiomer, 71% enantiomeric excess of ethyl (2S)-2-hydroxy-3,3-dimethylbutanoate
-
-
?
ethyl 3,3-dimethyl-2-oxobutanoate + NADH + H+
ethyl (2S)-2-hydroxy-3,3-dimethylbutanoate + NAD+
enantioselectivity of the aliphatic a-ketoester reduction is moderate with the major product is the (S)-enantiomer, 71% enantiomeric excess of ethyl (2S)-2-hydroxy-3,3-dimethylbutanoate
-
-
?
ethyl 3-methyl-2-oxobutanoate + NADH + H+
ethyl (2R)-2-hydroxy-3-methylbutanoate + NAD+
enantioselectivity of the aliphatic a-ketoester reduction is moderate with the major product is the (S)-enantiomer, 44% enantiomeric excess of ethyl (2S)-2-hydroxy-3-methylbutanoate
-
-
?
ethyl 3-methyl-2-oxobutanoate + NADH + H+
ethyl (2S)-2-hydroxy-3-methylbutanoate + NAD+
enantioselectivity of the aliphatic a-ketoester reduction is moderate with the major product is the (S)-enantiomer, 44% enantiomeric excess of ethyl (2S)-2-hydroxy-3-methylbutanoate
-
-
?
ethyl 3-methyl-2-oxobutyrate + NADH + H+
?
1-phenyl-1,2-propanedione and ethyl 3-methyl-2-oxobutyrate are the best substrate in the reduction reaction
-
-
?
ethyl 3-methyl-2-oxobutyrate + NADH + H+
ethyl-2-hydroxy-3-methylbutyrate + NAD+
-
33% of the activity with phenyl trifluoromethyl ketone
-
-
?
ethyl 3-oxo-3-phenylpropanoate + NADH + H+
ethyl (3S)-3-hydroxy-3-phenylpropanoate + NAD+
ethyl (3S)-3-hydroxy-3-phenylpropanoate is produced with 99% enantiomeric excess
-
-
?
ethyl 3-oxobutanoate + NADH
ethyl 3-hydroxybutanoate + NAD+
-
-
-
-
?
ethyl 3-oxobutanoate + NADH + H+
ethyl (3S)-3-hydroxybutanoate + NAD+
ethyl (3S)-3-hydroxybutanoate is produced with 95% enantiomeric excess
-
-
?
ethyl 3-oxobutyrate + NADH + H+
ethyl (S)-3-hydroxybutyrate + NAD+
-
-
-
-
?
ethyl 3-oxohexanoate + NADH
ethyl 3-hydroxyhexanoate + NAD+
-
-
-
-
?
ethyl 3-oxohexanoate + NADH + H+
ethyl (3R)-3-hydroxyhexanoate + NAD+
ethyl (3R)-3-hydroxyhexanoate is produced with 24% enantiomeric excess
-
-
?
ethyl 3-oxopentanoate + NADH
ethyl 3-hydroxypentanoate + NAD+
-
-
-
-
?
ethyl 3-oxopentanoate + NADH + H+
ethyl (3S)-3-hydroxypentanoate + NAD+
ethyl (3S)-3-hydroxypentanoate + NAD+is produced with 60% enantiomeric excess
-
-
?
ethyl 3-phenyl-3-oxopropanoate + NADH
ethyl 3-phenyl-3-hydroxypropanoate + NAD+
-
-
-
-
?
ethyl 4-bromo-3-oxobutanoate + NADH + H+
ethyl 4-bromo-3-hydroxybutanoate
-
511% of the activity with phenyl trifluoromethyl ketone
-
-
?
ethyl 4-chloro-3-oxobutanoate + NADH + H+
ethyl (3R)-4-chloro-3-hydroxybutanoate + NAD+
ethyl (3R)-4-chloro-3-hydroxybutanoate is produced with 4% enantiomeric excess
-
-
?
ethyl 4-chloro-3-oxobutanoate + NADH + H+
ethyl 4-chloro-3-hydroxybutanoate + NAD+
-
809% of the activity with phenyl trifluoromethyl ketone
-
-
?
ethyl 4-chloro-3-oxobutanoate + NADH +H+
(S)-ethyl-4-chloro-3-hydroxybutanoate + NAD+
COBE, ADH performs a enantioselective reduction, reacting as an anti-Prelog reductase
-
-
r
ethyl 4-chloroacetoacetate + NADH + H+
?
-
6.8fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
ethyl 4-chloroacetoacetate + NADH + H+
ethyl 4-chloro-3-hydroxybutanoate + NAD+
-
-
-
-
r
ethyl 4-chloroacetoacetate + NADPH
?
activity is 1.48fold higher than with 2-hydroxyacetophenone and NADPH
-
-
?
ethyl 4-methyl-3-oxopentanoate + NADH + H+
ethyl (3S)-3-hydroxy-4-methylpentanoate + NAD+
ethyl (3S)-3-hydroxy-4-methylpentanoate is produced with 16% enantiomeric excess
-
-
?
ethyl acetoacetate + NADH + H+
?
-
42.4fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
ethyl benzoylformate + NADH
?
about 30% of the activity compared to isatin
-
-
?
ethyl benzoylformate + NADH
ethyl (R)-mandelate + NAD+
-
enantiomeric excess of 99.9%
-
-
?
ethyl benzoylformate + NADH + H+
?
23% of the activity compared to 1-phenyl-1,2-propanedione
-
-
?
ethyl benzoylformate + NADH + H+
ethyl (R)-(-)-mandelate + NAD+
-
95% enantiomeric excess
-
-
?
ethyl oxo(phenyl)acetate + NADH + H+
ethyl (2R)-hydroxy(phenyl)acetate + NAD+
the enzyme catalyzes the reduction of aromatic alpha-ketoesters to the corresponding enantiomerically pure (R)-configured alpha-hydroxyesters
-
-
?
ethyl oxo(phenyl)acetate + NADH + H+
ethyl hydroxy(phenyl)acetate + NAD+
-
100% of the activity with 2,2,2-trifluoroacetophenone
-
-
r
ethyl pyruvate + NADH
ethyl 2-hydroxypropanoate + NAD+
-
-
-
-
?
ethyl pyruvate + NADH + H+
ethyl 2-hydroxypropanoate + NAD+
-
488% of the activity with phenyl trifluoromethyl ketone
-
-
?
ethyl pyruvate + NADH + H+
ethyl 2-hydroxypropionate + NAD+
16% of the activity compared to 1-phenyl-1,2-propanedione
-
-
?
ethyl trifluoroacetoacetate + NADPH + H+
1-ethoxy-2,2,2-trifluoroethanol + NADP+
4.3% of the activity with 2-hydroxyacetophenone and NADPH
-
-
?
glutaraldehyde + NADH + H+
?
-
70.8fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
glutaraldehyde + NADH + H+
? + NAD+
best substrate in reduction reaction
-
-
?
heptaldehyde + NADH + H+
? + NAD+
33% activity compared to benzyl alcohol
-
-
?
hexadecanol + NAD+
hexadecanal + NADH + H+
-
immobilized HLAD shows about 60% reaction rate and free HLAD shows about 15% reaction rate with hexadecanol compared to ethanol at pH 8.8 and 30°C
-
-
?
hexaldehyde + NADH + H+
1-hexanol + NAD+
7% activity compared to benzyl alcohol
-
-
?
hexan-1-ol + acycloNAD+
hexanal + acycloNADH + H+
-
acycloNAD+ i.e. NAD+-analogue, where the nicotinamide ribosyl moiety has been replaced by the nicotinamide (2-hydroxyethoxy)methyl moiety
-
-
?
hexanal + NADH + H+
1-hexanol + NAD+
69.6% of the activity with glutaraldehyde
-
-
?
hexanal + NADH + H+
hexan-1-ol + NAD+
16% of the activity with acetoin
-
-
?
hydrocinnamaldehyde + NADH + H+
hydrocinnamyl alcohol + NAD+
12% activity compared to benzyl alcohol
-
-
r
hydrocinnamyl alcohol + NAD+
hydrocinnamaldehyde + NADH + H+
31% activity compared to benzyl alcohol
-
-
r
hydroxyacetone + NADH + H+
propane-1,2-diol + NAD+
-
27% of the activity with N-benzyl-3-pyrrolidinone
-
-
?
isoamylalcohol + NAD+
3-methylbutanal NADH + H+
-
-
-
r
isoborneol + NAD+
?
isoborneol is the best substrate in the oxidation reaction
-
-
?
isobutanal + NADH + H+
isobutanol + NAD+
20% of the activity with glutaraldehyde
-
-
?
isopentan-1-ol + NAD+
isopentanal + NADH + H+
-
34% of the activity with ethanol
-
-
?
levulinic acid + NADH + H+
?
-
11% of activity with N-benzyl-3-pyrrolidinone
-
-
?
m-chlorophenacyl chloride + NADH + H+
2-chloro-1-(3-chlorophenyl)ethanol + NAD+
-
4.6fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
m-nitrobenzaldehyde + NAD+
m-nitrobenzyl alcohol + NADH + H+
-
substrate of class IV ADH
-
-
?
methyl 4-bromo-3-oxobutanoate + NADH + H+
methyl 4-bromo-3-hydroxybutanoate + NAD+
-
164% of the activity with phenyl trifluoromethyl ketone
-
-
?
methyl benzoylformate + NADH + H+
methyl (R)-(-)-mandelate + NAD+
-
92% enantiomeric excess
-
-
?
methyl benzoylformate + NADH + H+
methyl (S)-mandelate + NAD+
-
6 h, 100% conversion, 17% enantiomeric excess
-
r
methyl glyoxal + NADH + H+
?
-
3.5fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
methyl o-chlorobenzoylformate + NADH
?
about 55% of the activity compared to isatin
-
-
?
methyl o-chlorobenzoylformate + NADH + H+
methyl (R)-o-chloromandelate + NAD+
-
6 h, 99% conversion, 72% enantiomeric excess
-
r
methyl oxo(phenyl)acetate + NADH + H+
methyl hydroxy(phenyl)acetate + NAD+
-
57% of the activity with 2,2,2-trifluoroacetophenone
-
-
r
methyl pyruvate + NADH + H+
methyl 2-hydroxypropanoate + NAD+
-
18.9fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
methylbenzoylformate + NADH + H+
?
-
13% of the activity with 2,2,2-trifluoroacetophenone
-
-
?
methylglyoxal + NADH + H+
? + NAD+
-
11.9% of the activity with acetaldehyde
-
-
?
N-benzyl-3-piperidone + NADH + H+
N-benzylpiperidin-3-ol + NAD+
-
2.3fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
N-benzyl-3-pyrrolidinol + NAD+
1-benzylpyrrolidin-3-one + NADH + H+
-
33% of the activity with (S)-N-benzyl-3-pyrrolidinol
-
-
?
N-benzyl-3-pyrrolidinone + NADH + H+
(R)-N-benzyl-3-pyrrolidinol + NAD+
-
(R)-stereoselectivity of the reduction carried out with the heat-treated cells
-
-
r
N-benzyl-4-piperidone + NADH + H+
N-benzylpiperidin-4-ol + NAD+
-
10.7fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
n-butylaldehyde + NADH + H+
butanal + NAD+
-
activity is 1.8fold higher than with N-benzyl-3-pyrrolidinone
-
-
?
n-butyraldehyde + NADH + H+
n-butanol + NAD+
-
7.3fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
n-hexylaldehyde + NADH + H+
hexanal + NAD+
-
activity is 1.6fold higher than with N-benzyl-3-pyrrolidinone
-
-
?
n-octylaldehyde + NADH + H+
n-octanol + NAD+
-
activity is 1.7fold higher than with N-benzyl-3-pyrrolidinone
-
-
?
N-tert-butoxycarbonyl-3-pyrrolidinone + NADH + H+
(S)-N-tert-butoxycarbonyl-3-pyrrolidinol + NAD+
-
production of (S)-N-tert-butoxycarbonyl-3-pyrrolidinol with 99.6% enantiomeric excess
-
-
?
n-valeraldehyde + NADH + H+
n-pentanol + NAD+
-
activity is 2.8fold higher than with N-benzyl-3-pyrrolidinone
-
-
?
N-[4-(chloroacetyl)-2-nitrophenyl]acetamide + NADH + H+
N-[4-[(1R)-2-chloro-1-hydroxyethyl]-2-nitrophenyl]acetamide + NAD+
AE010289.1
production of N-[4-[(1R)-2-chloro-1-hydroxyethyl]-2-nitrophenyl]acetamide with 98% enantiomeric excess
-
-
?
nonyl aldehyde + NADH + H+
1-nonanol + NAD+
25% activity compared to benzyl alcohol
-
-
?
nonylphenol polyethoxylate 9 + NAD+
? + NADH
7% activity compared to benzyl alcohol
-
-
?
octyl aldehyde + NADH + H+
1-octanol + NAD+
29% activity compared to benzyl alcohol
-
-
?
octylphenol polyethoxylate 2 + NAD+
? + NADH
59% activity compared to benzyl alcohol
-
-
?
octylphenol polyethoxylate 8 + NAD+
? + NADH
7% activity compared to benzyl alcohol
-
-
?
oxalacetic acid + NADH + H+
?
-
14% of activity with N-benzyl-3-pyrrolidinone
-
-
?
p-chlorobenzaldehyde + NADH + H+
p-chlorobenzyl alcohol + NAD+
-
1.2fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?