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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
- melanogaster
- catalase
- disulfiram
- decarboxylase
-
retinoic
- horse
- hepatocytes
- pyrazole
-
ingest
- nicotinamide
- methanol
-
ethanol-induced
- nadp+
- semialdehyde
- retinal
- intoxication
- stomach
-
drinker
- cyp2e1
-
carcinogen
-
alcohol-induced
-
alcohol-related
- aldh1a1
-
abuse
-
flush
-
stem-like
- benzaldehyde
-
hydride
-
self-renewal
-
nadp+-dependent
-
chaperone-like
- acrolein
- cyclophosphamide
- isopropanol
-
allozymes
-
first-pass
-
aldo-keto
-
ethanol-treated
- etoh
- diethyldithiocarbamate
- butanol
- biotechnology
- pharmacology
- synthesis
- energy production
- degradation
-
aversion
-
tumor-initiating
- pargyline
- biofuel production
- ichthyosis
-
17beta-hydroxysteroid
- medicine
-
drank
The expected taxonomic range for this enzyme is: Bacteria, Archaea, Eukaryota
Reaction Schemes
Synonyms
(R)-specific alcohol dehydrogenase, 40 kDa allergen, Aadh1, acetaldehyde-alcohol dehydrogenase, ADH, ADH 1, ADH class III, ADH I, ADH II, ADH-10, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
(R)-specific alcohol dehydrogenase
40 kDa allergen
-
-
-
-
ADH
ADH-10
ADH-A2
-
-
-
-
ADH-B2
-
-
-
-
ADH-C2
-
-
-
-
ADH-HT
-
-
-
-
ADH-I
ADH1
ADH2
ADH3
ADH4
ADH6Hp
AdhA
AdhB
AdhD
AdhE
ADS1
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
-
-
-
-
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
-
-
-
-
GSH-FDH
-
-
-
-
HpADH3
HvADH1
HVO_2428
KmADH3
KmADH4
long-chain alkyl alcohol dehydrogenase
LSADH
medium-chain secondary alcohol dehydrogenase
NAD(H)-dependent alcohol dehydrogenase
NAD+-dependent alcohol dehydrogenase
NAD-dependent alcohol dehydrogenase
NAD-specific aromatic alcohol dehydrogenase
-
-
-
-
NADH-alcohol dehydrogenase
-
-
-
-
NADH-aldehyde dehydrogenase
-
-
-
-
NADH-dependent alcohol dehydrogenase
Octanol dehydrogenase
-
-
-
-
Pcal_1311
PFADH
primary alcohol dehydrogenase
-
-
-
-
Retinol dehydrogenase
-
-
-
-
SaADH
SaADH2
Saci_1232
sec-ADH A
short-chain ADH
short-chain NAD(H)-dependent dehydrogenase/reductase
SSADH
SsADH-10
SSO2536
Teth39_0206
Teth39_0218
Tsac_0416
yeast alcohol dehydrogenase
-
-
-
-
YLL056C
ADH
-
-
-
-
ADH
-
-
ADH3
-
-
-
-
AdhB
bifunctional secondary ADH/Acetyl-CoA thioesterase
AdhB
bifunctional secondary ADH/Acetyl-CoA thioesterase
-
AdhE
bifunctional alcohol and aldehyde dehydrogenase gene
AdhE
bifunctional alcohol and aldehyde dehydrogenase gene
-
AdhE
Q70YJ9
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
bifunctional secondary ADH/aldehyde hydrogenase
-
AdhE
B0K4A2
bifunctional enzyme, catalyzes reactions of EC 1.1.1.1 and EC 1.2.1.10
AdhE
B0K4A2
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
A0A0J9X1L6
catalyzes reactions of EC 1.1.1.1 and EC 1.2.1.10
bifunctional alcohol/aldehyde dehydrogenase
A0A0J9X1L6
catalyzes reactions of EC 1.1.1.1 and EC 1.2.1.10
-
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+
ordered bi bi mechanism with cofactor adding first to form a binary enzyme complex
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
isoenzyme EE and SS: ordered bi bi mechanism
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Theorell-Chance mechanism
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
kinetic mechanism is random for ethanol oxidation and compulsory ordered for acetaldehyde reduction
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
ordered bi-bi mechanism
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
rapid equilibrium random mechanism
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
rapid equilibrium random mechanism
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Theorell-Chance mechanism
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Theorell-Chance mechanism
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
oxidizes ethanol in an ordered bi-bi mechanism with NAD+ as the first substrate fixed
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
compulsory-order mechanism with the rate-limiting step being the dissociation of the product enzyme-NAD+ complex
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
mechanism is predominantly ordered with ethanol, but partially random with butanol
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
mechanism is predominantly ordered with ethanol, but partially random with butanol
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
Ser48 is involved in catalysis, isozyme gamma(2)gamma(2)
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
ordered bibi mechanism, structural and functional implications of amino acid residue 47
a primary alcohol + NAD+ = an aldehyde + NADH + H+
reaction mechanism, His51 is involved, but not essential, in catalysis facilitating the deprotonation of the hydroxyl group of water or alcohol ligated to the catalytic zinc
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
sequential reaction mechanism
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
ordered sequential bibi reaction mechanism, modeling of oxidation kinetic mechanism
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
detailed determination of the reaction and kinetic mechanisms, active site structure and determination of amino acid residues involved in catalysis, 3 isozymes
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
class IV alcohol dehydrogenase also functions as retinol dehydrogenase, reaction and kinetic mechanism: asymmetric rapid equilibrium random mechanism with 2 dead-end ternary complexes fro retinol oxidation and a rapid equilibrium ordered mechanism with one dead-end ternary complex for retinal reduction, a unique mechanistic form fro zinc-containing ADH in the medium chain dehydrogenase/reductase superfamily of enzymes
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
the catalytic triad consists of Cys44, His67, and Cys154, active site structure
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
catalytic mechanism involves a proton relay modulated by the coupled ionization of the active site Lys155/Tyr151 pair, and a NAD+ ribose 2'-OH switch, other active site residues are Ser138 and Trp144, ionization properties, substrate binding, overview
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
oxidizes ethanol in an ordered bi-bi mechanism with NAD+ as the first substrate fixed
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
the catalytic triad consists of Cys44, His67, and Cys154, active site structure
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
sequential reaction mechanism
-
-
a primary alcohol + NAD+ = an aldehyde + NADH + H+
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
-
-
-
-
redox reaction
reduction
-
-
-
-
redox reaction
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
BRENDA
KEGG
alpha-Linolenic acid metabolism, Biosynthesis of antibiotics, 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, 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), chitin degradation to ethanol, 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)-3-methylcyclohexanone + NADH + H+
? + NAD+
2% activity compared to cyclohexanone
-
-
?
(R)-alpha-tetralol + NAD+
?
58% of activity compared to (S)-1-indanol
-
-
?
(R)-alpha-tetralol + NAD+
alpha-tetralone + 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-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 + NADH
-
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
-
-
?
1,4-butanediol + NAD+
? + NADH + H+
best substrate in oxidation reaction
-
-
?
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-heptanol + NAD+
heptanol + NADH + H+
-
56% of the activity with 2-propanol, in the reverse reaction 755% of the activity with phenyl trifluoromethyl ketone
-
-
r
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 + 2 NADP+ + H2O
octanoic acid + 2 NADPH + 2 H+
-
-
-
r
1-octanol + NAD+
1-octanal + NADH + H+
-
6% of activity with N-benzyl-3-pyrrolidinol
-
-
?
1-pentanol + NAD+
pentanal + NADH + H*
-
8% of the activity with (S)-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
Q8KLT9
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-difluoro-1-phenylethanone + propan-2-ol
(1R)-2,2-difluoro-1-phenylethanol + acetone
Q8KLT9
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'-dichloroacetophenone + NADH + H+
1-(2,3-dichlorophenyl)ethanol + NAD+
-
67% of the activity with phenyl trifluoromethyl ketone
-
-
?
2,3'-dichloroacetophenone + NADH + H+
2-chloro-1-(3-chlorophenyl)ethanol + NAD+
-
-
-
-
r
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
? + NADH
-
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-dehydro-3-deoxy-D-gluconate + NADH + H+
4-deoxy-L-erythro-5-hexoseulose + NAD+
-
-
-
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
Q8KLT9
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
Q8KLT9
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
Q8KLT9
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
Q8KLT9
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 + 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-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-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
(S)-2-pentanol + NAD+ + H+
-
-
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-dimethylbenzyl alcohol + NAD+
3,4-dimethylbenzaldehyde + NADH + H+
45% activity compared to cyclohexanol
-
-
r
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-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-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-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
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-pregnan-21-ol-3,20-dione hemisuccinate + NADH
5beta-pregnan-3,20,21-trione hemisuccinate + NADH
-
-
-
-
?
6-benzyloxy-3,5-dioxo-hexanoic acid ethyl ester + NADH + H+
(3R,5S)-6-benzyloxy-3,5-dihydroxy-hexanoic acid ethyl ester + NAD+
-
-
-
-
-
6-methoxy-2-naphthaldehyde + NADH + H+
(6-methoxynaphthalen-2-yl)methanol + NAD+
-
substrate for class II ADH
-
-
r
6-methoxy-2-naphthaldehyde + NADH + H+
6-methoxy-2-naphthyl alcohol + NAD+
-
substrate for class II ADH
-
-
?
6-methoxy-2-naphthaldehyde + NADH + H+
6-methoxy-2-naphtol + NAD+
-
class II isozyme, reductive activity
-
-
?
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
Q8TZM9
18% of the activity with 2,3-butanediol
-
-
?
acetone + NAD+ + H2O
? + NADH + H+
about 5% of the activity with 1-octanol
-
-
r
acetone + NADH + H+
propan-2-ol + NAD+
-
1.9fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
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+
?
-
63% of the activity with N-benzyl-3-pyrrolidinone
-
-
?
acetylacetone + NADH + H+
acetophenone + NADH + H+
1% activity compared to cyclohexanone
1% activity compared to cyclohexanone
-
r
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
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 + NAD+
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 + NAD+
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+
Q8TZM9
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+
Q8TZM9
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+
Q8TZM9
36% of the activity with acetoin
-
-
?
dihydroxyacetone phosphate + NADH + H+
glycerol phosphate + NAD+
Q8TZM9
82% of the activity with acetoin
-
-
?
DL-glyceraldehyde + H+
glycerol + NAD+
Q8TZM9
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 + 2 NADP+ + H2O
acetic acid + 2 NADPH + 2 H+
-
-
-
r
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-oxobutanoate + NADH + H+
ethyl 3-hydroxybutanoate + NAD+
-
309% of the activity with phenyl trifluoromethyl ketone
-
-
?
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-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
-
-
?
furfural + NADH
furfuryl alcohol + NADH
-
activity with enzyme form ADH I, no activity with enzyme form ADH II
-
r
glutaraldehyde + NADH + H+
?
-
70.8fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
glutaraldehyde + NADH + H+
? + NAD+
best substrate in reduction reaction
-
-
?
glycerol + 2 NAD+ + H2O
? + 2 NADH + 2 H+
about 45% of the activity with ethanol
-
-
r
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 + NAD+
hexanal + acycloNADH + H+
-
acycloNAD+ i.e. NAD+-analogue, where the nicotinamide ribosyl moiety has been replaced by the nicotinamide (2-hydroxyethoxy)methyl moiety
-
-
?
hexan-1-ol + NAD+
hexanal + NADH + H+
77.1% of the activity with butan-1-ol
-
-
?
hexanal + NADH + H+
1-hexanol + NAD+
69.6% of the activity with glutaraldehyde
-
-
?
hexanal + NADH + H+
1-hexanone + NAD+
-
49% of the activity with acetaldehyde
-
-
?
hexanal + NADH + H+
hexan-1-ol + NAD+
Q8TZM9
16% of the activity with acetoin
-
-
?
hexanal + NADH + H+
n-hexanol + NAD+
-
22.3fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
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 + 2 NAD+ + H2O
? + 2 NADH + 2 H+
about 5% of the activity with 1-octanol
-
-
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
-
-
?
methanol + 2 NAD+ + H2o
formic acid + 2 NADH + 2 H+
about 25% of the activity with 1-octanol
-
-
r
methyl 3-oxobutanoate + NADH + H+
methyl 3-hydroxybutanoate + NAD+
-
130% of the activity with phenyl trifluoromethyl ketone
-
-
?
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
? + NADH
-
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
-
-
?
octanoic acid + 2 NADH + 2 H+
1-octanol + 2 NAD+ + H2o
-
-
-
r
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+