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Enzyme Nomenclature
Information on EC 1.1.1.2 - alcohol dehydrogenase (NADP+)
for references in articles please use BRENDA:EC1.1.1.2
Word Map on EC 1.1.1.2
- 1.1.1.2
- lens
-
polyol
- horse
- nerve
- sorbinil
- neuropathy
- cataract
- ethanol
- mellitus
-
reductases
- nad+
- retinopathy
- hyperglycemia
- retinal
- steroid
-
sciatic
- galactose
-
adhes
- fructose
- streptozotocin
- myo-inositol
-
glycation
-
streptozotocin-induced
- n-demethylase
-
streptozotocin-diabetic
- aminopyrine
- aniline
- phenobarbital
- pericytes
-
drug-metabolizing
-
cataractogenesis
-
diabetes-induced
- pyrazole
-
nadh-cytochrome
-
benzoapyrene
-
17beta-hydroxysteroids
-
mixed-function
-
hydroxysteroids
-
sural
- xylitol
-
n-demethylation
- 7-ethoxycoumarin
-
dihydrodiols
-
alpha-hydroxysteroid
- galactosemia
- ethylmorphine
- benzphetamine
-
hyperglycemia-induced
- 4-methylpyrazole
- industry
- agriculture
- 17beta-hsds
- medicine
- synthesis
- analysis
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The expected taxonomic range for this enzyme is: Bacteria, Archaea, Eukaryota
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EC NUMBER 
COMMENTARY 
1.1.1.2
-
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RECOMMENDED NAME
GeneOntology No.
alcohol dehydrogenase (NADP+)
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
a primary alcohol + NADP+ = an aldehyde + NADPH + H+
a zinc protein. Some members of this group oxidize only primary alcohols, others act also on secondary alcohols. May be identical with EC 1.1.1.19 (L-glucuronate reductase), EC 1.1.1.33 [mevaldate reductase (NADPH2)] and EC 1.1.1.55 [lactaldehyde reductase (NADPH2)]. A-specific with respect to NADH2
-
a primary alcohol + NADP+ = an aldehyde + NADPH + H+
thermodynamics, standard electromotive force for reduction of NADP+ is -0.140 V
-
a primary alcohol + NADP+ = an aldehyde + NADPH + H+
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
-
-
-
-
redox reaction
reduction
redox reaction
-
-
-
-
reduction
-
-
-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
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SYSTEMATIC NAME
IUBMB Comments
alcohol:NADP+ oxidoreductase
A zinc protein. Some members of this group oxidize only primary alcohols; others act also on secondary alcohols. May be identical with EC 1.1.1.19 (L-glucuronate reductase), EC 1.1.1.33 [mevaldate reductase (NADPH)] and EC 1.1.1.55 [lactaldehyde reductase (NADPH)]. Re-specific with respect to NADPH.
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CAS REGISTRY NUMBER
COMMENTARY
9028-12-0
-
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
human
286149, 286150, 286168, 286170, 286173, 286175, 286176, 286177, 286181, 286182, 286184, 286186, 286187, 286196, 286199, 286201, 286215, 286216, 286219, 286221
-
-
New Zealand albino, New Zealand red, Mixed breed, Chinchilla, Dutch belted; rabbit
-
-
rat
286164, 286165, 286166, 286170, 286172, 286173, 286176, 286177, 286181, 286183, 286190, 286192, 286196, 286204, 286214, 286215
-
-
yeast
-
-
defense related alcohol dehydrogenase, activated in wounded plants and plants treated with culture-filtrate from Erwinia carotovora, recombinant enzyme expressed in Escherichia coli
-
-
pig
286165, 286166, 286167, 286168, 286170, 286171, 286172, 286173, 286174, 286176, 286177, 286178, 286179, 286180, 286181, 286182, 286185, 286189, 286196
-
-
39E(A.T.C.C. 33223), formerly Clostridium thermohydrosulfuricum 39E; strain JW200
-
-
new name Thermoanaerobacter ethanolicus strain 39 E
-
-
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
metabolism
physiological function
metabolism
-
ALR2 is the first rate-determining enzyme in the polyol pathway and catalyzes the reduction of glucose to sorbitol in the presence of NADPH as a cofactor. Sorbitol is in turn converted into fructose with accompanied reduction of NAD+ by sorbitol dehydrogenase. Under normal circumstances, glucose is predominantly converted to glucose-6-phosphate by hexokinase and then enters the glycolytic pathway, whereas only a small amount of glucose is metabolized through the polyol pathway due to a relatively low affinity of ALR2 for this substrate. During hyperglycemia, the polyol metabolic pathway is activated and the increased flux of glucose through the polyol pathway triggers the accumulation of sorbitol, which mainly happens in tissues demonstrating insulin-independent uptake of glucose, such as lens, kidney, retina, and peripheral nerves
metabolism
-
ALR2 is the first rate-determining enzyme in the polyol pathway and catalyzes the reduction of glucose to sorbitol in the presence of NADPH as a cofactor. Sorbitol is in turn converted into fructose with accompanied reduction of NAD+ by sorbitol dehydrogenase. Under normal circumstances, glucose is predominantly converted to glucose-6-phosphate by hexokinase and then enters the glycolytic pathway, whereas only a small amount of glucose is metabolized through the polyol pathway due to a relatively low affinity of ALR2 for this substrate. During hyperglycemia, the polyol metabolic pathway is activated and the increased flux of glucose through the polyol pathway triggers the accumulation of sorbitol, which mainly happens in tissues demonstrating insulin-independent uptake of glucose, such as lens, kidney, retina, and peripheral nerves
-
physiological function
-
the proposed physiological role of NADP-dependent alcohol dehydrogenase in Pyrococcus furiosus is to both dispose of excess reducing equivalents and to detoxify the aldehydes produced by the fermentative pathways
physiological function
-
the specific activities of ADH, formate benzyl viologen oxidoreductase, and hydrogenase dramatically increase in cells grown under sulfur limitation. This is accompanied by increased amounts of H2 and alcohol (ethanol and butanol). Under S0 limitation, ADH may reduce to alcohols the aldehydes that are generated by fermentation, thereby serving to dispose of excess reductant
physiological function
A0A125SUY5
bacterium Mycobacterium sp. B-009, is able to grow on racemic 1,2-propanediol. The strain oxidizes 3-methyl-1,5-pentanediol to 5-hydroxy-3-methyl-pentanoic acid via the S-form of 5-hydroxy-3-methyl-pentanoic acid. The enzyme is an enantioselective 3-methyl-1,5-pentanediol dehydrogenase
physiological function
-
ALR1 is present in all tissues and plays an important role in detoxification
physiological function
the physiological roles of the enzyme are proposed to be in the formation of alcohols such as ethanol or acetoin concomitant to the NADPH oxidation
physiological function
enzyme is involved in swainsonine degradation, an indolizidine alkaloid
physiological function
-
bacterium Mycobacterium sp. B-009, is able to grow on racemic 1,2-propanediol. The strain oxidizes 3-methyl-1,5-pentanediol to 5-hydroxy-3-methyl-pentanoic acid via the S-form of 5-hydroxy-3-methyl-pentanoic acid. The enzyme is an enantioselective 3-methyl-1,5-pentanediol dehydrogenase
-
physiological function
-
enzyme is involved in swainsonine degradation, an indolizidine alkaloid
-
physiological function
-
ALR1 is present in all tissues and plays an important role in detoxification
-
physiological function
-
the specific activities of ADH, formate benzyl viologen oxidoreductase, and hydrogenase dramatically increase in cells grown under sulfur limitation. This is accompanied by increased amounts of H2 and alcohol (ethanol and butanol). Under S0 limitation, ADH may reduce to alcohols the aldehydes that are generated by fermentation, thereby serving to dispose of excess reductant
-
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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
(2E,4E)-hexa-2,4-dienal + NAD(P)H + H+
(2E,4E)-6-hydroxyhexa-2,4-dienal + NAD(P)+
-
-
-
-
-
(2R,3R)-2,3-butanediol + NADP+
(R)-2-acetoin + NADPH + H+
the enzyme shows higher oxidation activities on the (2R,3R)-(-)-2,3-butanediol and meso-2,3-butanediol than on the (2S,3S)-(+)-2,3-butanediol, indicating that the enzyme predominantly oxidizes the R-hydroxyl group of 2,3-butanediol and minorly functions on the S-hydroxyl group. When meso-2,3-butanediol is oxidized, (S)-2-acetoin is the predominant product, with an enantiomeric excess (ee) of 88%, while oxidation of (2R,3R)-2,3-butanediol results in the production of (R)-2-acetoin with higher stereoselectivity (94% ee)
-
-
r
(2S)-methyl-1-butanol + NADP+
(2S)-methylbutanal + NADPH
-
39% activity compared to cinnamyl alcohol
-
-
r
(2S,3S)-2,3-butanediol + NADP+
(S)-2-acetoin + NADPH + H+
the enzyme shows higher oxidation activities on the (2R,3R)-(-)-2,3-butanediol and meso-2,3-butanediol than on the (2S,3S)-(+)-2,3-butanediol, indicating that the enzyme predominantly oxidizes the R-hydroxyl group of 2,3-butanediol and minorly functions on the S-hydroxyl group. When meso-2,3-butanediol is oxidized, (S)-2-acetoin is the predominant product, with an enantiomeric excess (ee) of 88%, while oxidation of meso-2,3-butanediol results in the production of (R)-2-acetoin with higher stereoselectivity (94% ee)
-
-
r
(4-hydroxy-3-[3-methyl-3-butene-1-ynyl]benzaldehyde) + NADPH + H+
(4-hydroxy-3-[3-methyl-3-butene-1-ynyl]benzyl alcohol) + NADP+
-
eutypine, a toxin produced by Eutypa lata, the causal agent of Eutypa dieback in the grapevine Vitis vinifera
eutypinol, non-toxic metabolite
ir
(R)-1-phenyl-2-propanol + NADP+
phenylacetone + NADPH + H+
-
-
-
-
?
(R)-2-butanol + NADP+
2-butanone + NADPH + H+
the enzyme shows a slight preference for the (S)-2-butanol over (R)-2-butanol
-
-
?
(S)-1-phenyl-2-propanol + NADP+
phenylacetone + NADPH + H+
-
-
-
-
r
(S)-2-butanol + NADP+
2-butanone + NADPH + H+
the enzyme shows a slight preference for the (S)-2-butanol over (R)-2-butanol
-
-
?
(S)-2-butanol + NADP+
butanone + NADPH + H+
-
196% of the activity with 2-propanol, 2fold preference for (S)-2-butanol over (RS)-2-butanol
-
-
?
1,2-butanediol + NADP+
? + NADPH + H+
25.6% of the activity compared to the substrate 2-butanol
-
-
?
1,3-butanediol + NADP+
? + NADPH + H+
35.4% of the activity compared to the substrate 2-butanol
-
-
?
1-phenyl-2-butanone + NADPH + H+
(S)-1-phenyl-2-butanol + NADP+
-
-
-
-
?
1-propanol + NADP+
propanal + NADPH
-
16% activity compared to cinnamyl alcohol
-
-
r
2,2,2-trifluoro-1-phenylethanone + NADPH + H+
(1S)-2,2,2-trifluoro-1-phenylethanol + NADP+
-
-
99% conversion, 99% enantiomeric excess
-
?
2,2-difluoro-1-phenylethanone + NADPH + H+
(1S)-2,2-difluoro-1-phenylethanol + NADP+
-
-
99% conversion, 99% enantiomeric excess
-
?
2,4-pentanediol + NADP+
? + NADPH + H+
9.2% of the activity compared to the substrate 2-butanol
-
-
?
2-(S)-methylbutanol + NADP+
(2S)-2-methylbutanal + NADPH
-
7% of activity with cinnamyl alcohol
-
-
r
2-butanol + NADP+
2-butanone + NADPH
-
2% of activity with cinnamyl alcohol
-
-
r
2-butanol + NADP+
2-butanone + NADPH + H+
the enzyme does not possess stereoselectivity on 2-butanol or 2-butanone as substrate
-
-
r
2-butanol + NADP+
butanone + NADPH
-
1% activity compared to cinnamyl alcohol
-
-
r
2-butanone + NADPH + H+
2-butanol + NADP+
the enzyme does not possess stereoselectivity on 2-butanol or 2-butanone as substrate
-
-
r
2-fluoro-1-(4-chlorophenyl)ethanone + NADPH + H+
(1S)-2-fluoro-1-(4-chlorophenyl)ethanol + NADP+
-
-
99% conversion, 99% enantiomeric excess
-
?
2-fluoro-1-(4-fluorophenyl)ethanone + NADPH + H+
(1S)-2-fluoro-1-(4-fluorophenyl)ethanol + NADP+
-
-
99% conversion, 99% enantiomeric excess
-
?
2-fluoro-1-(4-iodophenyl)ethanone + NADPH + H+
(1S)-2-fluoro-1-(4-iodophenyl)ethanol + NADP+
-
-
99% conversion, 99% enantiomeric excess
-
?
2-fluoro-1-phenylethanone + NADPH + H+
(1S)-2-fluoro-1-phenylethanol + NADP+
-
-
99% conversion, 99% enantiomeric excess
-
?
2-methylbutanol + NADP+
2-methylbutyraldehyde + NADPH + H+
-
24% activity with 1 mM 2-methylbutanol, 22% activity with 10 mM 2-methylbutanol
-
-
r
2-methylbutanol + NADP+
? + NADPH + H+
-
30 mM Tris-HCl (pH 8.0) in the presence of 0.5 mM NADP+, 24% relative activity with 1 mM or 22% relative activity with 10 mM substrate
-
-
?
2-methylpropanol + NADP+
2-methylpropanal + NADPH
-
1% of activity with cinnamyl alcohol
-
-
r
2-pentanol + NADP+
pentan-2-one + NADPH + H+
-
67% of the activity with 2-propanol
-
-
?
2-pentanone + NADPH + H+
2-pentanol + NADP+
86.2% of the activity compared to the substrate 2-butanone
-
-
r
2-phenylacetaldehyde + NADPH + H+
2-phenylethanol + NADP+
-
-
-
-
r
2-phenylethanol + NADP+
phenylacetaldehyde + NADPH
-
23% activity compared to cinnamyl alcohol
-
-
r
3,4-dihydroxyphenylacetaldehyde + NADPH + H+
3,4-dihydroxyphenylethanol + NADP+
-
-
-
-
r
3-methyl-1-butanol + NADP+
3-methylbutanal + NADPH
-
40% activity compared to cinnamyl alcohol
-
-
r
3-methylbutanal + NADPH
3-mehtyl-1-butanol + NADP+
-
84% of activity with cinnamaldehyde
-
-
r
3-methylbutanal + NADPH
3-methyl-1-butanol + NADP+
-
79% activity compared to cinnamaldehyde
-
-
r
3-methylbutanol + NADP+
3-methylbutanal + NADPH
-
15% of activity with cinnamyl alcohol
-
-
r
4-hydroxy-3-methoxybenzyl alcohol + NADP+
4-hydroxy-3-methoxybenzaldehyde + NADPH
-
-
-
-
r
4-hydroxybenzaldehyde + NADPH + H+
4-hydroxybenzyl alcohol + NADP+
-
-
-
-
?
4-hydroxynonenal + NADPH
4-hydroxynonenol + NADP+
-
30% of activity with cinnamaldehyde
-
-
r
4-phenyl-2-butanone + NADPH + H+
(S)-4-phenyl-2-butanol + NADP+
-
-
-
-
?
Ac-D-Leu-D-Trp-D-Leu-D-Trp-Gly + NADH + H+
Ac-D-Leu-D-Trp-D-Leu-D-Trp-Gly-al + NAD+ + H2O
-
-
-
-
-
Ac-D-Leu-D-Trp-D-Leu-D-Trp-Gly-al + NADPH + H+
Ac-D-Leu-D-Trp-D-Leu-D-Trp-Gly-ol + NADP+
-
-
-
-
-
Ac-D-Leu-L-Trp-D-Leu-L-Trp-D-Ala + NADH + H+
Ac-D-Leu-L-Trp-D-Leu-L-Trp-D-Ala-al + NAD+ + H2O
-
-
-
-
-
Ac-D-Leu-L-Trp-D-Leu-L-Trp-D-Ala-al + NADPH + H+
Ac-D-Leu-L-Trp-D-Leu-L-Trp-D-Ala-ol + NADP+
-
-
-
-
-
Ac-D-Leu-L-Trp-D-Leu-L-Trp-Gly + NADH + H+
Ac-D-Leu-L-Trp-D-Leu-L-Trp-Gly-al + NAD+ + H2O
-
-
-
-
-
Ac-D-Leu-L-Trp-D-Leu-L-Trp-Gly-al + NADPH + H+
Ac-D-Leu-L-Trp-D-Leu-L-Trp-Gly-ol + NADP+
-
-
-
-
-
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Ala + NADH + H+
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Ala-al + NAD+ + H2O
-
-
-
-
-
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Ala-al + NADPH + H+
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Ala-ol + NADP+
-
-
-
-
-
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Asp + NADH + H+
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Asp-al + NAD+ + H2O
-
-
-
-
-
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Asp-al + NADPH + H+
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Asp-ol + NADP+
-
-
-
-
-
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Leu- + NADH + H+
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Leu-al + NAD+ + H2O
-
-
-
-
-
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Leu-al + NADPH + H+
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Leu-ol + NADP+
-
-
-
-
-
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Lys + NADH + H+
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Lys-al + NAD+ + H2O
-
-
-
-
-
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Lys-al + NADPH + H+
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Lys-ol + NADP+
-
-
-
-
-
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Phe + NADH + H+
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Phe-al + NAD+ + H2O
-
-
-
-
-
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Phe-al + NADPH + H+
Ac-D-Leu-L-Trp-D-Leu-L-Trp-L-Phe-ol + NADP+
-
-
-
-
-
Ac-L-Leu-L-Trp-L-Leu-L-Trp-Gly- + NADH + H+
Ac-L-Leu-L-Trp-L-Leu-L-Trp-Gly-al + NAD+ + H2O
-
-
-
-
-
Ac-L-Leu-L-Trp-L-Leu-L-Trp-Gly-al + NADPH + H+
Ac-L-Leu-L-Trp-L-Leu-L-Trp-Gly-ol + NADP+
-
-
-
-
-
acetoin + NADPH + H+
2,3-butanediol + NADP+
93% of the activity compared to the substrate 2-butanone. The racemic R/S-acetoin is used since neither R- nor S-acetoin is commercially available. Consistently, the reduction of racemic R/S-acetoin formed (2R,3R)-2,3-butanediol (presumably from R-acetoin) and meso-2,3-butanediol (presumably from S-acetoin) with extremely high stereoselectivity (99% ee over (2S,3S)-(+)-2,3-butanediol)
-
-
r
acetone + NADPH + H+
2-propanol + NADP+
149% of the activity compared to the substrate 2-butanone
-
-
r
acetone + NADPH + H+
propan-2-ol + NADP+
-
about 13% of the activity with butan-2-ol
-
-
?
acetophenone + NADH + H+
1-phenylethanol + NAD+
-
recombinant mutant G37D
recombinate mutant G37D
-
r
acetophenone + NADPH
(R)-1-phenylethanol + NADP+
-
catalysed by Escherichia coli coexpressing enzyme with NAD+-dependent formate dehydrogenase and pyridine nucleotide transhydrogenase genes pnta and pntb
-
-
?
acetophenone + NADPH + H+
1-phenylethanol + NADP+
-
recombinant wild-type
recombinant wild-type
-
r
aldehyde + NADPH + H+
alcohol + NADP+
-
the physiological role of this enzyme is likely to catalyze the reduction of aldehydes to alcohols
-
-
?
benzaldehyde + NADPH + H+
benzyl alcohol + NADP+
-
30 mM Tris-HCl (pH 8.0) in the presence of 0.2 mM NADPH, 30% relative activity with 0.1 mM or 14% relative activity with 1 mM substrate
-
-
r
butanal + NADPH + H+
butanol + NADP+
-
30 mM Tris-HCl (pH 8.0) in the presence of 0.2 mM NADPH, 73% relative activity with 0.1 mM or 120% relative activity with 1 mM substrate
-
-
r
butane-1,2-diol + NADP+
butanal-2-ol + NADPH
-
2% activity compared to cinnamyl alcohol
-
-
r
butane-1,3-diol + NADP+
butanal-3-ol + NADPH
-
5% activity compared to cinnamyl alcohol
-
-
r
butane-1,4-diol + NADP+
butanal-4-ol + NADPH
-
8% activity compared to cinnamyl alcohol
-
-
r
butyraldehyde + NADPH + H+
1-butanol + NADP+
112.4% of the activity compared to the substrate 2-butanone
-
-
r
cinnamaldehyde + NADPH
cinnamic alcohol + NADP+
5% of activity with acetaldehyde
-
-
r
cinnamaldehyde + NADPH + H+
cinnamyl alcohol + NADP+
-
30 mM Tris-HCl (pH 8.0) in the presence of 0.2 mM NADPH, 61% relative activity with 0.1 mM or 7% relative activity with 1 mM substrate
-
-
r
cis-11-hexadecenal + NADPH
cis-11-hexadecenol + NADP+
-
87% relative activity
-
-
ir
coniferyl alcohol + NADP+
coniferaldehyde + NADPH + H+
-
7% activity compared to cinnamyl alcohol
-
-
r
coniferyl alcohol + NADP+
coniferylaldehyde + NADPH + H+
-
27% of activity with cinnamyl alcohol
-
-
r
cyclohexancarbaldehye + NADPH
cyclohexanol + NADP+
3% of activity with acetaldehyde
-
-
r
cyclohexanol + NADP+
cyclohexancarbaldehyde + NADPH
14% of activity with ethanol
-
-
r
cyclohexanol + NADP+
cyclohexanone + NADPH + H+
-
about 15% of the activity with butan-2-ol
-
-
?
D-arabinose + NADP+
D-arabitol + NADPH + H+
-
200% of the activity with 2-propanol. D-arabinose is preferred over L-arabinose
-
-
?
D-xylose + NADP+
? + NADPH + H+
-
246% of the activity with 2-propanol
-
-
?
decanal + NADPH
decanol + NADP+
-
no detectable catalysis of the reverse reaction, the oxidation of decanol by NADP+. 100% relative activity
-
-
ir
decanal + NADPH + H+
decanol + NADP+
-
30 mM Tris-HCl (pH 8.0) in the presence of 0.2 mM NADPH, 21% relative activity with 0.1 mM or 22% relative activity with 1 mM substrate
-
-
r
diacetyl + NADPH + H+
acetoin + NADP+
the enzyme can not oxidize acetoin to diacetyl
-
-
ir
dimethylglyoxal + NADPH + H+
? + NADP+
-
270% of the activity with pyruvaldehyde
-
-
?
dodecanal + NADPH
dodecanol + NADP+
-
55% relative activity
-
-
ir
ethyl 4-bromo-3-oxobutanoate + NADPH
(R)-4-bromo-3-hydroxybutanoic acid ethyl ester + NADP+
-
-
-
-
?
ethyl 4-chloro-3-oxobutanoate + NADPH + H+
(R)-4-chloro-3-hydroxybutanoic acid ethyl ester + NADP+
-
-
-
-
?
glutaraldehyde + NADPH
? + NADP+
5% of activity with acetaldehyde
-
-
r
hexyl alcohol + NADP+
?
the native enzyme shows 137.8% activity with hexyl alcohol compared to ethanol
-
-
?
isoamyl alcohol + NADP+
3-methylbutanol + NADPH
18% of activity with ethanol
-
-
r
isobutanol + NADP+
isobutanol + NADPH + H+
-
93% of the activity with ethanol
-
-
r
isobutanol + NADP+
isobutyl aldehyde + NADPH + H+
-
isoform AdhA, 221% of the activity with acetaldehyde
-
-
r
isobutyl aldehyde + NADPH + H+
isobutanol + NADP+
-
isoform AdhA, 469%, isoform AdhB, 48% of the activity with acetaldehyde
-
-
r
isopentanol + NADP+
3-methylbutanal + NADPH + H+
9% of activity with ethanol
-
-
r
isopropanol + NADP+
acetone + NADPH
2% of activity with ethanol
-
-
r
meso-2,3-butanediol + NADP+
(S)-2-acetoin + NADPH + H+
the enzyme shows higher oxidation activities on the (2R,3R)-(-)-2,3-butanediol and meso-2,3-butanediol than on the (2S,3S)-(+)-2,3-butanediol, indicating that the enzyme predominantly oxidizes the R-hydroxyl group of 2,3-butanediol and minorly functions on the S-hydroxyl group. When meso-2,3-butanediol is oxidized, (S)-2-acetoin is the predominant product, with an enantiomeric excess (ee) of 88%, while oxidation of meso-2,3-butanediol results in the production of (R)-2-acetoin with higher stereoselectivity (94% ee)
-
-
r
methyl acetoacetate + NADH + H+
methyl (R)-3-hydroxy-butanoate + NAD+
-
-
-
-
?
methyl acetoacetate + NADPH + H+
methyl (R)-3-hydroxy-butanoate + NADP+
-
-
-
-
?
octanal + NADPH + H+
octanol + NADP+
-
30 mM Tris-HCl (pH 8.0) in the presence of 0.2 mM NADPH, 42% relative activity with 0.1 mM or 80% relative activity with 1 mM substrate
-
-
r
octanol + NADP+
octanal + NADPH
-
52% of activity with cinnamyl alcohol
-
-
r
octyl 4-chloro-3-oxobutanoate + NADPH
(R)-4-chloro-3-hydroxybutanoic acid ethyl ester + NADP+
-
-
-
-
?
pent-1-en-3-ol + NADP+
pent-1-en-3-one + NADPH + H+
-
good substrate
-
-
?
pentanal + NADPH + H+
pentanol + NADP+
-
30 mM Tris-HCl (pH 8.0) in the presence of 0.2 mM NADPH, 100% relative activity with 0.1 mM or 107% relative activity with 1 mM substrate
-
-
r
phenylacetone + NADPH + H+
(S)-1-phenyl-2-propanol + NADP+
-
-
-
-
r
phenylethanol + NADP+
? + NADPH + H+
-
30 mM Tris-HCl (pH 8.0) in the presence of 0.5 mM NADP+, 15% relative activity with 1 mM or 24% relative activity with 10 mM substrate
-
-
?
phenylethanol + NADP+
phenylacetaldehyde + NADPH + H+
-
15% activity with 1 mM phenylethanol, 24% activity with 10 mM phenylethanol
-
-
r
propanal + NADPH + H+
propan-1-ol + NADP+
-
isoform AdhA, 50%, isoform AdhB, 62% of the activity with acetaldehyde
-
-
r
propanol + NADP+
propanal + NADPH + H+
-
21% activity with 1 mM propanol, 84% activity with 10 mM propanol
26% activity with 0.1 mM propanal, 87% activity with 1 mM propanal
-
r
salicylaldehyde + NADPH
salicylalcohol + NADP+
1% of activity with acetaldehyde
-
-
r
trans-2-nonenal + NADPH
trans-2-nonen-1-ol + NADP+
-
33% activity compared to cinnamaldehyde
-
-
r
trans-2-nonenal + NADPH
trans-2-nonenol + NADP+
-
39% of activity with cinnamaldehyde
-
-
r
1,3-propanediol + NADP+
? + NADPH
-
primary alcohol dehydrogenase
-
-
?
1-butanol + NADP+
butanal + NADPH
-
42% activity compared to cinnamyl alcohol
-
-
r
1-butanol + NADP+
butanal + NADPH + H+
-
169% of the activity compared to ethanol
-
-
r
1-butanol + NADP+
butanal + NADPH + H+
-
130% of the activity with ethanol
-
-
r
1-butanol + NADP+
butanal + NADPH + H+
-
130% of the activity with ethanol
-
-
r
1-butanol + NADP+
butanal + NADPH + H+
the native enzyme shows 154.6% activity with 1-butanol compared to ethanol
-
-
?
1-butanol + NADP+
butanal + NADPH + H+
the native enzyme shows 154.6% activity with 1-butanol compared to ethanol
-
-
?
1-butanol + NADP+
butyraldehyde + NADPH + H+
5.1% of the activity compared to the substrate 2-butanol
-
-
r
1-heptanol + NADP+
heptanal + NADPH + H+
-
86% of the activity compared to ethanol
-
-
r
1-heptanol + NADP+
heptanal + NADPH + H+
-
114% of the activity with ethanol
-
-
r
1-heptanol + NADP+
heptanal + NADPH + H+
-
114% of the activity with ethanol
-
-
r
1-heptanol + NADP+
heptanal + NADPH + H+
the native enzyme shows 94% activity with 1-heptanol compared to ethanol
-
-
?
1-heptanol + NADP+
heptanal + NADPH + H+
the native enzyme shows 94% activity with 1-heptanol compared to ethanol
-
-
?
1-hexanol + NADP+
hexanal + NADPH
-
45% activity compared to cinnamyl alcohol
-
-
r
1-hexanol + NADP+
hexanal + NADPH + H+
-
95% of the activity compared to ethanol
-
-
r
1-hexanol + NADP+
hexanal + NADPH + H+
-
165% of the activity with ethanol
-
-
r
1-octanol + NADP+
octanal + NADPH
-
30% activity compared to cinnamyl alcohol
-
-
r
1-octanol + NADP+
octanal + NADPH + H+
-
57% of the activity compared to ethanol
-
-
r
1-octanol + NADP+
octanal + NADPH + H+
the native enzyme shows 68.8% activity with 1-octanol compared to ethanol
-
-
?
1-octanol + NADP+
octanal + NADPH + H+
the native enzyme shows 68.8% activity with 1-octanol compared to ethanol
-
-
?
1-pentanol + NADP+
n-pentanal + NADPH
-
primary alcohol dehydrogenase
-
-
r
1-pentanol + NADP+
pentanal + NADPH
-
46% activity compared to cinnamyl alcohol
-
-
r
1-pentanol + NADP+
pentanal + NADPH + H+
-
172% of the activity compared to ethanol
-
-
r
1-pentanol + NADP+
pentanal + NADPH + H+
-
135% of the activity with ethanol
-
-
r
1-pentanol + NADP+
pentanal + NADPH + H+
the native enzyme shows 184% activity with 1-pentanol compared to ethanol
-
-
?
1-pentanol + NADP+
pentanal + NADPH + H+
the native enzyme shows 184% activity with 1-pentanol compared to ethanol
-
-
?
1-propanol + NADP+
propanal + NADPH + H+
-
156% of the activity compared to ethanol
-
-
r
1-propanol + NADP+
propanal + NADPH + H+
-
30 mM Tris-HCl (pH 8.0) in the presence of 0.5 mM NADP+, 21% relative activity with 1 mM or 84% relative activity with 10 mM substrate
-
-
r
1-propanol + NADP+
propanal + NADPH + H+
15.1% of the activity compared to the substrate 2-butanol
-
-
?
1-propanol + NADP+
propanal + NADPH + H+
-
102% of the activity with ethanol
-
-
r
1-propanol + NADP+
propanal + NADPH + H+
the native enzyme shows 120.6% activity with 1-propanol compared to ethanol
-
-
?
2,3-pentanedione + NADPH + H+
? + NADP+
-
secondary alcohol dehydrogenase
-
-
?
2-butanol + NADP+
butan-2-one + NADPH
-
-
-
-
r
2-methoxybenzaldehyde + NADPH + H+
2-methoxybenzyl alcohol + NADP+
-
-
-
-
?
2-methyl-1-propanol + NADP+
2-methylpropanal + NADPH
-
28% activity compared to cinnamyl alcohol
-
-
r
2-methyl-1-propanol + NADP+
2-methylpropanal + NADPH
-
-
-
-
?
2-methylbutanal + NADPH
2-methyl-1-butanol + NADP+
-
89% activity compared to cinnamaldehyde
-
-
r
2-methylbutanal + NADPH
2-methyl-1-butanol + NADP+
-
92% of activity with cinnamaldehyde
-
-
r
2-methylpropanal + NADPH
2-methyl-1-propanol + NADP+
-
63% activity compared to cinnamaldehyde
-
-
r
2-methylpropanal + NADPH
2-methyl-1-propanol + NADP+
-
67% of activity with cinnamaldehyde
-
-
r
2-pentanol + NADP+
2-pentanone + NADPH + H+
maximal activity in oxidative reaction
-
-
r
2-pentanol + NADP+
2-pentanone + NADPH + H+
66.3% of the activity compared to the substrate 2-butanol
-
-
r
2-phenylethanol + NADP+
2-phenylacetaldehyde + NADPH + H+
-
70% of the activity with ethanol
-
-
r
2-phenylethanol + NADP+
2-phenylacetaldehyde + NADPH + H+
the native enzyme shows 40.2% activity with 2-phenylethanol compared to ethanol
-
-
?
2-phenylethanol + NADP+
phenylacetaldehyde + NADPH + H+
-
76% of the activity compared to ethanol
-
-
r
2-propanol + NADP+
acetone + NADPH + H+
88% of the activity compared to the substrate 2-butanol
-
-
r
3,4-dihydro-1(2H)-naphthalenone + NADPH + H+
1,2,3,4-tetrahydronaphthalen-1-ol + NADP+
-
3,4-dihydro-1(2H)-naphthalenone i.e. alpha-tetralone
-
-
r
3,4-dihydro-1(2H)-naphthalenone + NADPH + H+
1,2,3,4-tetrahydronaphthalen-1-ol + NADP+
-
3,4-dihydro-1(2H)-naphthalenone i.e. alpha-tetralone
-
-
r
3,4-dihydroxyphenylglycolaldehyde + NADPH
? + NADP+
-
low Km reductase
-
-
r
3-pyridinecarboxaldehyde + NADPH
3-pyridinemethanol + NADP+
-
-
-
-
-
3-pyridinecarboxaldehyde + NADPH
3-pyridinemethanol + NADP+
-
-
-
-
r
3-pyridinecarboxaldehyde + NADPH
3-pyridinemethanol + NADP+
-
-
-
-
r
3-pyridinecarboxaldehyde + NADPH
3-pyridinemethanol + NADP+
-
-
-
-
-
3-pyridinecarboxaldehyde + NADPH
3-pyridinemethanol + NADP+
-
-
-
-
r
3-pyridinecarboxaldehyde + NADPH
3-pyridinemethanol + NADP+
-
-
-
-
r
3-pyridinecarboxaldehyde + NADPH
3-pyridinemethanol + NADP+
-
-
-
-
r
3-pyridinecarboxaldehyde + NADPH
3-pyridinemethanol + NADP+
-
-
-
-
r
3-pyridinecarboxaldehyde + NADPH
3-pyridinemethanol + NADP+
-
-
-
-
ir
3-pyridinecarboxaldehyde + NADPH
3-pyridinemethanol + NADP+
-
-
-
-
r
4-methoxybenzaldehyde + NADPH + H+
4-methoxybenzyl alcohol + NADP+
-
-
-
-
?
4-methoxybenzaldehyde + NADPH + H+
4-methoxybenzyl alcohol + NADP+
-
-
-
-
?
4-methoxybenzaldehyde + NADPH + H+
4-methoxybenzyl alcohol + NADP+
-
-
-
-
?
4-pyridinecarboxaldehyde + NADPH
4-pyridinemethanol + NADP+
-
-
-
-
r
4-pyridinecarboxaldehyde + NADPH
4-pyridinemethanol + NADP+
-
-
-
-
r
4-pyridinecarboxaldehyde + NADPH
4-pyridinemethanol + NADP+
-
-
-
-
r
5-(hydroxymethyl)furan-2-carbaldehyde + NADPH + H+
(furan-2,5-diyl)dimethanol + NADP+
-
-
-
-
?
5-(hydroxymethyl)furan-2-carbaldehyde + NADPH + H+
(furan-2,5-diyl)dimethanol + NADP+
-
-
-
-
?
5-hydroxymethylfurfural + NADPH + H+
5-hydroxymethylfurfuryl alcohol + NADP+
-
-
-
?
5-hydroxymethylfurfural + NADPH + H+
5-hydroxymethylfurfuryl alcohol + NADP+
-
-
-
?
acetaldehyde + NADPH + H+
ethanol + NADP+
-
the proposed physiological role of NADP-dependent alcohol dehydrogenase in Pyrococcus furiosus is to both dispose of excess reducing equivalents and to detoxify the aldehydes produced by the fermentative pathways
-
-
?
acetaldehyde + NADPH + H+
ethanol + NADP+
-
-
-
?
acetaldehyde + NADPH + H+
ethanol + NADP+
-
30 mM Tris-HCl (pH 8.0) in the presence of 0.2 mM NADPH, 1% relative activity with 0.1 mM or 23% relative activity with 1 mM substrate
-
-
r
acetaldehyde + NADPH + H+
ethanol + NADP+
-
-
-
-
?
anisaldehyde + NADPH
4-methoxybenzyl alcohol + NADP+
-
72% of activity with cinnamaldehyde
-
-
r
anisaldehyde + NADPH
4-methoxybenzyl alcohol + NADP+
-
83% activity compared to cinnamaldehyde
-
-
r
benzaldehyde + NADPH
benzyl alcohol + NADP+
8% of activity with acetaldehyde
-
-
r
benzaldehyde + NADPH
benzyl alcohol + NADP+
-
-
-
-
r
benzaldehyde + NADPH
benzyl alcohol + NADP+
-
45% activity compared to cinnamaldehyde
-
-
r
benzaldehyde + NADPH
benzyl alcohol + NADP+
-
72% of activity with cinnamaldehyde
-
-
r
benzyl alcohol + NADP+
benzaldehyde + NADPH
-
45% of activity with cinnamyl alcohol
-
-
r
benzyl alcohol + NADP+
benzaldehyde + NADPH
-
78% activity compared to cinnamyl alcohol
-
-
r
benzyl alcohol + NADP+
benzaldehyde + NADPH + H+
-
30 mM Tris-HCl (pH 8.0) in the presence of 0.5 mM NADP+, 42% relative activity with 1 mM or 79% relative activity with 10 mM substrate
-
-
r
benzyl alcohol + NADP+
benzaldehyde + NADPH + H+
-
42% activity with 1 mM benzyl alcohol, 79% activity with 10 mM benzyl alcohol
30% activity with 0.1 mM benzaldehyde, 14% activity with 1 mM benzaldehyde
-
r
benzyl alcohol + NADP+
benzaldehyde + NADPH + H+
-
180% of the activity with 2-propanol
-
-
?
benzyl alcohol + NADP+
benzaldehyde + NADPH + H+
-
180% of the activity with 2-propanol
-
-
?
butan-1-ol + NADP+
butanal + NADPH + H+
-
isoform ADH-I, 94%, isoform ADH II, 32% of the actvity with hexan-1-ol
-
-
?
butan-1-ol + NADP+
butanal + NADPH + H+
-
isoform ADH-I, 94%, isoform ADH II, 32% of the actvity with hexan-1-ol
-
-
?
butan-1-ol + NADP+
butanal + NADPH + H+
-
isoform AdhA, 238% of the activity with acetaldehyde
-
-
r
butan-2-ol + NADP+
butanone + NADPH + H+
-
isoform ADH-I, 89%, isoform ADH II, 23% of the actvity with hexan-1-ol
-
-
?
butan-2-ol + NADP+
butanone + NADPH + H+
-
isoform ADH-I, 89%, isoform ADH II, 23% of the actvity with hexan-1-ol
-
-
?
butanal + NADPH + H+
1-butanol + NADP+
47% of activity with acetaldehyde
-
-
r
butanal + NADPH + H+
1-butanol + NADP+
-
19% activity compared to cinnamaldehyde
-
-
r
butanal + NADPH + H+
1-butanol + NADP+
-
57% of activity with cinnamaldehyde
-
-
r
butanal + NADPH + H+
butan-1-ol + NADP+
-
isoform AdhA, 625%, isoform AdhB, 108% of the activity with acetaldehyde
-
-
r
butanol + NADP+
butanal + NADPH
68% of activity with ethanol
-
-
r
butanol + NADP+
butanal + NADPH
-
24% of activity with cinnamyl alcohol
-
-
r
butanol + NADP+
butanal + NADPH + H+
-
23% activity with 1 mM butanol, 70% activity with 10 mM butanol
73% activity with 0.1 mM butanal, 120% activity with 1 mM butanal
-
r
butanol + NADP+
butanal + NADPH + H+
-
30 mM Tris-HCl (pH 8.0) in the presence of 0.5 mM NADP+, 23% relative activity with 1 mM or 70% relative activity with 10 mM substrate
-
-
r
cellobiose + NADP+
? + NADPH + H+
-
71% of the activity with 2-propanol
-
-
?
cellobiose + NADP+
? + NADPH + H+
-
71% of the activity with 2-propanol
-
-
?
cinnamyl alcohol + NADP+
cinnamaldehyde + NADPH + H+
-
100% activity with 1 mM cinnamyl alcohol, 116% activity with 10 mM hexanol
61% activity with 0.1 mM cinnamaldehyde, 7% activity with 1 mM cinnamaldehyde
-
r
cinnamyl alcohol + NADP+
cinnamaldehyde + NADPH + H+
-
30 mM Tris-HCl (pH 8.0) in the presence of 0.5 mM NADP+, 100% relative activity with 1 mM or 116% relative activity with 10 mM substrate
-
-
r
coniferaldehyde + NADPH
coniferyl alcohol + NADP+
-
10% of activity with cinnamaldehyde
-
-
r
coniferaldehyde + NADPH
coniferyl alcohol + NADP+
-
15% activity compared to cinnamaldehyde
-
-
r
coniferaldehyde + NADPH
coniferyl alcohol + NADP+
-
converted less efficiently than eutypine
-
-
?
D-glucose + NADP+
? + NADPH + H+
-
146% of the activity with 2-propanol
-
-
?
D-glucose + NADP+
? + NADPH + H+
-
146% of the activity with 2-propanol
-
-
?
D-glucuronate + NADPH
L-gulonate + NADP+
-
-
-
-
?
D-glucuronate + NADPH
L-gulonate + NADP+
-
-
-
-
r
D-glucuronate + NADPH
L-gulonate + NADP+
-
-
-
-
?
D-glucuronate + NADPH
L-gulonate + NADP+
-
-
-
-
r
D-glucuronate + NADPH
L-gulonate + NADP+
-
-
-
-
?
D-glucuronate + NADPH
L-gulonate + NADP+
-
-
-
-
r
D-glucuronate + NADPH
L-gulonate + NADP+
-
-
-
-
?
D-glucuronate + NADPH
L-gulonate + NADP+
-
-
-
-
r
D-glucuronate + NADPH
L-gulonate + NADP+
-
-
-
-
?
D-glucuronate + NADPH
L-gulonate + NADP+
-
-
-
-
r
D-glucuronate + NADPH
L-gulonate + NADP+
-
-
-
-
?
D-glucuronate + NADPH
L-gulonate + NADP+
-
-
-
-
r
D-glucuronate + NADPH
L-gulonate + NADP+
-
-
-
-
?
D-glucuronate + NADPH
L-gulonate + NADP+
-
-
-
-
r
D-glucuronate + NADPH + H+
?
0.1 M phosphate buffer, pH 7.0
-
-
?
D-glyceraldehyde + NADPH + H+
glycerol + NADP+
-
-
-
-
r