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Literature summary for 1.1.1.71 extracted from

  • Wu, X.; Zhang, C.; Orita, I.; Imanaka, T.; Fukui, T.; Xing, X.H.
    Thermostable alcohol dehydrogenase from Thermococcus kodakarensis KOD1 for enantioselective bioconversion of aromatic secondary alcohols (2013), Appl. Environ. Microbiol., 79, 2209-2217.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli Rosetta(DE3) cells Thermococcus kodakarensis

Inhibitors

Inhibitors Comment Organism Structure
Ag+
-
Thermococcus kodakarensis
Ca2+
-
Thermococcus kodakarensis
Co2+
-
Thermococcus kodakarensis
Cu2+
-
Thermococcus kodakarensis
Mg2+ slight inhibition Thermococcus kodakarensis
additional information dithiothreitol and EDTA have no effect on either oxidative or reductive activity Thermococcus kodakarensis

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.066
-
NADP+ with (RS)-1-phenylethanol as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
0.089
-
NAD+ with (RS)-1-phenylethanol as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
0.105
-
NADH with acetoin as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
0.113
-
NADPH with acetoin as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
0.113
-
NADP+ with meso-2,3-butanediol as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
0.127
-
NAD+ with meso-2,3-butanediol as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
30.2
-
acetoin with NADH as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
61.3
-
meso-2,3-butanediol with NAD+ as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
244
-
(RS)-1-phenylethanol with NAD+ as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
27000
-
gel filtration Thermococcus kodakarensis
31000
-
1 * 31000, SDS-PAGE Thermococcus kodakarensis
31464
-
-
Thermococcus kodakarensis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(RS)-1-phenylethanol + NAD+ Thermococcus kodakarensis 100% activity 1-phenylethanone + NADH + H+
-
?
(RS)-1-phenylethanol + NADP+ Thermococcus kodakarensis 100% activity 1-phenylethanone + NADPH + H+
-
?
1-(2-bromophenyl)ethanol + NAD(P)+ Thermococcus kodakarensis 11.3% activity compared to (RS)-1-phenylethanol 1-(2-bromophenyl)ethanone + NAD(P)H + H+
-
?
1-(2-chlorophenyl)ethanol + NAD(P)+ Thermococcus kodakarensis 16.4% activity compared to (RS)-1-phenylethanol 1-(2-chlorophenyl)ethanone + NAD(P)H + H+
-
?
1-(3-bromophenyl)ethanol + NAD(P)+ Thermococcus kodakarensis 315% activity compared to (RS)-1-phenylethanol 1-(3-bromophenyl)ethanone + NAD(P)H + H+
-
?
1-(3-chlorophenyl)ethanol + NAD(P)+ Thermococcus kodakarensis 205% activity compared to (RS)-1-phenylethanol 1-(3-chlorophenyl)ethanone + NAD(P)H + H+
-
?
1-(4-bromophenyl)ethanol + NAD(P)+ Thermococcus kodakarensis 167% activity compared to (RS)-1-phenylethanol 1-(4-bromophenyl)ethanone + NAD(P)H + H+
-
?
1-(4-chlorophenyl)ethanone + NAD(P)+ Thermococcus kodakarensis 151% activity compared to (RS)-1-phenylethanol 1-(4-chlorophenyl)ethanone + NAD(P)H + H+
-
?
1-(4-fluorophenyl)ethanol + NAD(P)+ Thermococcus kodakarensis 119% activity compared to (RS)-1-phenylethanol 1-(4-fluorophenyl)ethanol + NAD(P)H + H+
-
?
1-(4-methylphenyl)ethanone + NAD(P)+ Thermococcus kodakarensis 189% activity compared to (RS)-1-phenylethanol 1-(4-methylphenyl)ethanol + NAD(P)H + H+
-
?
1-butanol + NAD(P)+ Thermococcus kodakarensis 2.3% activity compared to (RS)-1-phenylethanol butanal + NAD(P)H + H+
-
?
1-heptanol + NAD(P)+ Thermococcus kodakarensis 3.3% activity compared to (RS)-1-phenylethanol heptanal + NAD(P)H + H+
-
?
1-hexanol + NAD(P)+ Thermococcus kodakarensis 2.8% activity compared to (RS)-1-phenylethanol hexanal + NAD(P)H + H+
-
?
1-octanol + NAD(P)+ Thermococcus kodakarensis 2.3% activity compared to (RS)-1-phenylethanol octanal + NAD(P)H + H+
-
?
1-pentanol + NAD(P)+ Thermococcus kodakarensis 2.8% activity compared to (RS)-1-phenylethanol pentanal + NAD(P)H + H+
-
?
1-phenyl-1,2-ethanediol + NAD(P)+ Thermococcus kodakarensis 3.4% activity compared to (RS)-1-phenylethanol ?
-
?
1-phenyl-1-propanol + NAD(P)+ Thermococcus kodakarensis 13.1% activity compared to (RS)-1-phenylethanol 1-phenylpropionaldehyde + NAD(P)H + H+
-
?
1-phenyl-2-propanol + NAD(P)+ Thermococcus kodakarensis 39.1% activity compared to (RS)-1-phenylethanol 1-phenylpropan-2-one + NAD(P)H + H+
-
?
1-propanol + NAD(P)+ Thermococcus kodakarensis 1.2% activity compared to (RS)-1-phenylethanol propionaldehyde + NAD(P)H + H+
-
?
2,2,2-trifluoroacetophenone + NAD(P)H + H+ Thermococcus kodakarensis 180% activity compared to acetoin 2,2,2-trifluoro-1-phenylethan-1-ol + NAD(P)+
-
?
2-bromoacetophenone + NAD(P)H + H+ Thermococcus kodakarensis 8.7% activity compared to acetoin 1-(2-bromophenyl)ethanone + NAD(P)+
-
?
2-butanol + NAD(P)+ Thermococcus kodakarensis 22.3% activity compared to (RS)-1-phenylethanol butan-2-one + NAD(P)H + H+
-
?
2-chloro-1-phenylethanol + NAD(P)+ Thermococcus kodakarensis 0.3% activity compared to (RS)-1-phenylethanol 2-chloro-1-phenylethan-1-one + NAD(P)H + H+
-
?
2-heptanol + NAD(P)+ Thermococcus kodakarensis 61.6% activity compared to (RS)-1-phenylethanol heptan-2-one + NAD(P)H + H+
-
?
2-hexanol + NAD(P)+ Thermococcus kodakarensis 38.7% activity compared to (RS)-1-phenylethanol hexan-2-one + NAD(P)H + H+
-
?
2-hexanone + NAD(P)H + H+ Thermococcus kodakarensis 3.6% activity compared to acetoin hexan-2-ol + NAD(P)+
-
?
2-octanol + NAD(P)+ Thermococcus kodakarensis 45.8% activity compared to (RS)-1-phenylethanol octan-2-one + NAD(P)H + H+
-
?
2-pentanol + NAD(P)+ Thermococcus kodakarensis 30.2% activity compared to (RS)-1-phenylethanol pentan-2-one + NAD(P)H + H+
-
?
2-phenylethanol + NAD(P)+ Thermococcus kodakarensis 0.3% activity compared to (RS)-1-phenylethanol phenylacetaldehyde + NAD(P)H + H+
-
?
2-propanol + NAD(P)+ Thermococcus kodakarensis 5.3% activity compared to (RS)-1-phenylethanol propan-2-one + NAD(P)H + H+
-
?
acetoin + NAD(P)+ Thermococcus kodakarensis 100% activity butan-2,3-dione + NAD(P)H + H+
-
?
acetoin + NAD(P)H + H+ Thermococcus kodakarensis 4.5% activity compared to (RS)-1-phenylethanol 2,3-butanediol + NAD(P)+
-
?
acetone + NAD(P)H + H+ Thermococcus kodakarensis 4.1% activity compared to acetoin propan-2-ol + NAD(P)+
-
?
cyclohexanol + NAD(P)+ Thermococcus kodakarensis 52.3% activity compared to (RS)-1-phenylethanol cyclohexanone + NAD(P)H + H+
-
?
cyclohexanone + NAD(P)H + H+ Thermococcus kodakarensis 19.1% activity compared to acetoin cyclohexanol + NAD(P)+
-
?
D-arabinose + NAD(P)+ Thermococcus kodakarensis 21.4% activity compared to (RS)-1-phenylethanol ?
-
?
dihydroxyacetone + NAD(P)H + H+ Thermococcus kodakarensis 34.8% activity compared to acetoin ?
-
?
ethanol + NAD(P)+ Thermococcus kodakarensis 0.5% activity compared to (RS)-1-phenylethanol acetaldehyde + NAD(P)H + H+
-
?
ethyl pyruvate + NAD(P)H + H+ Thermococcus kodakarensis 294% activity compared to acetoin ?
-
?
hexanal + NAD(P)H + H+ Thermococcus kodakarensis 12.9% activity compared to acetoin hexan-1-ol + NAD(P)+
-
?
L-arabinose + NAD(P)+ Thermococcus kodakarensis 5.2% activity compared to (RS)-1-phenylethanol ?
-
?
meso-2,3-butanediol + NAD+ Thermococcus kodakarensis 272% activity compared to (RS)-1-phenylethanol ?
-
?
meso-2,3-butanediol + NADP+ Thermococcus kodakarensis 272% activity compared to (RS)-1-phenylethanol ?
-
?
methanol + NAD(P)+ Thermococcus kodakarensis 0.2% activity compared to (RS)-1-phenylethanol formaldehyde + NAD(P)H + H+
-
?
methyl benzoylformate + NAD(P)H + H+ Thermococcus kodakarensis 67% activity compared to acetoin ?
-
?
additional information Thermococcus kodakarensis no activity with D-arabinose, L-arabinose, acetophenone, and 4-chloroacetophenone ?
-
?
phenylacetaldehyde + NAD(P)H + H+ Thermococcus kodakarensis 18.6% activity compared to acetoin 2-phenylethan-1-ol + NAD(P)+
-
?
pyruvic aldehyde + NAD(P)H + H+ Thermococcus kodakarensis 328% activity compared to acetoin ?
-
?

Organic Solvent Stability

Organic Solvent Comment Organism
2-propanol high activity (90% of the activity without solvents) is observed in the presence of 20% (v/v) Thermococcus kodakarensis
Acetone high activity (90% of the activity without solvents) is observed in the presence of 20% (v/v) Thermococcus kodakarensis
dimethylfluoride high activity (90% of the activity without solvents) is observed in the presence of 20% (v/v) Thermococcus kodakarensis
DMSO high activity (90% of the activity without solvents) is observed in the presence of 20% (v/v) Thermococcus kodakarensis
Ethanol high activity (90% of the activity without solvents) is observed in the presence of 20% (v/v) Thermococcus kodakarensis
ethylacetate high activity (90% of the activity without solvents) is observed in the presence of 50% (v/v) Thermococcus kodakarensis
hexane high activity (90% of the activity without solvents) is observed in the presence of 50% (v/v) Thermococcus kodakarensis
Methanol high activity (90% of the activity without solvents) is observed in the presence of 20% (v/v) Thermococcus kodakarensis
octane high activity (90% of the activity without solvents) is observed in the presence of 50% (v/v) Thermococcus kodakarensis
octanol high activity (90% of the activity without solvents) is observed in the presence of 50% (v/v) Thermococcus kodakarensis

Organism

Organism UniProt Comment Textmining
Thermococcus kodakarensis
-
-
-

Purification (Commentary)

Purification (Comment) Organism
Q sepharose column chromatography Thermococcus kodakarensis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(RS)-1-phenylethanol + NAD+ 100% activity Thermococcus kodakarensis 1-phenylethanone + NADH + H+
-
?
(RS)-1-phenylethanol + NADP+ 100% activity Thermococcus kodakarensis 1-phenylethanone + NADPH + H+
-
?
1-(2-bromophenyl)ethanol + NAD(P)+ 11.3% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis 1-(2-bromophenyl)ethanone + NAD(P)H + H+
-
?
1-(2-chlorophenyl)ethanol + NAD(P)+ 16.4% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis 1-(2-chlorophenyl)ethanone + NAD(P)H + H+
-
?
1-(3-bromophenyl)ethanol + NAD(P)+ 315% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis 1-(3-bromophenyl)ethanone + NAD(P)H + H+
-
?
1-(3-chlorophenyl)ethanol + NAD(P)+ 205% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis 1-(3-chlorophenyl)ethanone + NAD(P)H + H+
-
?
1-(4-bromophenyl)ethanol + NAD(P)+ 167% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis 1-(4-bromophenyl)ethanone + NAD(P)H + H+
-
?
1-(4-chlorophenyl)ethanone + NAD(P)+ 151% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis 1-(4-chlorophenyl)ethanone + NAD(P)H + H+
-
?
1-(4-fluorophenyl)ethanol + NAD(P)+ 119% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis 1-(4-fluorophenyl)ethanol + NAD(P)H + H+
-
?
1-(4-methylphenyl)ethanone + NAD(P)+ 189% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis 1-(4-methylphenyl)ethanol + NAD(P)H + H+
-
?
1-butanol + NAD(P)+ 2.3% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis butanal + NAD(P)H + H+
-
?
1-heptanol + NAD(P)+ 3.3% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis heptanal + NAD(P)H + H+
-
?
1-hexanol + NAD(P)+ 2.8% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis hexanal + NAD(P)H + H+
-
?
1-octanol + NAD(P)+ 2.3% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis octanal + NAD(P)H + H+
-
?
1-pentanol + NAD(P)+ 2.8% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis pentanal + NAD(P)H + H+
-
?
1-phenyl-1,2-ethanediol + NAD(P)+ 3.4% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis ?
-
?
1-phenyl-1-propanol + NAD(P)+ 13.1% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis 1-phenylpropionaldehyde + NAD(P)H + H+
-
?
1-phenyl-2-propanol + NAD(P)+ 39.1% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis 1-phenylpropan-2-one + NAD(P)H + H+
-
?
1-propanol + NAD(P)+ 1.2% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis propionaldehyde + NAD(P)H + H+
-
?
2,2,2-trifluoroacetophenone + NAD(P)H + H+ 180% activity compared to acetoin Thermococcus kodakarensis 2,2,2-trifluoro-1-phenylethan-1-ol + NAD(P)+
-
?
2-bromoacetophenone + NAD(P)H + H+ 8.7% activity compared to acetoin Thermococcus kodakarensis 1-(2-bromophenyl)ethanone + NAD(P)+
-
?
2-butanol + NAD(P)+ 22.3% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis butan-2-one + NAD(P)H + H+
-
?
2-chloro-1-phenylethanol + NAD(P)+ 0.3% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis 2-chloro-1-phenylethan-1-one + NAD(P)H + H+
-
?
2-heptanol + NAD(P)+ 61.6% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis heptan-2-one + NAD(P)H + H+
-
?
2-hexanol + NAD(P)+ 38.7% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis hexan-2-one + NAD(P)H + H+
-
?
2-hexanone + NAD(P)H + H+ 3.6% activity compared to acetoin Thermococcus kodakarensis hexan-2-ol + NAD(P)+
-
?
2-octanol + NAD(P)+ 45.8% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis octan-2-one + NAD(P)H + H+
-
?
2-pentanol + NAD(P)+ 30.2% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis pentan-2-one + NAD(P)H + H+
-
?
2-phenylethanol + NAD(P)+ 0.3% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis phenylacetaldehyde + NAD(P)H + H+
-
?
2-propanol + NAD(P)+ 5.3% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis propan-2-one + NAD(P)H + H+
-
?
acetoin + NAD(P)+ 100% activity Thermococcus kodakarensis butan-2,3-dione + NAD(P)H + H+
-
?
acetoin + NAD(P)H + H+ 4.5% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis 2,3-butanediol + NAD(P)+
-
?
acetone + NAD(P)H + H+ 4.1% activity compared to acetoin Thermococcus kodakarensis propan-2-ol + NAD(P)+
-
?
cyclohexanol + NAD(P)+ 52.3% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis cyclohexanone + NAD(P)H + H+
-
?
cyclohexanone + NAD(P)H + H+ 19.1% activity compared to acetoin Thermococcus kodakarensis cyclohexanol + NAD(P)+
-
?
D-arabinose + NAD(P)+ 21.4% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis ?
-
?
dihydroxyacetone + NAD(P)H + H+ 34.8% activity compared to acetoin Thermococcus kodakarensis ?
-
?
ethanol + NAD(P)+ 0.5% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis acetaldehyde + NAD(P)H + H+
-
?
ethyl pyruvate + NAD(P)H + H+ 294% activity compared to acetoin Thermococcus kodakarensis ?
-
?
hexanal + NAD(P)H + H+ 12.9% activity compared to acetoin Thermococcus kodakarensis hexan-1-ol + NAD(P)+
-
?
L-arabinose + NAD(P)+ 5.2% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis ?
-
?
meso-2,3-butanediol + NAD+ 272% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis ?
-
?
meso-2,3-butanediol + NADP+ 272% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis ?
-
?
methanol + NAD(P)+ 0.2% activity compared to (RS)-1-phenylethanol Thermococcus kodakarensis formaldehyde + NAD(P)H + H+
-
?
methyl benzoylformate + NAD(P)H + H+ 67% activity compared to acetoin Thermococcus kodakarensis ?
-
?
additional information no activity with D-arabinose, L-arabinose, acetophenone, and 4-chloroacetophenone Thermococcus kodakarensis ?
-
?
phenylacetaldehyde + NAD(P)H + H+ 18.6% activity compared to acetoin Thermococcus kodakarensis 2-phenylethan-1-ol + NAD(P)+
-
?
pyruvic aldehyde + NAD(P)H + H+ 328% activity compared to acetoin Thermococcus kodakarensis ?
-
?

Subunits

Subunits Comment Organism
monomer 1 * 31000, SDS-PAGE Thermococcus kodakarensis
monomer 1 * 31464, calculated from amino acid sequence Thermococcus kodakarensis

Synonyms

Synonyms Comment Organism
ADH
-
Thermococcus kodakarensis

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
90
-
-
Thermococcus kodakarensis

Temperature Stability [°C]

Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
95
-
the highly thermostable enzyme has a half-life of 4.5 h at 95°C and 16.2 h at 85°C Thermococcus kodakarensis

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
10.4
-
NAD+ with (RS)-1-phenylethanol as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
10.5
-
NADP+ with (RS)-1-phenylethanol as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
13.7
-
acetoin with NADH as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
15.6
-
NADH with acetoin as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
17.3
-
NADPH with acetoin as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
30
-
NADP+ with meso-2,3-butanediol as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
30.8
-
NAD+ with meso-2,3-butanediol as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
35.7
-
(RS)-1-phenylethanol with NAD+ as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
43.8
-
meso-2,3-butanediol with NAD+ as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
3
-
reduction reaction Thermococcus kodakarensis
9
-
oxidation reaction Thermococcus kodakarensis

Cofactor

Cofactor Comment Organism Structure
NAD+
-
Thermococcus kodakarensis
NADP+
-
Thermococcus kodakarensis

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.15
-
(RS)-1-phenylethanol with NAD+ as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
0.45
-
acetoin with NADH as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
0.71
-
meso-2,3-butanediol with NAD+ as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
117
-
NAD+ with (RS)-1-phenylethanol as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
149
-
NADH with acetoin as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
153
-
NADPH with acetoin as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
159
-
NADP+ with (RS)-1-phenylethanol as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
243
-
NAD+ with meso-2,3-butanediol as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis
265
-
NADP+ with meso-2,3-butanediol as cosubstrate, at pH 6.0 and 70°C Thermococcus kodakarensis