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Literature summary extracted from

  • Zhou, S.; Zhang, S.C.; Lai, D.Y.; Zhang, S.L.; Chen, Z.M.
    Biocatalytic characterization of a short-chain alcohol dehydrogenase with broad substrate specificity from thermophilic Carboxydothermus hydrogenoformans (2013), Biotechnol. Lett., 35, 359-365.
    View publication on PubMed

Application

EC Number Application Comment Organism
1.1.1.B4 synthesis ethyl benzoylformate is asymmetrically reduced by the purified enzyme, using an additional coupled NADH regeneration system, with 95% conversion and in an enantiomeric excess of 99.9% Carboxydothermus hydrogenoformans

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.1.1.1 gene chy1186, overexpression in Escherichia coli strain BL21 (DE3), subcloning in Escherichia coli strain DH5alpha Carboxydothermus hydrogenoformans
1.1.1.B4 expression in Escherichia coli Carboxydothermus hydrogenoformans

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.1.1.1 additional information
-
additional information Michaelis-Menten kinetics Carboxydothermus hydrogenoformans
1.1.1.1 5.3
-
ethyl pyruvate pH 6.5, 50°C, recombinant enzyme Carboxydothermus hydrogenoformans
1.1.1.B4 5.3
-
ethyl 2-oxopropanoate pH 6.5, 50°C Carboxydothermus hydrogenoformans

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
1.1.1.1 30000
-
x * 30000, SDS-PAGE Carboxydothermus hydrogenoformans
1.1.1.B4 30000
-
x * 30000, SDS-PAGE and calculated Carboxydothermus hydrogenoformans

Organic Solvent Stability

EC Number Organic Solvent Comment Organism
1.1.1.B4 Acetone 10% v/v, 30% residual activity Carboxydothermus hydrogenoformans
1.1.1.B4 DMSO 10% v/v, 50% residual activity Carboxydothermus hydrogenoformans
1.1.1.B4 Ethanol 10% v/v, 50% residual activity Carboxydothermus hydrogenoformans
1.1.1.B4 tetrahydrofuran 10% v/v, 25% residual activity Carboxydothermus hydrogenoformans

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.1 Carboxydothermus hydrogenoformans
-
gene chy1186
-
1.1.1.1 Carboxydothermus hydrogenoformans Z-2901 / DSM 6008
-
gene chy1186
-
1.1.1.B4 Carboxydothermus hydrogenoformans Q3ACV3
-
-
1.1.1.B4 Carboxydothermus hydrogenoformans DSM 6008 Q3ACV3
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.1.1.1 recombinant enzyme 1.5fold from Escherichia coli strain BL21 (DE3) Carboxydothermus hydrogenoformans

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.1.1.1 additional information optimal growth at 78°C Carboxydothermus hydrogenoformans
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
1.1.1.1 4.75
-
purified recombinant enzyme, pH 6.5, 50°C Carboxydothermus hydrogenoformans

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.1 2-oxo-3-methylpentane + NADH
-
Carboxydothermus hydrogenoformans 3-methylpentan-2-ol + NAD+
-
?
1.1.1.1 2-oxo-3-methylpentane + NADH
-
Carboxydothermus hydrogenoformans Z-2901 / DSM 6008 3-methylpentan-2-ol + NAD+
-
?
1.1.1.1 2-oxo-3-phenylpropane + NADH
-
Carboxydothermus hydrogenoformans 2-hydroxy-3-phenylpropane + NAD+
-
?
1.1.1.1 2-oxo-3-phenylpropane + NADH
-
Carboxydothermus hydrogenoformans Z-2901 / DSM 6008 2-hydroxy-3-phenylpropane + NAD+
-
?
1.1.1.1 2-oxo-4-methylpentane + NADH
-
Carboxydothermus hydrogenoformans 4-methylpentan-2-ol + NAD+
-
?
1.1.1.1 2-oxohexane + NADH
-
Carboxydothermus hydrogenoformans 2-hydroxyhexane + NAD+
-
?
1.1.1.1 2-oxopentane + NADH
-
Carboxydothermus hydrogenoformans 2-pentanol + NAD+
-
?
1.1.1.1 3-methoxy-1-phenylpropan-1-one + NADH
-
Carboxydothermus hydrogenoformans 3-methoxy-1-phenylpropan-1-ol + NAD+
-
?
1.1.1.1 3-oxoheptane + NADH
-
Carboxydothermus hydrogenoformans 3-hydroxyheptane + NAD+
-
?
1.1.1.1 4-phenylbutan-2-one + NADH
-
Carboxydothermus hydrogenoformans 4-phenylbutan-2-ol + NAD+
-
?
1.1.1.1 benzaldehyde + NADH
-
Carboxydothermus hydrogenoformans benzyl alcohol + NAD+
-
?
1.1.1.1 benzaldehyde + NADH
-
Carboxydothermus hydrogenoformans Z-2901 / DSM 6008 benzyl alcohol + NAD+
-
?
1.1.1.1 cycloheptanone + NADH
-
Carboxydothermus hydrogenoformans cycloheptanol + NAD+
-
?
1.1.1.1 cycloheptanone + NADH
-
Carboxydothermus hydrogenoformans Z-2901 / DSM 6008 cycloheptanol + NAD+
-
?
1.1.1.1 cyclooctanone + NADH
-
Carboxydothermus hydrogenoformans cyclooctanol + NAD+
-
?
1.1.1.1 cyclopentanone + NADH
-
Carboxydothermus hydrogenoformans cyclopentanol + NAD+
-
?
1.1.1.1 ethyl 3-oxobutanoate + NADH
-
Carboxydothermus hydrogenoformans ethyl 3-hydroxybutanoate + NAD+
-
?
1.1.1.1 ethyl 3-oxohexanoate + NADH
-
Carboxydothermus hydrogenoformans ethyl 3-hydroxyhexanoate + NAD+
-
?
1.1.1.1 ethyl 3-oxopentanoate + NADH
-
Carboxydothermus hydrogenoformans ethyl 3-hydroxypentanoate + NAD+
-
?
1.1.1.1 ethyl 3-phenyl-3-oxopropanoate + NADH
-
Carboxydothermus hydrogenoformans ethyl 3-phenyl-3-hydroxypropanoate + NAD+
-
?
1.1.1.1 ethyl benzoylformate + NADH enantiomeric excess of 99.9% Carboxydothermus hydrogenoformans ethyl (R)-mandelate + NAD+
-
?
1.1.1.1 ethyl pyruvate + NADH
-
Carboxydothermus hydrogenoformans ethyl 2-hydroxypropanoate + NAD+
-
?
1.1.1.1 additional information the enzyme exhibits broad substrate specificity towards aliphatic ketones, cycloalkanones, aromatic ketones, and ketoesters Carboxydothermus hydrogenoformans ?
-
?
1.1.1.1 additional information the enzyme exhibits broad substrate specificity towards aliphatic ketones, cycloalkanones, aromatic ketones, and ketoesters Carboxydothermus hydrogenoformans Z-2901 / DSM 6008 ?
-
?
1.1.1.B4 4-methylpentan-2-one + NADH + H+ 46% of the activity with ethyl 2-oxopropanoate Carboxydothermus hydrogenoformans 4-methylpentan-2-ol + NAD+ chirality of the product not determined. The enzyme prouces ethyl (R)-mandelate from ethal benzoylformate ?
1.1.1.B4 4-methylpentan-2-one + NADH + H+ 46% of the activity with ethyl 2-oxopropanoate Carboxydothermus hydrogenoformans DSM 6008 4-methylpentan-2-ol + NAD+ chirality of the product not determined. The enzyme prouces ethyl (R)-mandelate from ethal benzoylformate ?
1.1.1.B4 cycloheptanone + NADH + H+ 69% of the activity with ethyl 2-oxopropanoate Carboxydothermus hydrogenoformans cycloheptanol + NAD+
-
?
1.1.1.B4 cycloheptanone + NADH + H+ 69% of the activity with ethyl 2-oxopropanoate Carboxydothermus hydrogenoformans DSM 6008 cycloheptanol + NAD+
-
?
1.1.1.B4 ethyl 2-oxo-3-phenylpropanoate + NADH + H+ 48% of the activity with ethyl 2-oxopropanoate Carboxydothermus hydrogenoformans ethyl 2-hydroxy-3-phenylpropanoate + NAD+ chirality of the product not determined. The enzyme prouces ethyl (R)-mandelate from ethal benzoylformate ?
1.1.1.B4 ethyl 2-oxo-4-phenylbutanoate + NADH + H+ 135% of the activity with ethyl 2-oxopropanoate Carboxydothermus hydrogenoformans ethyl 2-hydroxy-4-phenylbutanoate + NAD+ chirality of the product not determined. The enzyme prouces ethyl (R)-mandelate from ethal benzoylformate ?
1.1.1.B4 ethyl 2-oxopropanoate + NADH + H+
-
Carboxydothermus hydrogenoformans ethyl 2-hydroxypropanoate + NAD+ chirality of the product not determined. The enzyme prouces ethyl (R)-mandelate from ethal benzoylformate ?
1.1.1.B4 ethyl 3-oxohexanoate + NADH + H+ 105% of the activity with ethyl 2-oxopropanoate Carboxydothermus hydrogenoformans ethyl 3-hydroxyhexanoate + NAD+ chirality of the product not determined. The enzyme prouces ethyl (R)-mandelate from ethal benzoylformate ?
1.1.1.B4 ethyl 4-chloro-3-oxobutanoate + NADH + H+ 129% of the activity with ethyl 2-oxopropanoate Carboxydothermus hydrogenoformans ethyl 4-chloro-3-hydroxybutanoate + NAD+ chirality of the product not determined. The enzyme prouces ethyl (R)-mandelate from ethal benzoylformate ?
1.1.1.B4 ethyl 4-chloro-3-oxobutanoate + NADH + H+ 129% of the activity with ethyl 2-oxopropanoate Carboxydothermus hydrogenoformans DSM 6008 ethyl 4-chloro-3-hydroxybutanoate + NAD+ chirality of the product not determined. The enzyme prouces ethyl (R)-mandelate from ethal benzoylformate ?
1.1.1.B4 ethyl benzoylformate + NADH + H+ 270% of the activity with ethyl 2-oxopropanoate Carboxydothermus hydrogenoformans ethyl (R)-mandelate + NAD+ 95% conversion with 99.9% enantiomeric excess ?
1.1.1.B4 ethyl benzoylformate + NADH + H+ 270% of the activity with ethyl 2-oxopropanoate Carboxydothermus hydrogenoformans DSM 6008 ethyl (R)-mandelate + NAD+ 95% conversion with 99.9% enantiomeric excess ?
1.1.1.B4 ethyl oxo(phenyl)acetate + NADH + H+ 270% of the activity with ethyl 2-oxopropanoate Carboxydothermus hydrogenoformans ethyl hydroxy(phenyl)acetate + NAD+ chirality of the product not determined. The enzyme prouces ethyl (R)-mandelate from ethal benzoylformate ?
1.1.1.B4 additional information enzyme exhibits reductase activity towards a broad spectrum of substrates including aliphatic linear, branched, and cyclic ketones, aromatic ketones, alpha-ketoesters, and beta-ketoesters. Both alpha- and beta-ketoesters serve as better substrates than ketones, but the enzymes shows a preference for alpha-ketoesters Carboxydothermus hydrogenoformans ?
-
?
1.1.1.B4 additional information enzyme exhibits reductase activity towards a broad spectrum of substrates including aliphatic linear, branched, and cyclic ketones, aromatic ketones, alpha-ketoesters, and beta-ketoesters. Both alpha- and beta-ketoesters serve as better substrates than ketones, but the enzymes shows a preference for alpha-ketoesters Carboxydothermus hydrogenoformans DSM 6008 ?
-
?

Subunits

EC Number Subunits Comment Organism
1.1.1.1 ? x * 30000, SDS-PAGE Carboxydothermus hydrogenoformans
1.1.1.B4 ? x * 30000, SDS-PAGE and calculated Carboxydothermus hydrogenoformans

Synonyms

EC Number Synonyms Comment Organism
1.1.1.1 CHY1186
-
Carboxydothermus hydrogenoformans
1.1.1.B4 CHY1186
-
Carboxydothermus hydrogenoformans
1.1.1.B4 SDR
-
Carboxydothermus hydrogenoformans

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.1.1.1 70
-
-
Carboxydothermus hydrogenoformans
1.1.1.B4 70
-
-
Carboxydothermus hydrogenoformans

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.1.1.1 3.97
-
ethyl pyruvate pH 6.5, 50°C, recombinant enzyme Carboxydothermus hydrogenoformans
1.1.1.B4 3.97
-
ethyl 2-oxopropanoate pH 6.5, 50°C Carboxydothermus hydrogenoformans

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.1.1.1 6
-
reduction reaction Carboxydothermus hydrogenoformans
1.1.1.B4 6
-
-
Carboxydothermus hydrogenoformans

Cofactor

EC Number Cofactor Comment Organism Structure
1.1.1.1 additional information the enzyme prefers NAD(H) over NADP(H) as a cofactor Carboxydothermus hydrogenoformans
1.1.1.1 NAD+
-
Carboxydothermus hydrogenoformans
1.1.1.1 NADH
-
Carboxydothermus hydrogenoformans
1.1.1.B4 NADH preferred over NADPH Carboxydothermus hydrogenoformans
1.1.1.B4 NADPH about 10% of the activity with NADH Carboxydothermus hydrogenoformans

General Information

EC Number General Information Comment Organism
1.1.1.1 evolution the enzyme belongs to the short-chain alcohol dehydrogenases Carboxydothermus hydrogenoformans