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Literature summary for 1.1.1.76 extracted from

  • Wang, Z.; Song, Q.; Yu, M.; Wang, Y.; Xiong, B.; Zhang, Y.; Zheng, J.; Ying, X.
    Characterization of a stereospecific acetoin(diacetyl) reductase from Rhodococcus erythropolis WZ010 and its application for the synthesis of (2S,3S)-2,3-butanediol (2014), Appl. Microbiol. Biotechnol., 98, 641-650.
    View publication on PubMed

Application

Application Comment Organism
synthesis the key enzymes in the microbial production of 2,3-butanediol Rhodococcus erythropolis

Cloned(Commentary)

Cloned (Comment) Organism
recombinant overexpression of His-tagged enzyme in Escherichia coli strain BL21(DE3) Rhodococcus erythropolis

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
26864
-
2 * 26864, sequence calculation Rhodococcus erythropolis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(2S,3S)-butane-2,3-diol + NAD+ Rhodococcus erythropolis the enzyme displayed absolute stereospecificity in the reduction of diacetyl to (2S,3S)-2,3-butanediol via (S)-acetoin. Physiological role in favor of (2S,3S)-2,3-butanediol formation (S)-acetoin + NADH + H+
-
r

Organic Solvent Stability

Organic Solvent Comment Organism
DMSO the enzyme exhibits remarkable tolerance to dimethyl sulfoxide and retains 53.6% of the initial activity after 4 h incubation with 30% v/v DMSO Rhodococcus erythropolis

Organism

Organism UniProt Comment Textmining
Rhodococcus erythropolis M4N626
-
-
Rhodococcus erythropolis WZ010 M4N626
-
-

Purification (Commentary)

Purification (Comment) Organism
recombinant His-tagged enzyme from Escherichia coli strain BL21(DE3) by nickel affinity chromatography Rhodococcus erythropolis

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
269
-
purified recombinant enzyme, (2S,3S)-2,3-butanediol oxidation, pH 9.5, 25°C Rhodococcus erythropolis
8519
-
purified recombinant enzyme, diacetyl reduction, pH 7.0, 30°C Rhodococcus erythropolis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2S,3S)-butane-2,3-diol + NAD+ the enzyme displayed absolute stereospecificity in the reduction of diacetyl to (2S,3S)-2,3-butanediol via (S)-acetoin. Physiological role in favor of (2S,3S)-2,3-butanediol formation Rhodococcus erythropolis (S)-acetoin + NADH + H+
-
r
(2S,3S)-butane-2,3-diol + NAD+ the enzyme displays absolute stereospecificity in the reduction of diacetyl to (2S,3S)-2,3-butanediol via (S)-acetoin. Under the optimized conditions, the activity of diacetyl reduction is 11.9fold higher than that of (2S,3S)-2,3-butanediol oxidation Rhodococcus erythropolis (S)-acetoin + NADH + H+
-
r
(S)-1-phenylethanol + NAD+
-
Rhodococcus erythropolis acetophenone + NADH + H+
-
r
1,2-propanediol + NAD+
-
Rhodococcus erythropolis ? + NADH + H+
-
?
1-butanol + NAD+
-
Rhodococcus erythropolis butanal + NADH + H+
-
?
1-butanol + NAD+
-
Rhodococcus erythropolis WZ010 butanal + NADH + H+
-
?
1-phenylpropanol + NAD+
-
Rhodococcus erythropolis 1-phenylpropan-1-one + NADH + H+
-
?
2,2,2-trifluoroacetophenone + NADH + H+
-
Rhodococcus erythropolis ? + NAD+
-
?
2-butanol + NAD+
-
Rhodococcus erythropolis 2-butanone + NADH + H+
-
?
2-butanol + NAD+
-
Rhodococcus erythropolis WZ010 2-butanone + NADH + H+
-
?
2-pentanol + NAD+
-
Rhodococcus erythropolis 2-pentanone + NADH + H+
-
?
2-pentanol + NAD+
-
Rhodococcus erythropolis WZ010 2-pentanone + NADH + H+
-
?
cyclohexanol + NAD+
-
Rhodococcus erythropolis cyclohexanone + NADH + H+
-
?
cyclohexanol + NAD+
-
Rhodococcus erythropolis WZ010 cyclohexanone + NADH + H+
-
?
ethyl pyruvate + NADH + H+
-
Rhodococcus erythropolis ? + NAD+
-
?
isopropanol + NAD+
-
Rhodococcus erythropolis isopropanal + NADH + H+
-
?
additional information the enzyme accepts a broad range of substrates including aliphatic and aryl alcohols, aldehydes, and ketones, overview. No activity with 4-chloroacetophenone, (R)-1-phenylethanol, and (2R,3R)-2,3-butanediol, poor activity with 3-methyl-2-acetophenone, 4-bromoacetophenone, 2-bromoacetophenone, benzaldehyde, and isophorone Rhodococcus erythropolis ?
-
?
additional information the enzyme accepts a broad range of substrates including aliphatic and aryl alcohols, aldehydes, and ketones, overview. No activity with 4-chloroacetophenone, (R)-1-phenylethanol, and (2R,3R)-2,3-butanediol, poor activity with 3-methyl-2-acetophenone, 4-bromoacetophenone, 2-bromoacetophenone, benzaldehyde, and isophorone Rhodococcus erythropolis WZ010 ?
-
?

Subunits

Subunits Comment Organism
homodimer 2 * 26864, sequence calculation Rhodococcus erythropolis

Synonyms

Synonyms Comment Organism
2,3-butanediol dehydrogenase
-
Rhodococcus erythropolis
acetoin(diacetyl) reductase
-
Rhodococcus erythropolis
AdR
-
Rhodococcus erythropolis

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
(2S,3S)-2,3-butanediol oxidation Rhodococcus erythropolis
30
-
diacetyl reduction Rhodococcus erythropolis

Temperature Range [°C]

Temperature Minimum [°C] Temperature Maximum [°C] Comment Organism
10 50 activity range Rhodococcus erythropolis

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
diacetyl reduction Rhodococcus erythropolis
9.5
-
(2S,3S)-2,3-butanediol oxidation Rhodococcus erythropolis

pH Range

pH Minimum pH Maximum Comment Organism
6.1 11 activity range Rhodococcus erythropolis

Cofactor

Cofactor Comment Organism Structure
NAD+ coenzyme binding motif T11G12XXXG16XG18 is conserved in the N-terminal region Rhodococcus erythropolis

General Information

General Information Comment Organism
evolution the enzyme belongs to the family of the short-chain dehydrogenase/reductases Rhodococcus erythropolis