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Literature summary extracted from

  • Chen, R.; Liu, X.; Wang, J.; Lin, J.; Wei, D.
    Cloning, expression, and characterization of an anti-Prelog stereospecific carbonyl reductase from Gluconobacter oxydans DSM2343 (2015), Enzyme Microb. Technol., 70, 18-27.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.1.1.B4 Al3+ 5 mM, 93% of initial activity Gluconobacter oxydans
1.1.1.B4 Fe3+ 0.5 mM, 68% of initial activity Gluconobacter oxydans

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.1.1.B4 0.18
-
 NADPH pH 7.4, 30°C Gluconobacter oxydans
1.1.1.B4 0.72
-
 2,3-Butanedione pH 7.4, 30°C Gluconobacter oxydans
1.1.1.B4 1.27
-
 ethyl 4-chloro-3-oxobutanoate pH 7.4, 30°C Gluconobacter oxydans

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.1.1.B4 Ca2+ 5 mM, 156% of initial activity Gluconobacter oxydans
1.1.1.B4 Mg2+ 5 mM, 109% of initial activity Gluconobacter oxydans
1.1.1.B4 NH4+ 5 mM, 124% of initial activity Gluconobacter oxydans

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.B4 Gluconobacter oxydans
-
-
-
1.1.1.B4 Gluconobacter oxydans DSM 2343
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.B4 1-phenyl-1,2-propandione + NADPH + H+
-
 Gluconobacter oxydans ? + NADP+
-
 ?
1.1.1.B4 1-phenyl-1,2-propandione + NADPH + H+
-
 Gluconobacter oxydans DSM 2343 ? + NADP+
-
 ?
1.1.1.B4 2,3-butanedione + NADPH + H+
-
 Gluconobacter oxydans (R)-2-hydroxy-3-oxo-butane + NADP+
-
 ?
1.1.1.B4 2,3-butanedione + NADPH + H+
-
 Gluconobacter oxydans DSM 2343 (R)-2-hydroxy-3-oxo-butane + NADP+
-
 ?
1.1.1.B4 2,3-pentanedione + NADPH + H+
-
 Gluconobacter oxydans (R)-2-hydroxy-3-oxo-pentane + NADP+
-
 ?
1.1.1.B4 4-phenylbutan-2-one + NADPH + H+
-
 Gluconobacter oxydans (2R)-4-phenylbutan-2-ol + NADP+ 99% conversion, 97.9% enantiomeric excess ?
1.1.1.B4 ethyl 2-oxo-4-phenylbutanoate + NADPH + H+
-
 Gluconobacter oxydans ethyl (2S)-2-hydroxy-4-phenylbutanoate + NADP+ 93% conversion, 99% enantiomeric excess ?
1.1.1.B4 ethyl 2-oxo-4-phenylbutanoate + NADPH + H+
-
 Gluconobacter oxydans DSM 2343 ethyl (2S)-2-hydroxy-4-phenylbutanoate + NADP+ 93% conversion, 99% enantiomeric excess ?
1.1.1.B4 ethyl 4-chloro-3-oxobutanoate + NADPH + H+
-
 Gluconobacter oxydans ethyl (3S)-4-chloro-3-hydroxybutanoate + NADP+ 73.4% conversion, 99% enantiomeric excess ?
1.1.1.B4 ethyl 4-chloro-3-oxobutanoate + NADPH + H+
-
 Gluconobacter oxydans DSM 2343 ethyl (3S)-4-chloro-3-hydroxybutanoate + NADP+ 73.4% conversion, 99% enantiomeric excess ?
1.1.1.B4 ethyl oxo(phenyl)acetate + NADPH + H+
-
 Gluconobacter oxydans ethyl (2S)-hydroxy(phenyl)acetate + NADP+
-
 ?
1.1.1.B4 additional information the enzyme does not obey Prelog's rule and exhibits anti-Prelog enantiopreference. Hydride transfer occurs at the si faces of carbonyl group for ethyl 4-chloro-3-oxobutanoate (COBE), which is then selectively reduced to the chiral (S)-alcohol. Aromatic ketones are reduced to (R)-enantiomers, whereas keto esters are reduced to (S)-hydroxy esters with different enantioselectivities Gluconobacter oxydans ?
-
 ?
1.1.1.B4 additional information the enzyme does not obey Prelog's rule and exhibits anti-Prelog enantiopreference. Hydride transfer occurs at the si faces of carbonyl group for ethyl 4-chloro-3-oxobutanoate (COBE), which is then selectively reduced to the chiral (S)-alcohol. Aromatic ketones are reduced to (R)-enantiomers, whereas keto esters are reduced to (S)-hydroxy esters with different enantioselectivities Gluconobacter oxydans DSM 2343 ?
-
 ?

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.1.1.B4 30
-
-
 Gluconobacter oxydans

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.1.1.B4 5.2
-
 ethyl 4-chloro-3-oxobutanoate pH 7.4, 30°C Gluconobacter oxydans
1.1.1.B4 36.1
-
 2,3-Butanedione pH 7.4, 30°C Gluconobacter oxydans

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.1.1.B4 9
-
-
 Gluconobacter oxydans

Cofactor

EC Number Cofactor Comment Organism Structure
1.1.1.B4 additional information no cofactor: NADH Gluconobacter oxydans
1.1.1.B4 NADPH
-
 Gluconobacter oxydans

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
1.1.1.B4 4.1
-
 ethyl 4-chloro-3-oxobutanoate pH 7.4, 30°C Gluconobacter oxydans
1.1.1.B4 50.1
-
 2,3-Butanedione pH 7.4, 30°C Gluconobacter oxydans