Table 4 Asymmetric reduction of prochiral carbonyl compounds catalyzed by the recombinant AcCR
From: Enzymatic characterization of a recombinant carbonyl reductase from Acetobacter sp. CCTCC M209061
Substrates | Products | Reaction time (h) | Con.a Yield (%) | Yield (%) | e.e. (%) | Config.b |
|---|---|---|---|---|---|---|
Acetophenone | Phenethyl alcohol | 3 | 48.2 | 45 | >99 | R |
2′-Methoxyacetophenone | 2-Methoxyphenethyl ethanol | 12 | 17.1 | 10.8 | >99 | R |
3′-Methoxyacetophenone | 3-Methoxyphenethyl ethanol | 7 | 67.5 | 61.6 | >99 | R |
4′-Methoxyacetophenone | 4-Methoxyphenethyl ethanol | 12 | 56.1 | 50.8 | >99 | R |
4′-Methylacetophenone | 1-(4-Methylphenyl) ethanol | 3 | 62.8 | 57.7 | >99 | R |
4′-Fluoroacetophenone | 1-(4-Fluorophenyl) ethanol | 7 | 99.1 | 95.6 | >99 | R |
4′-Chloroacetophenone | 1-(4-Chlorophenyl) ethanol | 7 | 99.7 | 99.4 | >99 | R |
4′-Bromoacetophenone | 1-(4-Bromophenyl) ethanol | 7 | 99.5 | 99.1 | >99 | R |
4′-Nitroacetophenone | 1-(4-Nitrophenyl) ethanol | 7 | 99.8 | 98.6 | >99 | R |
Methyl acetoacetate | Methyl 3-hydroxybutyrate | 3 | 98.7 | 94.3 | >99 | R |
Ethyl acetoacetate | Ethyl 3-hydroxybutyrate | 3 | 91.7 | 88.5 | 97.6 | R |
Ethyl 4′-chloroacetoacetate | Ethyl 4-chloro-3-hydroxybutanoate | 5 | 95.3 | 92.1 | >99 | S |
Ethyl 2-oxo-4-phenylbutyrate | Ethyl 2-hydroxy-4-phenylbutyrate | 3 | 72.9 | 68.4 | 83.1 | S |
4-(Trimethylsilyl )-3-butyn-2-one | 4-(Trimethylsilyl )-3-butyn-2-ol | 7 | 89.2 | 62.5 | >99 | R |
3,3-dimethyl-2-butanone | 3,3-dimethyl-2-butanol | 7 | 76.5 | 61.7 | 80.7 | R |
2-Octanone | 2-Octanol | 3 | 71.6 | 66.9 | >99 | R |