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Table 3 Biocatalytic anti-Prelog stereoselective reduction of various prochiral carbobyl compounds with Acetobacter pasteurianus GIM1.158 cells

From: Biocatalytic anti-Prelog reduction of prochiral ketones with whole cells of Acetobacter pasteurianus GIM1.158

Prochiral ketones

Structure

V0(×10−1 μ mol/min)

Yield (%)

e.e..(%)

Config.

2-Pentanone

9.78

81.5

92.0

R

Pinacolone

11.3

94.5

95.2

R

4'-Chloroacetophenone

7.3

60.4

>99.9

R

4'-Methyl-acetophenone

11.9

99.5

99.6

R

4'-Hydroxyacetophenone

11.7

97.8

97.1

R

3-Chloropropiophenone

5.7

94.9

99. 7

S

Ethyl 4-chloroacetoacetate

14.9

74.4

97.3

S

Ethyl acetoacetate

17.2

85.8

98.7

R

Methyl acetoacetate

18.6

92.9

97.2

R

  1. Reaction conditions: 2 mL TEA-HCl buffer (50 mmol/L, pH 5.0), 25 mg/mL wet cells, 5 mmol/L various prochiral ketones, 500 mmol/L isopropanol, 35°C, 120 r/min, reaction time 2 h.