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Table 5 Asymmetric transformations of ketone 3a–n by TbSADH mutants evolved for ketone 1

From: Laboratory evolution of an alcohol dehydrogenase towards enantioselective reduction of difficult-to-reduce ketones

Entry

Substrate code

Enzymes

WT

A85G/I86A

A85G/I86A/C295A

A85G/I86A/Q101A

c (%)a

ee (%)b

c (%)a

ee (%)b

c (%)

ee (%)b

c (%)a

ee (%)b

1

3a

98

97(S)

49

48(R)

49

56(R)

1

–

2

3b

6

65(S)

–

–

49

96(S)

2

–

3

3c

5

40(S)

–

–

35

98(S)

3

–

4

3d

< 1

–

–

–

11

> 99(R)

–

–

5

3e

2

–

–

–

3

–

< 1

–

6

3f

16

84(S)

–

–

6

75(R)

–

–

7

3g

41

> 99(R)

42

> 99(R)

34

98(R)

1

–

8

3h

8

78(R)

38

98(S)

93

93(R)

> 99

> 99(R)

9

3i

> 99

74(R)

> 99

52(R)

95

54(R)

98

41(R)

10

3j

> 99

26(S)

> 99

> 99(R)

98

97(R)

98

95(R)

11

3k

13

36(S)

15

44(R)

12

41(R)

14

43(R)

12

3l

85

75(R)

94

> 99(R)

83

> 99(R)

44

> 99(R)

13

3m

98

36(S)

98

11(S)

78

77(S)

< 1

–

14

3n

68

66(R)

98

> 99(S)

99

> 99(S)

> 99

> 99(R)

  1. aConversion rate (c %) and ee values were determined by chiral HPLC and GC analysis as shown in Additional file 1
  2. bee value was not determined if conversion is lower than 5%