V.D. Silva et al. / Journal of Molecular Catalysis B: Enzymatic 77 (2012) 98–104
103
Table 1
Effect of additives on the reduction of 1 using Baker’s yeast.a
Entry
Additives
Conversion (2 + 3) (%)b
d.e. (2) (%) b
Conversion (4) (%)b
d.e. (4) (%) b
1
2
3
4
5
6
7
8
9
0
1
2
3
4
5
6
None
CH2Cl2
DMF
THF
Acetonitrile
t-Butanol
n-Hexane
Glycerol
Ethanol
54
1
2
94
99
99
67
81
75
99
97
91
97
99
83
86
99
92
99
3
0.3
–
–
–
0.4
–
8
2
6
–
–
–
–
7
8
99
99
–
–
–
99
–
99
99
99
–
–
–
–
99
99
4
23
25
39
53
57
70
64
22
36
56
71
74
1
1
1
1
1
1
1
DMSO
l-cysteine
[BMPy][BF4]
[BMIm][BF4]
[BMIm][PF6]
Sucrose
Trehalose
a
−1
◦
Reaction conditions: substrate (80 mg, 16.6 mM), water (27 mL), additives (3 mL) (10%), dry Baker’s yeast (3.0 g, 100 g L ), reaction time 4.0 h, 30 C.
b
The conversion and d.e. values were determined by chiral-GC using a Restek column (RT-BetaDEX-SM, 30 m × 0.32 mm × 0.25 m).
values were obtained for 2 when the sucrose solution was used
92%), compared with the solution of trehalose (99%). Thus, the
results indicated that trehalose was a good additive in the reduc-
tion of 1 in aqueous monophasic system, where good conversions
to 2 and 3 and a high d.e. value for 2 were obtained.
Albuquerque et al. [26] studied the enantioselective bioreduc-
tion of ethyl acetoacetate to n-hexane by a haploid laboratory
S. cerevisiae strain grown under different conditions with the
addition of sucrose or trehalose solutions. The best conversions
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This study was supported by Universidade Federal de Santa
Catarina, and the Brazilian government funding agencies CNPq,
CAPES, INCT-Catalysis, and FAPESP.