Asymmetric reduction of ketones using recombinant E-coli, cells that produce a versatile carbonyl reductase with high enantioselectivity and broad substrate specificity

被引:67
作者
Ema, Tadashi [1 ]
Yagasaki, Hideo [1 ]
Okita, Nobuyasu [1 ]
Takeda, Masahiro [1 ]
Sakai, Takashi [1 ]
机构
[1] Okayama Univ, Grad Sch Nat Sci & Technol, Div Chem & Biochem, Okayama 7008530, Japan
基金
日本学术振兴会;
关键词
alcohol; asymmetric synthesis; biotransformation; reduction;
D O I
10.1016/j.tet.2006.04.061
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The gene encoding a versatile biocatalyst that shows high enantioselectivity for a variety of ketones, SCR (Saccharomyces cerevisiae carbonyl reductase), has been identified, cloned, and expressed in Escherichia coli. Two types of expression systems with high NADPH-regenerating capacities have been constructed. One is the tandem system, where the genes encoding SCR and GDH (glucose dehydrogenase) are located in the same plasmid, and the other is the two-plasmid system, where each of the SCR and GDH genes is located in separate plasmids that can coexist in one E. coli cell. Asymmetric reduction of ketones with the recombinant E. coli cells gave synthetically useful 20 alcohols, 11 of which were enantiomerically pure. The productivity of one of these products was as high as 41 g/L. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6143 / 6149
页数:7
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