PREPARATION OF (S)-2-SUBSTITUTED SUCCINATES BY STEREOSPECIFIC REDUCTIONS OF FUMARATE AND DERIVATIVES WITH RESTING CELLS OF CLOSTRIDIUM-FORMICOACETICUM

被引:20
作者
ECK, R [1 ]
SIMON, H [1 ]
机构
[1] TECH UNIV MUNICH,LEHRSTUHL ORGAN CHEM & BIOCHEM,D-85747 GARCHING,GERMANY
关键词
D O I
10.1016/S0040-4020(01)85677-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Fumarate derivatives have been reduced to (S)-2-methylsuccinate 2a, (S)-2-ethylsuccinate 3a and (S)-2-chlorosuccinate 4a in up to 1 M concentrations with Clostridium formicoaceticum. Formate was the electron donor and viologens or anthraquinone-2,6-disulphonate acted as artificial electron mediators. Reductions with freeze-dried cells in (H2O)-H-2-buffers led to the (2R,3S)-[2,3-H-2]-dideuterated succinate derivatives. The productivity numbers(1) ranged from 450 to 5000 and the enantiomeric excess of all (S)-2-substituted succinates was greater than or equal to 99%.
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页码:13631 / 13640
页数:10
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