面包酵母催化羰基不对称还原合成手性醇的研究

Asymmetric reduction carbonyl compounds to chiral alcohols by baker's yeast

以 2 辛酮和 4 氯乙酰乙酸乙酯 (COBE)为模型底物分别考察了酵母细胞对直链甲基酮和 β 羰基酯中的羰基不对称还原情况。实验发现不对称还原 2 辛酮的产物主要是S型的 2 辛醇 ,且对映体选择性很高。不对称还原COBE生成的主要是S(D) 型产物 ,反应COBE的转化率、光学选择性都比较高。同时发现COBE的浓度和产物对不对称还原都有一定负面的影响。

Optically active alcohols are the most important chiral intermediates in synthesis single enantiomeric pharmaceuticals. The asymmetric reduction of methyl aliphatic ketone and β oxo ester to corresponding chiral alcohols by baker's yeast in aqueous was investigated when 2 octanone and ethyl 4 chloro 3 oxobutanoate (COBE) were taken as the model substrates respectively . The experimental results indicated the reduction product was mainly S 2 octanol when 2 octanone was reduced. The stereoselectivity was excellence. When the COBE was reduced, the product was mainly S configuration. The results indicated that both the conversion and the stereoselectivity of reaction were attractive for asymmetric reduction. And it was found that the concentration of COBE and product had some degree negative effect on the asymmetric reduction.