酶化学合成一对对映体Ro 25-8210和Ro 25-6630

利用白地霉菌株和啤酒酵母催化还原α－氯代酮　４分别制得光学活性的（Ｒ）和（Ｓ）－α－氯代酶 ８，并以它们作为关键步骤合成了 Ｒｏ２５－８２１０（１）和 Ｒｏ２５－６６３０（２）．     

Asymmetric Syntheses Aided by Biocatalysts

This article summarizes the achievements of the authors‘ group in the area of biocatalyst-catalyzed organic reactions in recent 10 years. A strain of Geotrichum sp. obtained by screeninu is capable of stereoselectlvely reducing a number of carbonyl compounds. In many cases, the stermghemistry is complementary with that obtained by baker‘ s yeast. Therefore, this microorganism provides a useful pathway to the preparation of alcohol eompounds with specific configurations. On the other hand, a nmmber of plant sourees have been screened for oxynitrilases and the hydrocyanation reactions of various arylcarboxalde-hydes have been investigated.A“micro-aqueous reaction system“ was invented,by which a serles of novel optically active cyanohydrins were prepared.On this hasis,a high through-put comtimasous reaction system has been designed.This paper also deseribes examples of the syntheses of bio-active compounds by using the optieally active compounds obtained from the above mentioned catalytic reactions as precursors.     

生物还原反应在手性药物不对称合成中的应用

药物分子的立体化学决定了其生物活性,手性已成为药物研究的一个关键因素。利用“环境友好”的微生物或酶催化方法进行手性药物的不对称合成已成为一个极具吸引力的方向。而微生物催化还原前手性羰基则可以不对称的得到手性的羟基,用于光学活性手性药物的合成。综述了近年来利用生物还原方法进行制备量和商业规模的不对称合成手性药物的进展。     

Chemoenzymatic synthesis of Ro 25-8210 and Ro 25-6630

Here we report the chemoenzymatic synthesis of Ro 25-8210 (1) and Ro 25-6630 (2) by using microbial reduction of a-chloromethyl ketone 4 mediated with baker's yeast and Geotrichum sp. to afford the optically active (R) and (S)-α-chlorohydrin 8 respectively as the key step.     

Microbial reduction of sulfur-containing ketones by Geotrichum sp.

Bioreduction of some β-carbonyl phenyl sulfides, sulfoxides and sulfones (1, 3, 5, 8, 11 and 13) by Geotrichum sp. was studied. Reduction of β-carbonyI phenyl sulfoxides (5 and 8) gave anti-Prelog sulfoxide alcohols. (S, Ss)-3-Chloro-1-phenylsulfinylpropan-2-ol (9) was obtained in high yield with 95% e. e. after recrystallization from methylene chloride-petroleum ether.