Enantioselective production of 3-hydroxy metabolites of tibolone by yeast reduction

被引：12

作者：

Romano, Diego ^{[1
]}

Ferrario, Valerio ^{[1
]}

Mora, Diego ^{[1
]}

Lenna, Roberto ^{[2
]}

Molinari, Francesco ^{[1
]}

机构：

[1] Univ Milan, Dipartimento Sci & Tecnol Alimentari & Microbiol, I-20133 Milan, Italy

[2] Ind Chim, I-21047 Saronno, VA, Italy

来源：

STEROIDS | 2008年 / 73卷 / 01期

关键词：

enantioselective reduction; Saccharomyces cerevisiae; Kluyveromyces lactis; tibolone; 17 alpha-hydroxy-7 alpha-methyl-19-norpregn-5(10)-en-20-in-3-one; 15; beta; 7; alpha-methyl-19-norpregn-5(10)-en-20-in-3; 17; beta-diol;

D O I：

10.1016/j.steroids.2007.09.008

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The enantioselective reduction of tibolone into the corresponding 3 alpha-hydroxy or 3 beta-hydroxy metabolite can be controlled by choosing suited strains of yeasts and biotransformation conditions. A restricted screening performed among 52 yeasts showed that the 3 alpha-epimer was preferentially obtained with high epimeric purity with various strains (i.e. with Kluyveromyces lactis CBS 2359), while only Saccharomyces cerevisiae CBS 3093 gave the 3 beta-epimer as major product. The reduction of tibolone with K. lactis CBS 2359 and S. cerevisiae CBS 3093 was optimised. S. cerevisiae CBS 3093 furnished a 96:4 ratio of 3 beta/3 alpha with complete molar conversion within 72 h when the initial concentration of substrate was below 2.5 g/L. K. lactis CBS 2359 gave a 99:1 ratio of 3 alpha/3 beta with complete conversion in 64 h. (C) 2007 Elsevier Inc. All rights reserved.

引用

页码：112 / 115

页数：4

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