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胆汁酸:脂肪酶催化合成新的猪去氧胆酸衍生物。

Bile acids: Lipase-catalyzed synthesis of new hyodeoxycholic acid derivatives.

作者信息

Chanquia Santiago N, Ripani Erika, Baldessari Alicia, García Liñares Guadalupe

机构信息

Laboratorio de Biocatálisis, Departamento de Química Orgánica y UMYMFOR, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2, piso 3, C1428EGA Buenos Aires, Argentina.

Laboratorio de Biocatálisis, Departamento de Química Orgánica y UMYMFOR, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2, piso 3, C1428EGA Buenos Aires, Argentina.

出版信息

Steroids. 2018 Dec;140:45-51. doi: 10.1016/j.steroids.2018.09.004. Epub 2018 Sep 12.

Abstract

In this work we present an efficient, environmentally friendly approach to the synthesis of a series of hyodeoxycholic acid derivatives applying Biocatalysis. Fifteen acetyl and ester derivatives, twelve of them new, were obtained through an enzymatic strategy in a fully regioselective way and in very good to excellent yield. In order to find the optimal reaction conditions, the influence of several parameters such as enzyme source, alcohol or acylating agent:substrate ratio, enzyme:substrate ratio, temperature and reaction solvent was considered. The excellent results obtained made this procedure very efficient, particularly considering the low amount of enzyme required. In addition, this methodology uses mild reaction conditions and has reduced environmental impact, making biocatalysis a suitable way to obtaining these bile acids derivatives.

摘要

在这项工作中,我们展示了一种高效、环保的方法,通过生物催化合成一系列猪去氧胆酸衍生物。通过酶促策略以完全区域选择性的方式获得了十五种乙酰基和酯衍生物,其中十二种是新的,产率非常高至优异。为了找到最佳反应条件,考虑了几个参数的影响,如酶源、醇或酰化剂与底物的比例、酶与底物的比例、温度和反应溶剂。所获得的优异结果使该方法非常高效,特别是考虑到所需酶的量很少。此外,该方法使用温和的反应条件,对环境的影响较小,使生物催化成为获得这些胆汁酸衍生物的合适方法。

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