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将雄甾-4-烯-3,17-二酮(4-AD)生物转化为雄甾-1,4-二烯-3,17-二酮(ADD)的过程。

Process for Biotransformation of Androsta-4-ene-3, 17-Dione (4-AD) to Androsta-1,4-Diene-3,17-Dione (ADD).

作者信息

Prakash Surya, Bajaj Abhay

机构信息

Hunan Yuxin Pharmaceutical Co. Ltd, Longxutan Area, Shaoyang City, Hunan, China.

Molecular Biology Laboratory, Department of Zoology, University of Delhi, Delhi, 110007, India.

出版信息

Methods Mol Biol. 2017;1645:227-238. doi: 10.1007/978-1-4939-7183-1_16.

Abstract

Androsta-1,4-diene-3,17-dione (androstadienedione, ADD) is key intermediate for the organic synthesis of a variety of female sex hormones such as estrone, estradiol, estriol and other related derivatives. De novo synthesis of this molecule is not yet reported in any form of living system, i.e., microbial, plant, and animal. The structural complexities due to presence of several chiral carbon centers create significant hurdles in chemical synthesis of such molecules. Microbe-mediated biotransformation offer a highly reliable, cost-effective, and relatively non hazardous way for commercial manufacturing of steroidal key intermediates. Currently microbial biotransformations are extensively being exploited for large-scale production of basic intermediates such as androstenedione (AD), ADD, and several types of hydroxylated derivatives of androstane compounds. In this chapter several aspects of microbial biotransformation process of AD to ADD are discussed.

摘要

雄甾-1,4-二烯-3,17-二酮(雄甾二烯二酮,ADD)是多种雌性激素如雌酮、雌二醇、雌三醇及其他相关衍生物有机合成的关键中间体。尚未有任何形式的生命系统(即微生物、植物和动物)报道过该分子的从头合成。由于存在多个手性碳中心而导致的结构复杂性,给此类分子的化学合成带来了重大障碍。微生物介导的生物转化为甾体关键中间体的商业生产提供了一种高度可靠、经济高效且相对无害的方法。目前,微生物生物转化正被广泛用于大规模生产基本中间体,如雄烯二酮(AD)、ADD以及几种雄甾烷化合物的羟基化衍生物。本章将讨论AD生物转化为ADD的微生物生物转化过程的几个方面。

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