Chemical Biology Unit, Department of Organic Chemistry, CSIR-National Chemical Laboratory, Pune 411008, India.
Steroids. 2013 Nov;78(11):1152-8. doi: 10.1016/j.steroids.2013.08.004. Epub 2013 Aug 25.
Biotransformation of steroids with 4-ene-3-one functionality such as progesterone (I), testosterone (II), 17α-methyltestosterone (III), 4-androstene-3,17-dione (IV) and 19-nortestosterone (V) were studied by using a fungal system belonging to the genera of Mucor (M881). The fungal system efficiently and quantitatively converted these steroids in regio- and stereo-selective manner into corresponding 6β,11α-dihydroxy compounds. Time course experiments suggested that the transformation was initiated by hydroxylation at 6β- or 11α-(10β-hydroxy in case of V) to form monohydroxy derivatives which upon prolonged incubation were converted into corresponding 6β,11α-dihydroxy derivatives. The fermentation studies carried out using 5L table-top fermentor with substrates (I and II) clearly indicates that 6β,11α-dihydroxy derivatives of steroids with 4-ene-3-one functionality can be produced in large scale by using M881.
利用属于毛霉属（Mucor）的真菌系统（M881）对具有 4-ene-3-one 官能团的甾体，如孕酮（I）、睾丸素（II）、17α-甲基睾丸素（III）、4-雄烯-3,17-二酮（IV）和 19-去甲睾丸素（V）进行生物转化研究。真菌系统能够以区域和立体选择性的方式高效且定量地将这些甾体转化为相应的 6β,11α-二羟基化合物。时程实验表明，转化是通过 6β-或 11α-位（V 中为 10β-羟基）的羟化作用起始的，形成单羟基衍生物，这些衍生物在延长孵育时间后会转化为相应的 6β,11α-二羟基衍生物。使用 5L 台式发酵罐进行的发酵研究，以底物（I 和 II）清楚地表明，具有 4-ene-3-one 官能团的甾体的 6β,11α-二羟基衍生物可以通过 M881 大规模生产。
