Oxidative side-chain and ring fission of pregnanes by Arthrobacter simplex
- 1 November 1988
- journal article
- research article
- Published by Portland Press Ltd. in Biochemical Journal
- Vol. 255 (3) , 769-774
- https://doi.org/10.1042/bj2550769
Abstract
Metabolic processes involving side-chain and ring cleavage of progesterone, 17-hydroxyprogesterone, 11-deoxycortisol and 16-dehydropregnenolone by Arthrobacter simplex were studied. The formation of the metabolites from progesterone indicates a pathway somewhat different from normal in the enzymic reaction sequence, and the 17-hydroxyprogesterone metabolites reveal a non-enzymic rearrangement step. The presence of a hydroxy group at C-21, as in 11-deoxycortisol, induces reduction of the C-20 carbonyl group. The microbial preparation of a novel androstane analogue, 17.beta.-hydroxy-16.alpha.-methoxyandrosta-1,4-dien-3-one, by incubation of 16-dehydropregnenolone with the bacterial strain was achieved. The formation of this metabolite is a multistep process involving a novel microbial generation of a methoxy group from a double-bond transformation in a steroid skeleton.This publication has 14 references indexed in Scilit:
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