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Evidence for a New Pathway in the Microbial Conversion of 3\beta -Acetoxycholest-5-en-I 9-01 into Estrone

Shankar, VN and Row, Guru TN and Madyastha, KM (1993) Evidence for a New Pathway in the Microbial Conversion of 3\beta -Acetoxycholest-5-en-I 9-01 into Estrone. In: Perkin Transactions 1 (18). pp. 2233-2236.

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Official URL: http://www.rsc.org/ejarchive/P1/1993/P19930002233....


Incubation of 3\beta-acetoxycholest-5-en-l9-01 1 with Moraxella sp. gave three neutral metabolites 19- hydroxy-5\alpha -androst-1 -ene-3,17-dione 3, 19- hydroxyandrost-4-ene-3, 17-dione 4 and 9\alpha, 19- dihydroxyandrost-4-en-3, 17-dione 5 besides estrone 2. Hitherto, the metabolite 3 was unknown. Acidic metabolites were not formed. Time course, resting cell and cell-free experiments clearly suggest: (a)complete removal of the $C_{17}$ side chain takes place prior to the aromatisation of A ring in 2. (b) The noninvolvement of $C_{22}$ phenolic acids as intermediates in the degradative sequence from 1 to 2. (c) Partially purified steroid 1,2-dehydrogenase readily converts the neutral metabolite 4 into estrone 2 and formaldehyde in the presence of phenazine methosulfate, an artificial electron acceptor.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to Royal Society of Chemistry.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Mr. Ramesh Chander
Date Deposited: 08 Jul 2008
Last Modified: 19 Sep 2010 04:47
URI: http://eprints.iisc.ac.in/id/eprint/14848

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