Conversion of Androstenedione and Androstadienedione by Sterol-Degrading Bacteria

The composition of steroid metabolites formed during the conversion of androstenedione and androstadienedione, products of the degradation of sterol side chains by soil and mutant strains of the bacterial genera Mycobacterium and Protaminobacter, was studied. Testololactone was absent from the conve...

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Bibliographic Details
Published in:Applied biochemistry and microbiology 2004-09, Vol.40 (5), p.463-469
Main Authors: Voishvillo, N. E, Andryushina, V. A, Savinova, T. S, Stytsenko, T. S
Format: Article
Language:English
Subjects:
androstenedione
Bacteria
Biodegradation
Dehydration
fungi
Metabolites
Microbiology
mutants
Mycobacterium
Mycobacterium smegmatis
Protaminobacter
soil
Steroids
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Summary:The composition of steroid metabolites formed during the conversion of androstenedione and androstadienedione, products of the degradation of sterol side chains by soil and mutant strains of the bacterial genera Mycobacterium and Protaminobacter, was studied. Testololactone was absent from the conversion products. This favors the idea of different cleavage pathways of steroid ring D in bacteria and fungi. Very small amounts of two new 14α-hydroxy derivatives with a cleaved B ring were isolated after the conversion of androstenedione by soil strains. It was shown that a mutant Mycobacterium smegmatis strain, as well as wild strains, could perform 14α-hydroxylation of steroids. It is suggested that cleavage of the steroid nucleus at the side of rings D and C starts with the introduction of a 14α-hydroxy group followed by dehydration.
ISSN:0003-6838
1608-3024
DOI:10.1023/B:ABIM.0000040669.74171.5d