Journal of Lipid Research, Vol 24, 1109-1118, Copyright © 1983 by Lipid Research, Inc.
Biotransformation of chenodeoxycholic acid by Pseudomonas species NCIB 10590 under anaerobic conditions
RW Owen, MJ Hill and RF Bilton
The metabolism of chenodeoxycholic acid by Pseudomonas sp. NCIB 10590 under
strict anaerobic conditions was studied. A range of unsaturated acidic and
neutral metabolites were isolated and identified. The major acidic product
was chola-4,6-dien-3-one-24-oic acid whilst the major neutral product was
androsta-4,6-dien-3,17-dione. The major acidic products were 7
alpha-hydroxy-5 beta-cholan-3-oxo-24-oic acid, 3-oxo-
4,6-pregnadien-20-carboxylic acid, 7 alpha-hydroxy-3-oxo-1,4-pregnadien-
20-carboxylic acid, and 7 alpha-hydroxy-3-oxo-4-pregnen-20-carboxylic acid.
The minor neutral products were androsta-1,4,6-trien-3,17-dione, 17
beta-hydroxyandrosta-4,6-dien-3,17-dione, 17 beta-hydroxyandrosta-
1,4,6-trien-3-one, 7 alpha-hydroxyandrosta-1,4-dien-3,17-dione, and 7
alpha-hydroxyandrost-4-en-3,17-dione. In contrast to aerobic catabolism of
chenodeoxycholic acid by Pseudomonas sp. NCIB 10590 in which 1,4- dienone
steroids predominate, the major products described in this study are
4,6-dienone steroids. This is because of the induction of a 7
alpha-dehydroxylase enzyme under anaerobic conditions.
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