Journal of Lipid Research, Vol 29, 459-468, Copyright © 1988 by Lipid Research, Inc.
Biotransformation of ursodeoxycholic acid by Pseudomonas sp NCIB 10590
RW Owen, R Wait and RF Bilton
Department of Chemistry and Biochemistry, Liverpool Polytechnic, England.
The metabolism of ursodeoxycholic acid by Pseudomonas sp NCIB 10590 has
been studied in phosphate-buffered mineral salts. The organism completely
metabolized ursodeoxycholic acid in 24 hr, and time-course experiments
revealed that maximum product formation occurred at 14 hr. The major
products detected and identified at 14 hr were 7 beta-
hydroxychol-4-en-3-one-24-oic acid, 7 beta-hydroxy-3-oxo-pregna-1,4-
diene-20-carboxylic acid, and 7 beta-hydroxyandrosta-1,4-diene-3,17- dione.
Several minor intermediates were isolated and evidence is given for the
following structures: 7 beta-hydroxy-5 beta-cholan-3-oxo-24-oic acid, 7
beta-hydroxyandrost-4-en-3,17-dione, 7 beta,17 beta-
dihydroxyandrosta-1,4-diene-3-one, 3-hydroxy-1,3,5(10)-9,10-seco-
androstatriene-3,17-dione-7 beta-ol, and 22 alpha-hydroxymethylpregna-
1,4-diene-3-one-7 beta-ol.