PMID: 6512414Oct 1, 1984

Formation of urso- and ursodeoxy-cholic acids from primary bile acids by a Clostridium limosum soil isolate.

Journal of Lipid Research
J D SutherlandI A Macdonald

Abstract

A gram-positive, rod-shaped anaerobe (isolate F-14) was isolated from soil. This organism was identified by cellular morphology as well as by fermentative and biochemical data as Clostridium limosum. Isolate F-14 formed ursocholic acid (UC) and 7-ketodeoxycholic acid (7-KDC) from cholic acid (CA), and ursodeoxycholic acid (UDC) and 7-ketolithocholic acid (7-KLC) from chenodeoxycholic acid (CDC) in whole cell cultures, but did not transform deoxycholic acid (DC). No hydrolysis or transformation occurred when either taurine- or glycine-conjugated bile acids were incubated with F-14. The type stain of Clostridium limosum (American Type Culture Collection 25620) did not transform bile acids. The structures of ursocholic, ursodeoxycholic, 7-ketodeoxycholic, and 7-ketolithocholic acids were verified by mass spectroscopy and by thin-layer chromatography using Komarowsky's spray reagent. The organism transformed cholic and chenodeoxycholic acids at concentrations of 20 mM and 1 mM, respectively; higher concentrations of bile acids inhibited growth. Optimal yields of ursocholic and ursodeoxycholic acids were obtained at 9-24 hr of incubation and depended upon the substrate used. Increasing yields of 7-ketodeoxycholic and 7-ketolithochol...Continue Reading

Related Concepts

7-epicholic acid
Bile Salts
Cholic Acids
Thin Layer Chromatography
Clostridium
Deoxycholic Acid, Sodium Salt, 12beta-Isomer
Soil Microbiology
Molecular Stereochemistry
Ursolite
Cholic Acid

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