Side chain conjugation prevents bacterial 7-dehydroxylation of bile acids.
The effect of side chain conjugation on 7-dehydroxylation of bile acids has been investigated. C24-bile acids and their glycine and taurine conjugates and keto bile acids were incubated with pure strains of Eubacterium sp. VPI 12708. Bile acids of the 5 alpha- or 5 beta-series with a free terminal carboxyl group and a 3 alpha, 7 alpha-dihydroxy system were very effectively 7 alpha-dehydroxylated, whereas 7 beta-hydroxy bile acids resisted 7-dehydroxylation. Oxo bile acids were metabolized at the oxygen function also. Glycine- and taurine-conjugated bile acids were neither deamidated nor 7-dehydroxylated by the bacteria. Thus, side chain conjugation prevents 7-dehydroxylation of bile acids by Eubacterium sp. VPI 12708.
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Department of Medicine, University of Medicine and Dentistry of New Jersey, New Jersey Medical School, Newark 07103.
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Arora
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Shefer
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D001647:Bile Acids and Salts / Q000378:metabolism*; D005051:Eubacterium / Q000201:enzymology*; D005998:Glycine / Q000378:metabolism*; D005999:Glycochenodeoxycholic Acid / Q000378:metabolism; D006000:Glycocholic Acid / Q000378:metabolism; D006913:Hydroxysteroid Dehydrogenases; D008095:Lithocholic Acid / Q000031:analogs & derivatives / Q000378:metabolism; D010088:Oxidoreductases; D013250:Steroid Hydroxylases / Q000378:metabolism*; D013329:Structure-Activity Relationship; D013379:Substrate Specificity; D013654:Taurine / Q000378:metabolism*; D013655:Taurochenodeoxycholic Acid / Q000378:metabolism; D013656:Taurocholic Acid / Q000378:metabolism
D001647:Bile Acids and Salts; D013654:Taurine; C023020:7-ketolithocholic acid; D013655:Taurochenodeoxycholic Acid; D013656:Taurocholic Acid; D008095:Lithocholic Acid; D005999:Glycochenodeoxycholic Acid; D010088:Oxidoreductases; D006913:Hydroxysteroid Dehydrogenases; C025376:7 alpha-hydroxysteroid dehydrogenase; D013250:Steroid Hydroxylases; D006000:Glycocholic Acid; D005998:Glycine