study on the mechanism of the epimerization at C-3 of chenodeoxycholic acid by Clostridium perfringens

The mechanism of 3-hydroxy epimerization of chenodeoxycholic acid by Clostridium perfringens was investigated in 3 alpha, 7 alpha-dihydroxy-[2,2,4,4-2H4]-, 3 alpha, 7 alpha-dihydroxy-[3 beta-2H]- and 3 beta, 7 alpha-dihydroxy-[3 alpha-2H]-5 beta-cholanoic acid transformations. Our findings rule out...

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Bibliographic Details
Published inBiochemical journal Vol. 230; no. 2; pp. 451 - 455
Main Authors Aragozzini, F, Canzi, E, Ferrari, A, Maconi, E, Sidjimov, A
Format Journal Article
LanguageEnglish
Published England 01.09.1985
Subjects
Bile Acids and Salts - metabolism
biochemical pathways
carbon
Chemical Phenomena
Chemistry
chenodeoxycholic acid
Chenodeoxycholic Acid - metabolism
Clostridium perfringens
Clostridium perfringens - metabolism
Deuterium
Oxidation-Reduction
Stereoisomerism
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Summary:The mechanism of 3-hydroxy epimerization of chenodeoxycholic acid by Clostridium perfringens was investigated in 3 alpha, 7 alpha-dihydroxy-[2,2,4,4-2H4]-, 3 alpha, 7 alpha-dihydroxy-[3 beta-2H]- and 3 beta, 7 alpha-dihydroxy-[3 alpha-2H]-5 beta-cholanoic acid transformations. Our findings rule out a dehydration-rehydration pathway and agree with a redox mechanism involving 3-oxochenodeoxycholic acid as intermediate.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0264-6021
1470-8728
DOI:10.1042/bj2300451