These tools will no longer be maintained as of December 31, 2024. Archived website can be found here. PubMed4Hh GitHub repository can be found here. Contact NLM Customer Service if you have questions.


PUBMED FOR HANDHELDS

Search MEDLINE/PubMed


  • Title: Stereochemistry of intermediates in the conversion of 3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholestanoic acid to cholic acid by rat liver peroxisomes.
    Author: Une M, Izumi N, Hoshita T.
    Journal: J Biochem; 1993 Feb; 113(2):141-3. PubMed ID: 8468319.
    Abstract:
    We have investigated the stereochemistry of the side chain of the intermediates, 3 alpha, 7 alpha,12 alpha-trihydroxy-5 beta-cholest-24-enoic acid and 3 alpha,7 alpha,12 alpha,24-tetrahydroxy-5 beta-cholestanoic acid, in the conversion of 3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholestanoic acid to cholic acid by rat liver peroxisomes. The intermediates formed were converted to the p-bromophenacyl ester derivatives and analyzed by reversed-phase high-performance liquid chromatography. Only the (24E) form of the two isomers of the delta 24-unsaturated acid and the (24R,25S) form of the four isomers at C-24 and C-25 of the 24-hydroxy acid were found to be formed stereospecifically from either (25R)- or (25S)-3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholestanoic acid. Formation of the other isomers of the alpha beta-unsaturated bile acid or the beta-hydroxy bile acid was not detected. The findings support the proposed pathway for the side-chain cleavage in cholic acid biosynthesis, which is thought to be similar to that of peroxisomal fatty acid beta-oxidation.
    [Abstract] [Full Text] [Related] [New Search]