Document Detail


Identification of 3 alpha, 7 alpha, 12 alpha-trihydroxy-5 beta-cholest-24-enoic acid as an intermediate in the peroxisomal conversion of 3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholestanoic acid to cholic acid.
MedLine Citation:
PMID:  2930767     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
In this study, we have identified a delta 24-unsaturated intermediate involved in the conversion of 3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholestanoic acid to cholic acid by the peroxisomal fraction of rat liver. An accumulation of this intermediate was observed when NAD+ was omitted from the reaction mixture. The intermediate was isolated by reversed-phase high-pressure liquid chromatography and identified by combined gas-liquid chromatography-mass spectrometry. The peroxisomal fraction was able to catalyze the conversion of the delta 24-unsaturated intermediate to cholic acid in the presence of CoA, ATP, Mg2+ and NAD+. The identification of 3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholest-24-enoic acid in cholic acid formation supports the proposed reaction mechanism in which the side-chain cleavage of C27-steroids is similar to that of peroxisomal beta-oxidation of fatty acids. This involves an FAD-dependent oxidase acting on 3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholestanoyl-CoA.
Authors:
A K Ostlund Farrants; I Björkhem; J I Pedersen
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Biochimica et biophysica acta     Volume:  1002     ISSN:  0006-3002     ISO Abbreviation:  Biochim. Biophys. Acta     Publication Date:  1989 Apr 
Date Detail:
Created Date:  1989-05-15     Completed Date:  1989-05-15     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0217513     Medline TA:  Biochim Biophys Acta     Country:  NETHERLANDS    
Other Details:
Languages:  eng     Pagination:  198-202     Citation Subset:  IM    
Affiliation:
Institute for Nutrition Research, School of Medicine, University of Oslo, Norway.
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MeSH Terms
Descriptor/Qualifier:
Adenosine Triphosphate / pharmacology
Animals
Cholestanols / metabolism*
Cholesterol / analogs & derivatives*,  isolation & purification,  metabolism
Cholic Acid
Cholic Acids / metabolism*
Chromatography, High Pressure Liquid
Coenzyme A / pharmacology
Gas Chromatography-Mass Spectrometry
Liver / ultrastructure*
Magnesium / pharmacology
Male
Microbodies / metabolism*
NAD / pharmacology
Rats
Rats, Inbred Strains
Chemical
Reg. No./Substance:
0/Cholestanols; 0/Cholic Acids; 5226-26-6/3,7,12-trihydroxycholest-24-enoic acid; 53-84-9/NAD; 547-98-8/3,7,12-trihydroxycholestan-26-oic acid; 56-65-5/Adenosine Triphosphate; 57-88-5/Cholesterol; 7439-95-4/Magnesium; 81-25-4/Cholic Acid; 85-61-0/Coenzyme A

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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