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Characterization of the final step in the conversion of phytol into phytanic acid.
MedLine Citation:
PMID:  15866875     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Phytol is a branched-chain fatty alcohol that is a naturally occurring precursor of phytanic acid, a fatty acid involved in the pathogenesis of Refsum disease. The conversion of phytol into phytanic acid is generally believed to take place via three enzymatic steps that involve 1) oxidation to its aldehyde, 2) further oxidation to phytenic acid, and 3) reduction of the double bond at the 2,3 position, yielding phytanic acid. Our recent investigations of this mechanism have elucidated the enzymatic steps leading to phytenic acid production, but the final step of the pathway has not been investigated so far. In this study, we describe the characterization of phytenic acid reduction in rat liver. NADPH-dependent conversion of phytenic acid into phytanic acid was detected, although at a slow rate. However, it was shown that phytenic acid can be activated to its CoA ester and that reduction of phytenoyl-CoA is much more efficient than that of phytenic acid. Furthermore, in rat hepatocytes cultured in the presence of phytol, phytenoyl-CoA could be detected, showing that it is a bona fide intermediate of phytol degradation. Subcellular fractionation experiments revealed that phytenoyl-CoA reductase activity is present in peroxisomes and mitochondria. With these findings, we have accomplished the full elucidation of the mechanism by which phytol is converted into phytanic acid.
Authors:
Daan M van den Brink; Joram N I van Miert; Georges Dacremont; Jean-François Rontani; Ronald J A Wanders
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2005-05-02
Journal Detail:
Title:  The Journal of biological chemistry     Volume:  280     ISSN:  0021-9258     ISO Abbreviation:  J. Biol. Chem.     Publication Date:  2005 Jul 
Date Detail:
Created Date:  2005-07-19     Completed Date:  2005-09-09     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  2985121R     Medline TA:  J Biol Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  26838-44     Citation Subset:  IM    
Affiliation:
Department of Clinical Chemistry and Pediatrics, University of Amsterdam, Academic Medical Center, Emma Children's Hospital, 1105 AZ Amsterdam, The Netherlands.
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MeSH Terms
Descriptor/Qualifier:
Animals
Cell Fractionation
Cells, Cultured
Coenzyme A
Hepatocytes / metabolism,  ultrastructure
Male
Mitochondria / metabolism
NADP
Oxidation-Reduction
Peroxisomes / metabolism
Phytanic Acid / analogs & derivatives,  metabolism*
Phytol / metabolism*
Rats
Rats, Wistar
Chemical
Reg. No./Substance:
14721-66-5/Phytanic Acid; 150-86-7/Phytol; 3653-46-1/phytenic acid; 53-59-8/NADP; 85-61-0/Coenzyme A

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


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