Stereochemistry of peroxisomal and mitochondrial beta-oxidation of alpha-methylacyl-CoAs.
The stereochemistry of beta-oxidation of alpha-methyl-branched fatty acids was analyzed, in rat liver and in human cells, with (2R)- and (2S)-2-methyltetradecanoic acid as model substrates. In rat liver, formation of the alpha,beta-unsaturated compound was found to be concentrated in mitochondria while in human cells, this activity co-distributed mainly with peroxisomal marker enzymes. In both cases, the dehydrogenating enzymes were absolutely specific for the (2S)-enantiomer. In human liver, activation was some three times faster with the (2R)- than with the (2S)-isomer while in rat liver both were activated at about the same rate.
Schmitz
W
W
Theodor-Boveri-Institut für Biowissenschaften (Biozentrum) der Universitat, Wurzburg, Germany.
Conzelmann
E
E
D000214:Acyl Coenzyme A / Q000737:chemistry* / Q000378:metabolism*; D000818:Animals; D002460:Cell Line; D005227:Fatty Acids / Q000737:chemistry* / Q000378:metabolism*; D006801:Humans; D066298:In Vitro Techniques; D007700:Kinetics; D008099:Liver / Q000378:metabolism; D008830:Microbodies / Q000378:metabolism; D008928:Mitochondria / Q000378:metabolism; D008930:Mitochondria, Liver / Q000378:metabolism; D010084:Oxidation-Reduction; D051381:Rats; D013237:Stereoisomerism
D000214:Acyl Coenzyme A; D005227:Fatty Acids