Identification of metabolites from peroxisomal beta-oxidation of prostaglandins.
We have recently shown that isolated rat liver peroxisomes can chain-shorten prostaglandin F2 alpha and prostaglandin E2 to tetranor-metabolites. In the present report dinor-metabolites of these two prostaglandins were also identified, suggesting that the peroxisomal chain-shortening reaction of prostaglandins is a beta-oxidation reaction. Furthermore, an intermediate containing an extra double bond was isolated from incubates of prostaglandin F2 alpha with peroxisomes. This intermediate was tentatively assigned the structure 2,3-dehydroprostaglandin F2 alpha. Prostaglandin E1 and a major circulating prostaglandin F2 alpha metabolite were also metabolized to chain-shortened products by peroxisomes. The accumulation of the 2,3-dehydro-metabolite and the dinor-metabolites suggest that the peroxisomal beta-oxidation sequence is not tightly coupled, in contrast to mitochondrial fatty acid oxidation.
Diczfalusy
U
U
Department of Clinical Chemistry I, Huddinge University Hospital, Sweden.
Alexson
S E
SE
D000527:Alprostadil / Q000378:metabolism; D000818:Animals; D015237:Dinoprost / Q000031:analogs & derivatives / Q000378:metabolism; D066298:In Vitro Techniques; D008099:Liver / Q000378:metabolism; D008297:Male; D008830:Microbodies / Q000378:metabolism*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011453:Prostaglandins / Q000302:isolation & purification / Q000378:metabolism*; D051381:Rats; D011919:Rats, Inbred Strains
D011453:Prostaglandins; C008228:15-keto-13,14-dihydroprostaglandin F2alpha; D015237:Dinoprost; D000527:Alprostadil