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Major urinary metabolites of 6-keto-prostaglandin F2? in mice.


ABSTRACT: Western diets are enriched in omega-6 vs. omega-3 fatty acids, and a shift in this balance toward omega-3 fatty acids may have health benefits. There is limited information about the catabolism of 3-series prostaglandins (PG) formed from eicosapentaenoic acid (EPA), a fish oil omega-3 fatty acid that becomes elevated in tissues following fish oil consumption. Quantification of appropriate urinary 3-series PG metabolites could be used for noninvasive measurement of omega-3 fatty acid tone. Here we describe the preparation of tritium- and deuterium-labeled 6-keto-PGF2? and their use in identifying urinary metabolites in mice using LC-MS/MS. The major 6-keto-PGF2? urinary metabolites included dinor-6-keto-PGF2? (~10%) and dinor-13,14-dihydro-6,15-diketo-PGF1? (~10%). These metabolites can arise only from the enzymatic conversion of EPA to the 3-series PGH endoperoxide by cyclooxygenases, then PGI3 by prostacyclin synthase and, finally, nonenzymatic hydrolysis to 6-keto-PGF2?. The 6-keto-PGF derivatives are not formed by free radical mechanisms that generate isoprostanes, and thus, these metabolites provide an unbiased marker for utilization of EPA by cyclooxygenases.

SUBMITTER: Kuklev DV 

PROVIDER: S-EPMC3679392 | biostudies-literature | 2013 Jul

REPOSITORIES: biostudies-literature

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Major urinary metabolites of 6-keto-prostaglandin F2α in mice.

Kuklev Dmitry V DV   Hankin Joseph A JA   Uhlson Charis L CL   Hong Yu H YH   Murphy Robert C RC   Smith William L WL  

Journal of lipid research 20130503 7


Western diets are enriched in omega-6 vs. omega-3 fatty acids, and a shift in this balance toward omega-3 fatty acids may have health benefits. There is limited information about the catabolism of 3-series prostaglandins (PG) formed from eicosapentaenoic acid (EPA), a fish oil omega-3 fatty acid that becomes elevated in tissues following fish oil consumption. Quantification of appropriate urinary 3-series PG metabolites could be used for noninvasive measurement of omega-3 fatty acid tone. Here w  ...[more]

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