9-Octadecenoic Acid → 10-Nitrolinoleic acid

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Materials. 9-Octadecenoic acid (oleic acid) and its respective methyl ester, methyl-9-octadecenoate was purchased from Nu-Check Prep (Elysian, Minn.). LNO2 and [13C]LNO2 were synthesized as previously described (9,12); OA-NO2 and [13C]OA-NO2 were synthesized as described in below. Phenylselenium bromide, HgCl2, NaNO2, anhydrous tetrahydrofuran (THF), CH3CN, CDCl3, insulin, dexaniethasone and 3-isobutyl-1-methylxantliine were obtained from Sigma/Aldrich (St Louis, Mo.). Silica gel G and HF thin layer chromatography plates (250 and 2000 μm) were from Analtech (Newark, Del.). Methanolic BF3, horseradish peroxidase-linked goat anti-rabbit IgG and Coomasie Blue were from Pierce (Rockford, Ill.). Synthetic solvents were of HPLC grade or better from Fisher Scientific (Fairlawn, N.J.). Solvents used for extractions and mass spectrometric analyses were from Burdick and Jackson (Muskegon, Mich.). [13C]Oleic acid and [13C]linoleic acid were purchased from Cambridge Isotope Laboratories, Inc. (Andover, Mass.). Anti-PPARγ and anti-β-actin antibodies were from Santa Cruz (Santa Cruz, Calif.); anti-aP2 antibody was from Chemicon International Inc. (Temecula, Calif.).

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