6533b7d8fe1ef96bd1269b50

RESEARCH PRODUCT

Geometry of conjugated double bonds of CLA isomers in a commercial mixture and in their hepatic 20∶4 metabolites

Jean Michel ChardignyJean-charles MartinChristian GiniesPierre JuanédaJean Louis SébédioStéphane Grégoire

subject

030309 nutrition & dieteticsLinoleic acidHydrazineFraction (chemistry)Conjugated systemMass spectrometryBiochemistryGas Chromatography-Mass Spectrometry03 medical and health scienceschemistry.chemical_compoundIsomerismSpectroscopy Fourier Transform InfraredAnimals[SDV.BBM.BC]Life Sciences [q-bio]/Biochemistry Molecular Biology/Biochemistry [q-bio.BM][SDV.BBM.BC] Life Sciences [q-bio]/Biochemistry Molecular Biology/Biochemistry [q-bio.BM]Chromatography High Pressure LiquidTriglyceridesComputingMilieux_MISCELLANEOUS030304 developmental biologychemistry.chemical_classification0303 health sciencesChromatographyChemistryFatty AcidsOrganic ChemistryFatty acidCell BiologyDietRatsSilver nitrateHydrazinesLinoleic AcidsLiverRATChromatography Thin Layer

description

Rats were fed a fat-free diet for 2 wk. After this period, while maintaining the animals on the same diet, the rats were given intragastrically 180 mg per day of a mixture of conjugated linoleic acids (CLA) as triacylglycerols. Gas chromatography mass spectrometry (GC-MS) analyses of this mixture, as well as hydrazine reduction and GC-MS and GC-Fourier transform infrared analyses of the resulting monoenes, revealed the presence of two major isomers, the 9c,11t- and the 10t,12c-18:2 accompanied by smaller amounts of the 8t, 10c and the 11c, 13t-18:2 isomers. Minor quantities of cis,cis and trans,trans conjugated isomers also were detected. The total fatty acid methyl esters from the liver lipids were fractionated by reversed-phase high-performance liquid chromatography, and the fraction containing the 20:4 isomers was further fractionated by silver nitrate thin-layer chromatography. A band containing two 20:4 conjugated isomers was submitted to hydrazine reduction and the resulting monoenes analyzed by GC-MS as dimethyl-oxazoline derivatives. The two conjugated isomers were tentatively identified as 5c,8c, 11c, 13t-20:4 and 5c,8c,12t,14c-20:4. These could be formed by desaturation and elongation of the 9c,11t- and 10t,12c-18:2 present in the commercial CLA mixture.

https://doi.org/10.1007/s11745-999-0484-3