Detection of lactobacillic acid in low erucic rapeseed oil--A note of caution when quantifying cyclic fatty acid monomers in vegetable oils

Chemistry and Physics of Lipids
Olivier BerdeauxJean-Louis Sébédio

Abstract

The purpose of this work was to identify an unknown component which has been detected during the analysis of cyclic fatty acid monomers (CFAMs) in low erucic acid rapeseed oils (LEAR). A sample of crude LEAR was transformed into fatty acid methyl esters (FAMEs) and hydrogenated using PtO(2). The hydrogenated sample was fractionated by reversed-phase high-performance liquid chromatography (RP-HPLC) and the fraction containing the CFAMs transformed into picolinyl esters. Analysing these picolinyl derivatives by gas-liquid chromatography coupled to mass spectrometry (GC-MS) showed that the unknown product observed in LEAR is the 11,12-methylene-octadecanoic acid. This cyclic fatty acid was also found in crude LEAR and in the corresponding seeds but was not detected in crude soya and sunflower oils. As this acid is present in the same fraction as CFAMs, known to be formed during heat treatment, great care must therefore be taken for not including it when quantifying CFAMs. It is thus necessary to verify by mass spectrometry the structures of the CFAMs in the isolated cyclic fatty acid fraction prior to quantification.

References

Jul 10, 2003·Journal of Agricultural and Food Chemistry·Pierre LambeletConstantin Bertoli
May 1, 1966·Lipids·W W Christie, R T Holman
Sep 17, 2008·Biomedical Papers of the Medical Faculty of the University Palacký, Olomouc, Czechoslovakia·Lumir Ondrej HanusValery Mikhail Dembitsky

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Citations

Aug 2, 2015·Analytica Chimica Acta·Sara GranafeiTommaso R I Cataldi
May 1, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Gwang-Woo KimJoon-Young Jun

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