Abstract
Triacylglycerols containing linoleate and linolenate found in vegetable oils were synthesized in gram quantities for oxidation studies. Two acylation methods were examined to convert diacylglycerols or monoacylglycerols to the desired triacylglycerols. Acylations with fatty acid and 1,1'-dicyclohexylcarbodiimide in the presence of 4-dimethylaminopyridine were more rapid, gave triacylglycerols of better isomeric purities and generally better overall yields than the acylations with acid chloride in pyridine. The functional and isomeric purity of the synthetic triacylglycerols were investigated by thin-layer and gas-liquid chromatography of the methyl esters, by lipase hydrolysis, and by(13)C NMR. Quantitative(13)C NMR provided a valuable tool to determine isomeric structures of the unsaturated triacylglycerols and complemented the lipase hydrolysis method. The triacylglycerols purified by dry column chromatography were obtained in the following respective percent yields, functional and isomeric purities: LLLn, 92.1, 99.4, 98.1; LLnLn, 91.7, 99.2, 97.4; LLnL, 84.2, 99.7, 98.9; and LnLLn 77.5, 97.8, 99.0 (where L=linoleoyl and Ln=linolenoyl glycerol residues). These synthetic triacylglycerols are valuable models to elucidate the interrelationship of unsaturated fatty acids on the oxidative stability of polyunraturated vegetable oils.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
