caa a22 4500 465765416 CHVBK 20180323111912.0 cr unu---uuuuu 170327e19900101xx s 000 0 eng 10.1007/BF02562427 doi (NATIONALLICENCE)springer-10.1007/BF02562427 Autoxidation of polyunsaturated triacylglycerols. III. Synthetic triacylglycerols containing linoleate and linolenate [Elektronische Daten] [K. Miyashita, E. Frankel, W. Neff, R. Awl] Four triacylglycerols containing linoleate (L) and linolenate (Ln) in specific positions were synthesized to determine the effect of fatty acid position on their relative rates and products of autoxidation. Analyses by reversedphase high performance liquid chromatography (HPLC) showed that autoxidation of L- and Ln-containing triacylglycerols form monohydroperoxides and hydroperoxy epidioxides as the main products. The peroxyl radicals of internal 12- and 13-mono-hydroperoxides of Ln triacylglycerol components cyclized rapidly and their relative triacylglycerol position had no influence on their rates of cyclization. A good linear relation was obtained between total HPLC peak areas (detected at 235 nm) of the main oxidation products and peroxide values. Reversed phase HPLC analyses thus provide a useful method to estimate oxidation of polyunsaturated triacylglycerols. The ratios of Ln to L mono-hydroperoxides were twice the ratios of Ln to L in the triacylglycerol substrates. Ln triacylglycerol components, therefore, oxidized twice as much as the L components. At 40°C, LnLnL oxidized slightly faster than LnLLn with respective induction periods of 45 and 47 hr. LLnL oxidized faster than LLLn with respective induction periods of 56 and 60 hr. Dilinolenoyl-linoleoylglycerols are, therefore, slightly less stable to oxidation when Ln is in the 1,2- than the 1,3-triacylglycerol position. Dilinoleoyl-linolenoylglycerols are less stable when L is in the 1,3- than the 1,2-triacylglycerol position. the American Oil Chemists' Society (AOCS), 1990 Miyashita K. Northern Regional Research Center, Agricultural Research Service, U.S. Department of Agriculture, 1815 North University St., 61604, Peoria, IL aut Frankel E. Northern Regional Research Center, Agricultural Research Service, U.S. Department of Agriculture, 1815 North University St., 61604, Peoria, IL aut Neff W. Northern Regional Research Center, Agricultural Research Service, U.S. Department of Agriculture, 1815 North University St., 61604, Peoria, IL aut Awl R. Northern Regional Research Center, Agricultural Research Service, U.S. Department of Agriculture, 1815 North University St., 61604, Peoria, IL aut Lipids Springer-Verlag 25/1(1990-01-01), 48-53 0024-4201 25:1<48 1990 25 11745 https://doi.org/10.1007/BF02562427 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF02562427 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Miyashita K. Northern Regional Research Center, Agricultural Research Service, U.S. Department of Agriculture, 1815 North University St., 61604, Peoria, IL aut NATIONALLICENCE 700 1- Frankel E. Northern Regional Research Center, Agricultural Research Service, U.S. Department of Agriculture, 1815 North University St., 61604, Peoria, IL aut NATIONALLICENCE 700 1- Neff W. Northern Regional Research Center, Agricultural Research Service, U.S. Department of Agriculture, 1815 North University St., 61604, Peoria, IL aut NATIONALLICENCE 700 1- Awl R. Northern Regional Research Center, Agricultural Research Service, U.S. Department of Agriculture, 1815 North University St., 61604, Peoria, IL aut NATIONALLICENCE 773 0- Lipids Springer-Verlag 25/1(1990-01-01), 48-53 0024-4201 25:1<48 1990 25 11745 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer