Abstract
The photooxidation of soybean oil was determined and correlated with triacylglycerol composition and structure. Purified triacylglycerols were photooxidized at room temperature under fluorescent light. Rates of peroxide formation and total headspace volatiles were related positively (P<0.5 significance) to oxidizability (r=0.75, r=0.76); content of linolenic acid (r=0.80, r=0.85) and linoleic acid (r=0.61, r=0.57); linoleic acid on carbon 2 (r=0.64, r=0.64); and average number of double bonds (r=0.76, r=0.76). Negative correlations were observed with respect to oleic acid (r=−0.70, r=−0.70). Soybean oil stability was decreased by linolenic acid-containing triacylglycerols and increased by oleic acid-containing triacylglycerols. Trilinoleoylglycerol and dilinoleoyl-oleoylglycerol were the most important oxidation product precursors. However, for high-linolenic acid soybean oil, dilinoleoyl-linolenoylglycerol and trilinoleoylglycerol were the most important oxidation product precursors. The most abundant volatile produced from thermal decomposition at 140°C of photooxidized triacylglycerols was 2-heptenal, except for high-linolenic acid oils, where the most abundant volatile was propanal. The photooxidative stability of soybean oil triacylglycerols with respect to composition and structure is of interest for the development of soybean varieties with oils of improved odor and flavor stability.
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References
Frankel, E.N., inFlavor Chemistry of Fats and Oils, edited by D.B. Min, and T.H. Smouse, American Oil Chemists’ Society, Champaign, 1985, p. 1.
Frankel, E.N.,J. Sci. Food Agric. 54:495 (1991).
Ulrich, F., and W. Grosch,Fat Sci. Technol. 90:332 (1988).
White, P.J., and L.A. Miller,J. Am. Oil Chem. Soc. 65:1334 (1988).
Warner, K., E.N. Frankel and T.L. Mounts, Ibid.:558 (1989).
Neff, W.E., E. Selke, T.L. Mounts, W. Rinsch, E.N. Frankel and M.A.M. Zeitoun, Ibid.:111 (1992).
Warner, K., and E.N. Frankel, Ibid.:213 (1987).
Mistry, B.S., and D.B. Min,J. Food Sci. 52:786 (1987).
Mistry, B.S., and D.B. Min, Ibid.:831 (1987).
Lee, E.C., and D.B. Min, Ibid.:1894 (1988).
Lee, S.W., and D.B. Min,J. Agri. Food Chem. 38:1630 (1990).
Bekbölet, M.,J. Food Protection. 53:430 (1990).
Cosgrove, J.P., D.F. Church and W.A. Pryor,Lipids 22:299 (1987).
Zeitoun, M.A.M., W.E. Neff, E. Selke and T.L. Mounts,J. Liquid Chromatogr. 14:2685 (1991).
Phillipis, F.C., W.L. Erdahl, J.A. Schmit and O.S. Privett,Lipids 19:880 (1984).
Perrin, J.L., and A. Prevot,Rev. FSE Corps Gras 33:437 (1986).
Snyder, J.M., E.N. Frankel, E. Selke and K. Warner,J. Am. Oil Chem. Soc. 65:1617 (1988).
Snyder, J.M., E.N. Frankel and E. Selke, Ibid.:1675 (1985).
Frankel, E.N.,Prog. Lipid Res. 22:1 (1982).
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Neff, W.E., Mounts, T.L., Rinsch, W.M. et al. Photooxidation of soybean oils as affected by triacylglycerol composition and structure. J Am Oil Chem Soc 70, 163–168 (1993). https://doi.org/10.1007/BF02542620
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DOI: https://doi.org/10.1007/BF02542620