Abstract and Summar
The sodium methoxide-catalyzed random interesterification of liquid soybean oil-soy trisaturate blends was explored as a possible route to zerotrans margarine oils. Lipase hydrolysis of the rearranged fats showed that with 0.2% catalyst, interesterification is complete within 30 min at 75-80 C. The glyceride structures of natural and randomized soybean oil-soy trisaturate blends are presented, and relationships between their structure and physical properties are discussed. Organoleptic evaluations showed that randomization of the glyceride structure had no adverse effects on flavor and oxidative stability. Flavor evaluations made against a commercially hardened tub margarine oil showed that interesterified oil had comparable initial and aged flavor scores. X-ray diffraction studies demonstrated that randomized soybean oil-soy trisaturate blends possess the beta-prime crystal structure desirable for use in margarine production. Dilatometric data indicate that random interesterification of 20% by weight of soy trisaturate into the glyceride structure of soybean oil provides a product having a solid fat index suitable for use in a soft tub margarine.
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References
Scholfield, C.R., V.L. Davison, and H.J. Dutton, JAOCS 44:648 (1967).
Jones, E.P., C.R. Scholfield, V.L. Davison, and H.J. Dutton, ibid. 42:727 (1965).
Carpenter, D.L., and H.T. Slover, ibid. 50:372 (1973).
Okuyama, H.W., E.M. Lands, F.D. Gunstone, and J.A. Barves, Biochemistry 11:4392 (1972).
Sgoutas, D., Biochim. Biophys. Acta 164:317 (1968).
Goller, H.J., D.S. Sgoutas, I.A. Ismail, and F.D. Gunstone, Bio- chemistry 9:3072 (1970).
Heimermann, W.H., R.T. Holman, D. Gordan, D.E. Kowalyshyn, and R.G. Jensen, Lipids 8:45 (1973).
Kummerow, F., Abstract 124, 65th Annual AOCS Meeting, Mexico City, April 1974.
Lohman, T.G., and F.E. Romack, “Proceedings of the World Soybean Research Conference,” Edited by Lowell D. Hill, Interstate Publishers, Danville, IL, 1976, pp. 883–891.
Gillies, M.T., “Shortenings, Margarines, and Food Oils,” Noyes- Data Corporation, NJ, 1974, p. 143.
Melnick, D., and F.H. Luckmann, U.S. Patent 2,955,039.
Sreenivason, B., U.S. Patent 3,859,447 (1975).
Thompson, J.E., U.S. Patent 3,392,031.
Eckey, E.W., U.S. Patent 2,442,531.
Van Akkeren, L.A., U.S. Patent 2,872,463.
Vanderwal, R.J., and L.A. Van Akkeren, U.S. Patent 2,751,315.
Dutton, H.J., JAOCS 45:4A (1968).
Mattson, F.H., and R.A. Volpenhein, J. Lipid Res. 2:58 (1961).
McConnell, D.G., R.L. Hoffmann, G.J. Elman, and C.D. Evans, JAOCS 44:641 (1967).
Evans, C.D., E. Panek, and D.G. McConnell, Abstract 74, 385h Annual AOCS Meeting, Chicago, IL, October, 1964.
Vanderwal, R.J., Advances in Lipid Research, Vol. 2, Academic Press, New York, NY, 1964, pp. 1–16.
Coleman, M.H., JAOCS 38:684 (1961).
Bailey, A.E., “Industrial Oil and Fat Products,” Edited by D. Swern, 3rd Edition, Interscience, New York, NY, 1964, pp. 965.
Schwab, A.W., and H.J. Dutton, JAOCS 25:57 (1948).
Moser, H.A., H.J. Dutton, C.D. Evans, and J.C. Cowan, Food Technol. 4(3):105 (1950).
Moser, Helen A., Carol M. Jaeger, J.C. Cowan, and H.J. Dutton, JAOCS 24:291 (1947).
Wheeler, D.H., Oil Soap 9:89 (1932).
“Official and Tentative Methods of the American Oil Chemists’ Society,” 3rd Edition, AOCS, Champaign, IL, 1972, Method Nos. Cd 12–57, Cd 10–57, Cd 14–61.
Bhattacharya, R., and T.P. Hilditch, Proc. Roy. Soc. (London) A 129:468(1930).
Desnuelle, P., and M. Naudet, Bull. Soc. Chim. 13:90 (1946).
Norris, F.A., and K.F. Matill, Oil Soap 23:289 (1946).
Mattson, R.H., and L.W. Beck,J. Biol. Chem. 219:735 (1956).
Mattson, F.H., and R.A. Volpenhein, Ibid. 236:1891 (1961).
Coleman, M.H, and W.C. Fulton, “Enzymes of Lipid Metabo- lism,” Pergamon Press, New York, NY, 1961, pp. 127–137.
Vanderwal, R.J., JAOCS 40:242 (1963).
Gunstone, F.D., R.J. Hamilton, and M. Ilyas Qureshi, J. Chem. Soc. 319 (1965).
Jurriens, G., and A.C.J. Knoesen, JAOCS 42:9–14 (1965).
Evans, C.D., D.G. McConnell, C.R. Scholfield, and HJ. Dutton, ibid. 43:345 (1966).
Hilditch, T.P., “Chemical Constitution of Natural Fats,” 4th Edition, Wiley and Sons, New York, NY, 1964, p. 364.
Weis, T.J., “Food Oils and Their Uses,” AVI Publishing Co., Westport, CT, 1970, pp. 130–144.
Wiedermann, L.H., JAOCS 45:519A-522A, 560A (1968).
Nazir, D.J., B. Moorecroft, and M.A. Mishkel, Am. J. Clin. Nutr. 29:331 (1976).
Alfin-Slater, R.B., L. Aftergood, H. Hansen, R. Morris, D. Melnick, and C. Gooding, JAOCS 43:110 (1966).
Struble, C.H., Ibid. 31:34 (1954).
Merker, D.R., L.C. Brown, and L.H. Wiedermann, Ibid. 35:130 (1958).
Wiedermann, L.H., T.J. Weiss, G.A. Jacobson, and K.F. Mattill, Ibid. 38:389 (1961).
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List, G.R., Emken, E.A., Kwolek, W.F. et al. “Zerotrans” margarines: Preparation, structure, and properties of interesterified soybean oil-Soy trisaturate blends. J Am Oil Chem Soc 54, 408–413 (1977). https://doi.org/10.1007/BF02671021
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DOI: https://doi.org/10.1007/BF02671021