References
Cunnane SC (2003) Problems with essential fatty acids: time for a new paradigm? Prog Lipid Res 42:544–568
Schmitz G, Ecker J (2008) The opposing effects of n-3 and n-6 fatty acids. Prog Lipid Res 47:147–155
Hamazaki T, Hamazaki K (2008) Fish oil and aggression or hostility. Prog Lipid Res 47:221–232
Ueno S, Miyazaki A, Yano J, Furukawa Y, Suzuki M, Sato K (2000) Polymorphism of linoleic acid (cis-9, cis-12-Octadecadienoic acid) and a-linolenic acid (cis-9, cis-12, cis-15-Octadecatrienoic acid). Chem Phys Lipids 107:169–178
Serebrennikova GA, Mitrofanov TK, Kraevski AA, Sarychev IK, Preobrazhenski NA (1961) Total synthesis of triglycerides of soybean oil. Doklady Chem 140:1008–1011 (S-ALA-S, 36C)
Haraldsson GG, Halldorsson A, Kulas E (2000) Chemoenzymatic synthesis of structured triacylglycerols containing eicosapentaenoic and docosahexaenoic acids. J Am Oil Chem Soc 77:1139–1145 (S-DHA-S 35-35.5C) (S-EPA-S 33.5-34C)
Adlof RO, List GR (2003) Synthesis and analysis of symmetrical and nonsymmetrical disaturated/monounsaturated triacylglycerols. J Agric Food Chem 51:2096–2099 (S-ALA-S 36.5C)
Fraser BH, Perlmutter P, Wijesundera C (2006) Practical syntheses of triacylglycerol regioisomers containing long-chain polyunsaturated fatty acids. J Am Oil Chem Soc 84:11–21
Wijesundera C, Ceccato C, Watkins P, Fagan P, Fraser B, Thienthong N, Perlmutter P (2008) Docosahexaenoic acid is more stable to oxidation when located at the sn-2 position of triacylglycerol compared to sn-1(3). J Am Oil Chem Soc 85:543–548
Sato K, Arishima T, Wang ZH, Ojima K, Sagi N, Mori H (1989) Polymorphism of POP and SOS. I. Occurrence and polymorphic transformation. J Am Oil Chem Soc 66:664–674
Takeuchi M, Ueno S, Yano J, Floeter E, Sato K (2000) Polymorphic transformation of 1,3-distearoyl-sn-linoleoyl-glycerol. J Am Oil Chem Soc 77:1243–1249
Mykhaylyk OO, Smith KW, Martin CM, Ryan AJ (2007) Structural models of metastable phase occurring during the crystallization process of saturated/unsaturated triacylglycerols. J Appl Cryst 40:S297–S302
Rousset P, Rappaz M (1996) Crystallization kinetics of the pure triacylglycerols: glycerol-1,3-dipalmitate-2-oleate, glycerol-1-palmitate-2-oleate-3-stearate, and glycerol-1,3-distearate-2-oleate. J Am Oil Chem Soc 73:1051–1057
Boubekri K, Yano J, Ueno S, Sato K (1999) Polymorphic Transformations in SRS (sn-1,3-distearoyl-2-ricinoleyl glycerol). J Am Oil Chem Soc 76:949–955
Author information
Authors and Affiliations
Corresponding author
About this article
Cite this article
Sato, K., Kigawa, T., Ueno, S. et al. Polymorphic Behavior of Structured Fats Including Stearic Acid and ω-3 Polyunsaturated Fatty Acids. J Am Oil Chem Soc 86, 297–300 (2009). https://doi.org/10.1007/s11746-009-1346-y
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11746-009-1346-y