Effect of fatty acid positional distribution and triacylglycerol composition on lipid by‐products formation during heat treatment: I. polymer formation
- 1 December 1998
- journal article
- Published by Wiley in Journal of Oil & Fat Industries
- Vol. 75 (12) , 1065-1071
- https://doi.org/10.1007/s11746-998-0291-5
Abstract
Effects of the fatty acid positional distribution and of the triacylglycerol (TG) composition on polymerization of TG during heat treatment were studied. Diacid TG molecules, acylated only with linoleic acid or linolenic acid along with palmitic acid, and positioned either in the central position (PLP and PLnP, respectively) or in one of the two outer positions (PPL and PPLn, respectively) were synthesized. Monoacid TG, i.e., trilinolein and trilinolenin, were also synthesized and mixed with tripalmitin in a 1:2 ratio. These model TG were also compared to TG models that consisted of a canola oil and its randomized counterpart, whose fatty acid positional distribution and TG composition were determined by means of high‐performance liquid chromatography (HPLC). After heating, the polymer content and composition were evaluated by HPLC‐size exclusion chromatography. Both pure TG and the canola oil models showed that acylation of polyunsaturated acids in the central position was protective against polymerization, although the effect was mainly observed with linolenic acid. The synthetic‐TG study showed that the monoacid TG species exhibited higher sensitivity toward polymerization than the diacid species. The slight differences in the TG species between both canola oils did not allow observation of such a relationship with regard to TG composition.Keywords
This publication has 16 references indexed in Scilit:
- Rapid, quantitative determination of polar compounds in fats and oils by solid-phase extraction and size-exclusion chromatography using monostearin as internal standardJournal of Chromatography A, 1996
- Nonvolatile components produced in triolein during deep‐fat fryingJournal of Oil & Fat Industries, 1994
- Thermal stability and frying performance of genetically modified sunflower seed (Helianthus annuus L.) oilsJournal of Agricultural and Food Chemistry, 1993
- Debenzylation and detritylation by bromodimethylborane: synthesis of mono-acid or mixed-acid 1,2- or 2,3-diacyl-sn-glycerolsChemistry and Physics of Lipids, 1992
- Determination of polymerized triglycerides in oils and fats by high performance liquid chromatography: results of a collaborative study and the standardized methodPublished by Walter de Gruyter GmbH ,1991
- Chemical changes in lipids produced by thermal processingJournal of Chemical Education, 1984
- Study of Some Factors Affecting Frying Fat DeteriorationFette, Seifen, Anstrichmittel, 1983
- Studies of the changes in edible fats during heating and fryingMolecular Nutrition & Food Research, 1982
- Rapid Syntheses of 3-O-Benzyl-sn-glycerol and 2-O-BenzylglycerolSynthesis, 1977
- Synthesis of symmetrical 1,3-diglyceridesThe Journal of Organic Chemistry, 1970