Food Processing and Lipid Oxidation
Part of the
Advances in Experimental Medicine and Biology
book series (AEMB, volume 459)
Food lipids are principally triacylglycerides, phospholipids and sterols found naturally in most biological materials consumed as food and added as functional ingredients in many processed foods. As nutrients, lipids, especially triglycerides, are a concentrated caloric source, provide essential fatty acids and are a solvent and absorption vehicle for fat-soluble vitamins and other nutrients. The presence of fat significantly enhances the organoleptic perception of foods, which partly explains the strong preference and market advantage of fat-rich foods. As a class, lipids contribute many desirable qualities to foods, including attributes of texture, structure, mouthfeel, flavor and color. However, lipids are also one of the most chemically unstable food components and will readily undergo free-radical chain reactions that not only deteriorate the lipids but also: (a) produce oxidative fragments, some of which are volatile and are perceived as the off-flavors of rancidity, (b) degrade proteins, vitamins and pigments and (c) cross-link lipids and other macromolecules into non-nutritive polymers. Free-radical chain reactions are thermodynamically favorable, and as a result, evolutionary selection has strongly influenced the chemistry, metabolism and structure of biological cells to prevent these reactions kinetically. However, the loss of native structure and the death of cells can dramatically accelerate the deteriorative reactions of lipid oxidation. The effects of all processing steps, including raw product selection, harvesting, storage, refining, manufacturing and distribution, on the quality of lipids in the final commodity are considerable. Certain key variables now known to influence oxidative processes can be targeted to increase food lipid stability during and after processing. Retention of or addition of exogenous antioxidants is a well-known consideration, but the presence and activity of catalysts, the integrity of tissues and cells, the quantity of polyunsaturated lipids and the structural properties of the final food product, including total surface area of lipids, and the nature of surfactant materials all play important roles in final product stability.
KeywordsLipid Oxidation Carnosic Acid Edible Film Rosemary Extract Ascorbyl Palmitate
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.
Alexander, J. C.; Chemical and biological properties related to toxicity of heated fats, J. Toxicol. Environ. Health
, 125–138.CrossRefGoogle Scholar
Allen, R. R. Hydrogenation. In Bailey’s Industrial Oil and Fat Products
; Vol. 2; Swern, D., Ed.; J. Wiley: New York, 1982; pp 1–90.Google Scholar
Ames, B. N. Endogenous oxidative DNA damage, aging, and cancer. Free Radical Res. Commun.
, 121–128.CrossRefGoogle Scholar
Ames, B. N.; Shigenaga, M. K.; Hagen, T. M. Oxidants, antioxidants, and the degenerative diseases of aging. Proc. Nat. Acad. Sci. (USA)
, 7915–7922.CrossRefGoogle Scholar
Anonymous. The Surgeon Genera’s Report on Nutrition and Health. U.S. Department of Health and Human Services, Publication No. 88–50210
. U.S. Government Printing Office: Washington, DC, 1988.Google Scholar
Aruoma, O. I.; Halliwell, B.; Aeschbach, R.; Loligers, J. Antioxidant and proxidant properties of active rose-mary constituents: carnosol and carnosic acid. Xenobiotica
, 257–268.CrossRefGoogle Scholar
Billek. G., Heated fats in the diet, in The Role of Fats in Human Nutrition
, Padley, F. B.; Podmore, J., Eds.; Horwood: Chichester, UK, 1985; pp 163–172.Google Scholar
Buettner, G. R. The pecking order of free radicals and antioxidants: lipid peroxidation, alpha-tocopherol, and ascorbate. Arch. Biochem. Biophys.
, 535–543.CrossRefGoogle Scholar
Burton, G.; Ingold, K. I. Autoxidation of biological molecules I. The antioxidant activity of vitamin E and related chain breaking phenolic antioxidants in vitro, J. Am. Chem. Soc.
, 6472–6477.CrossRefGoogle Scholar
Buttery, R. G.; Teranishi, R. Gas-liquid chromatography of aroma of vegetables and fruits. Direct injection of aqueous vapors. Anal. Chem.
, 1439–1441.CrossRefGoogle Scholar
Das, N. P.; Ramanathan, L. Studies on flavonoids and related compounds as antioxidant in food. In Lipid-Soluble Antioxidants: Biochemistry and Clinical Applications
; Ong, A. S. H.; Packer, L., Eds.; Birkhauser: Basel, 1992; 295–306.CrossRefGoogle Scholar
Dhopeshwarkar, G.A., Naturally occurring food toxicants: toxic lipids. Prog. Lipid Res.
, 107–118.CrossRefGoogle Scholar
Drewnowski, A.; Greenwood, M. R. C. Cream and sugar: human preferences for high fat foods. Physiol. Behav.
, 629-633.CrossRefGoogle Scholar
Drewnowski, A. Taste preferences and food intake. Ann. Rev. Nutr.
, 237–253.CrossRefGoogle Scholar
Eriksson, C. E; Na, A. Antioxidant agents in raw materials and processed foods. Biochem. Soc. Symp.
, 221–234.Google Scholar
Esterbauer, H., Cytotoxicity and genotoxicity of lipid-oxidation products. Am. J. Clin. Nutr.
, 57 (Suppl. 5)
, 779S-786S.Google Scholar
Fielding, C. J.; Bist, A.; Fielding, P. E. Caveolin mRNA levels are up-regulated by free cholesterol and down-regulated by oxysterols in fibroblast monolayers. Proc. Natl. Acad. Sci. USA
1997, 94, 3753–3758.CrossRefGoogle Scholar
Fontana, A.; Antoniazzi, F; Cimino, G.; Mazza, G.; Trivellone, E.; Zanone, B. High-resolution NMR detection of cholesterol oxides in spray dried egg yolk. J. Food Sci.
, 869–872.CrossRefGoogle Scholar
Frankel, E. N. The antioxidant and nutritional effects of tocopherols, ascorbic acid and beta-carotene in relation to processing of edible oils. Bibl. Nutr. Dieta
, 297–312.Google Scholar
Frankel, E. N. Recent advances in lipid oxidation. J. Sci. Food Agric.
, 495–511.CrossRefGoogle Scholar
Frankel, E. N.; Huang, S. W.; Kanner, J.; German, J. B. Interfacial phenomena in the evaluation of antioxidants: bulk oils versus emulsions. J. Agric. Food Chem.
, 1054–1059.CrossRefGoogle Scholar
Fritsche, K. L.; Johnston, P. V. Rapid autoxidation of fish oil in diets without added antioxidants. J. Nutr.
, 425–426.Google Scholar
Gere, A. Decrease in essential fatty acid content of edible fats during the frying process. Z. Ernaehrungswiss
, 191–201.CrossRefGoogle Scholar
German, J. B. Muscle lipids. J. Muscle Foods
, 339–361.CrossRefGoogle Scholar
Halliwell, B. The role of oxygen radicals in human disease, with particular reference to the vascular system. Haemostasis
, 23 (Suppl. 1)
, 118–126.Google Scholar
Hanasaki, Y; Ogawa, S.; Fukui, S. The correlation between active oxygen scavenging and antioxidative effects of flavonoids. Free Radical Biol. Med.
, 845–850.CrossRefGoogle Scholar
Hetherington, M. M.; Rolls, B. J. Eating behavior in eating disorders: response to preloads. Physiol. Behav.
, 101–108.CrossRefGoogle Scholar
Hopia, A. I.; Huang, S.-W.; Schwarz, K.; German, J. B.; Frankel; E. N. Effect of different lipid systems on antioxidant activity of rosemary constituents carnosol and carnosic acid with and without a-tocopherol. J. Agric. Food Chem.
1996, 44, 2030–2036.CrossRefGoogle Scholar
Huang, S.-W.; Frankel, E. N.; German, J. B. Antioxidant activity of alpha- and gamma-tocopherols in bulk oils and in oil-in-water emulsions. J. Agric. Food Chem.
, 2108–2114.CrossRefGoogle Scholar
Huang, S.-W.; Frankel, E. N.; German, J. B. Effects of individual tocopherols and tocopherol mixtures on the oxidative stability of corn oil triglycerides. J. Agric. Food Chem.
, 2345–2350.CrossRefGoogle Scholar
Huang, S. W.; Frankel, E. N.; Aeschbach, R.; German J. B. (1997) Partition of selected antioxidants in corn oil-water model systems. J. Agric. Food Chem.
, 1991–1994.CrossRefGoogle Scholar
Jessup, W.; Rankin, S. M.; De Whalley, C. V.; Hoult, J. R.; Scott, J.; Leake, D. S. Alpha-tocopherol consumption during low-density-lipoprotein oxidation. Biochem. J.
, 399–405.Google Scholar
Johnson, S. L.; McPhee, L.; Birch, L. L. Conditioned preferences: young children prefer flavors associated with high dietary fat. Physiol. Behav.
, 1245–1251.CrossRefGoogle Scholar
Kanner, J.; German, J. B; Kinsella, J. E. Initiation of lipid oxidation in biological systems. Crit. Rev. Food Sci. Nutr.
, 317–364.CrossRefGoogle Scholar
Keen, C. L.; German, J. B.; Mareschi, J. P.; Gershwin, M. E. Nutritional modulation of murine models of autoimmunity. Rheum. Dis. Clin. North Am.
, 223–234.Google Scholar
Larson, R. A. Antoxidant mechanisms of secondary natural products. In Oxidative Stress and Antioxidant Defenses in Biology
; Ahmad, S., Ed.; Chapman and Hall: New York, 1995, pp 210–233.CrossRefGoogle Scholar
Laughton, M. J.: Evans, P. J.; Moroney, M. A.; Hoult, J. R.; Halliwell, B. Inhibition of mammalian 5-lipoxygenase and cyclo-oxygenase by flavonoids and phenolic dietary additives. Relationship to antioxidant activity and to iron ion-reducing ability. Biochem. Pharmacol.
, 1673–1681.CrossRefGoogle Scholar
Love, J. Mechanism of iron catalysis of lipid oxidation in warmed-over flavor of meat. In Food Lipids and Health
; McDonald, R. E.; Min, D. B., Eds.; Marcel Dekker: New York, 1996, pp 269–286.Google Scholar
Miller, K. S; Krochta, J. M. Oxygen and aroma barrier properties of edible films: A review. Trends Food Sci. Tech.
, 228–237.CrossRefGoogle Scholar
Morin, R. J.; Peng, S. K. The role of cholesterol oxidation products in the pathogenesis of atherosclerosis. Ann. Clin. Lab. Sci.
, 225–237.Google Scholar
Moser, H. A.; Dutton, H. J.; Evans, C. D.; Cowan, J. C. Conducting a taste panel for the evaluation of edible oils. Food Technol.
, 105–109.Google Scholar
Muggli, R. Dietary fish oils increase the requirement for vitamin E in humans. In Health Effects of Fish and Fish Oils
; Chandra, R. K., Ed.; ARTS Biomedical Publishers and Distributors: St. John’s, Newfoundland, 1989; pp 201–210.Google Scholar
Norris, F. A. Extraction of fats and oils. In Bailey’s Industrial Oil and Fat Products
; Vol. 2; Swern, D., Ed.; J. Wiley: New York, 1982; pp 178–245.Google Scholar
Osman, A., M. Wootton, R.S. Baker, A. Arlauskas, and T.M. Bonin, Mutagenic Activity of Heated Potato/Oil Systems, Nutr. Cancer
, 146–151.CrossRefGoogle Scholar
Paniangvait, P.; King, A. J.; Jones, A. D.; German, J. B. Cholesterol oxides in foods of animal origin. J. Food Sci.
, 1159–1174.CrossRefGoogle Scholar
Porter, N. A.; Caldwell, S. E.; Mills, S. A. Mechanisms of free radical oxidation of unsaturated lipids. Lipids
, 277–290.CrossRefGoogle Scholar
Qu, Y. H.; Xu, G. X.; Zhou, J. Z.; Chen, T. D.; Zhu, L. F.; Shields, P. G.; Wang, H. W.; Gao, Y. T. Genotoxicity of heated cooking oil vapors. Mutat. Res.
, 105–111.CrossRefGoogle Scholar
Schwarz, K.; Frankel, E. N.; German, J. B. Partition behavior of antioxidative phenolic compounds in heterophasic systems. Fett/Lipid
, 115–121.CrossRefGoogle Scholar
Sevanian, A.; Berliner, J.; Peterson, H. Uptake, metabolism, and cytotoxicity of isomeric cholesterol-5,6-epoxides in rabbit aortic endothelial cells. J. Lipid Res.
, 147–155.Google Scholar
Simoneau, C; McCarthy, M. J.; Reid, D. S.; German, J. B. Measurement of fat crystallization using NMR imaging and spectroscopy. Trends Food Sci. Technol.
, 208–211.CrossRefGoogle Scholar
Smouse, T. H. Significance of lipid oxidation to food processors. In Food Lipids and Health
; McDonald, R. E.; Min, D. B., Eds.; Marcel Dekker: New York, 1996
; pp 269–286.Google Scholar
St. Angelo, A. J. Lipid oxidation in foods. Crit.
Rev. Food Sci. Nutr.
, 175–224.CrossRefGoogle Scholar
Steinberg, D.; Parthasarathy, S.; Carew, T. E.; Khoo, J. C; Witztum, J. L. Beyond cholesterol, modifications of low-density lipoprotein that increase its atherogenicity. New Eng. J. Med.
. 915–924.CrossRefGoogle Scholar
Teranishi, R.; Buttery, R. G.; Lundin, R. Gas chromatography-direct vapor analyses of food products with programmed temperature control of dual column with dual flame ionization detectors. Anal. Chem.
, 1033–1035.CrossRefGoogle Scholar
Terao, J., Piskula, M.; Yao, Q. Protective effect of epicatechin, epicatechin gallate, and quercetin on lipid peroxidation in phospholipid bilayers. Arch. Biochem. Biophys.
, 278–284.CrossRefGoogle Scholar
Tournaire, C; Croux, S.; Maurette, M. T.; Beck, I.; Hocquaux, M.; Braun, A. M.; Oliveros, E. J. Antioxidant activity of flavonoids: efficiency of singlet oxygen (1 delta g) quenching. J. Photochem. Photobiol. B, Biol.
, 205–215.CrossRefGoogle Scholar
Warwick, Z. S.; Schiffman, S. S. Role of dietary fat in calorie intake and weight gain. Neurosci. Biobehav. Rev.
, 585–596.CrossRefGoogle Scholar
Zhang, W. B.; Addis, P. B. Prediction of levels of cholesterol oxides in heated tallow by dielectric measurement. J. Food Sci.
, 1673–1675.CrossRefGoogle Scholar
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