Abstract
During oxidation of unsaturated fatty acids via a radical-chain mechanism (Schultz, Day and Sinnhuber, 1962) primarily hydroperoxides are formed, which are decomposed to free radicals entering again the radical-chain thus further promoting fat oxidation. They are split to aldehydes (rancid products) as it is demonstrated in Fig. 1 for linoleic acid. The decomposition of the two isomeric hydroperoxides shown in Fig. 1 to radicals and volatile aldehydes is taking place according to the following reaction pattern:
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Literature References
Bauernfeind, J.C. (1953): The use of ascorbic acid in processing foods. Adv. Food Res. 4, 359.
Crowe, L.K., Jenness, R. Coulter, S.T. (1948): The reducing capacity of milk and milk products as measured by a modified ferricyanide method. J. Dairy Sci. 31, 595.
Eichner, K. Karel, M. (1972): The influence of water content and water activity on the sugar-amino browning reaction in model systems under various conditions. J. Agr. Food Chem. 20, 218.
Eichner, K. (1975): The influence of water content on nonenzymic browning reactions in dehydrated foods and model systems and the inhibition of fat oxidation by browning intermediates. Proceedings of an International Symposium on Water Relations of Foods. Academic Press, p. 417–434 ( R.B. Duckworth, Ed. )
Euler, H.V. Eistert, B. (1957): Chemie und Biochemie der Reduktone und Reduktonate. F. Enke Verlag, Stuttgart.
Evans, C.D., Moser, H.A., Cooney, P.M. Hodge, J.E. (1958): Amino-hexose-reductones as antioxidants. I. Vegetable Oils. J. Amer. Oil Chemists Soc. 35, 84.
Findlay, J.D., Higginbottom, C., Smith, J.A.B. Lea, C.H. (1946): The effect of the pre-heating temperature on the bacterial count and storage life of whole milk powder spray-dried by the Krause process. J. Dairy Res. 14, 378.
Griffith, T. Johnson, J.A. (1957): Relation of the browning reaction to storage stability of sugar cookies. Cereal Chem. 34, 159.
Hodge, J.E. (1953): Chemistry of browning reactions in model systems. J. Agr. Food Chem. 1, 928.
Hodge, J.E. Rist, C.E. (1953): The Amadori rearrangement under new conditions and its significance for nonenzymic browning reactions. J. Amer. Chem. Soc. 75, 316.
Hwang, C.-J. Kim, D.H. (1973): The antioxidant activity of some extracts from various stages of a Maillard-type browning reaction mixture. Chem. Abstr. 79, 114189e.
Jwainsky, H. Franzke, Cl. (1956): Zur antioxydativen Wirkung der Melanoidine. Dtsch. Lebensmittle-Rdsch. 52, 129.
Koch, S.D., Hyatt, A.A. Lopiekes, D.V. (1971): Basis of the stability of amine salts of linoleic acid. 1. Generally of the oxidation protection and effect of physical state. J. Food Sci. 36, 477.
Kuhn, R. Dansi, A. (1936): Ber. dt. chem. Ges. 69, 1745.
Linow, F., Roloff, M. Täufel, K. (1966): Zur Analytik der Carbonylverbindungen und Hydroperoxide bei der Autoxydation olefinischer Fette. 2. Mitteilung: Bestimmung von Carbonylen neben Hydroperoxiden in essigsaurem Miliue. Fette, Seifen 68, 866.
Lundberg, W.O. (1961): Autoxidation and antioxidants. John Wiley and Sons, Inc., New York.
Maleki, M. (1973): The effect of non-enzymic browning in the presence of glucose and glycine on the development of rancidity in corn oil. Fette, Seifen 75, 103.
Mottern, H.H., Spadaro, J.J. Gallo, A.S. (1969): Cooking- extrusion-expansion of rice. Food Technol. 23, 567.
Neurath, H. Bailey, K. (1953): The Proteins. Academic Press, Inc., New York.
Obata, H. (1972): Antioxidative effects of reductones on vegetable oils. Chem. Abstr. 77, 3944n.
Patton, S. (1955): Browning and associated changes in milk and and its products: a review. J. Dairy Sci. 38, 457.
Rhee, C. Kim, D.H. (1975): Antioxidant activity of acetone extracts obtained from a caramelization-type browning reaction. J. Food Sci. 40, 460.
Rockland, L.B. (1960): Saturated salt solutions for static control of relative humidity between 5° and 40°C, Analytical Chemistry 32, 1375.
Sato, K., Hegarty, G.R. Herring, H.K. (1973): The inhibition of warmedover flavor in cooked meats. J. Food Sci. 38, 398.
Schultz, H.W., Day, E.A. Sinnhuber, R.O. (1962): Lipids and their oxidation. The AVI Publishing Company, Westport, CT.
Tarr, H.L.A. Cooke, N.E. (1950): Comparative value of carbonyl enediols in retarding enzymic browning of fruits. Food Technol. 4, 245.
Yamaguchi, N. et al. (1968): Browning reaction products produced by the reaction between sugars and amino acids. IV. Relationship between potassium ferricyanide-reducing power and stability of lard in cookies. V. Effect of browning reaction products and legal antioxidants on the stability of fats. Chem. Abstr. 68, 2027s, 48427a.
Yamaguchi, N. et al. (1969): Browning reaction products produced by the reaction between sugars and amino acids. VII. Decomposition of lipid hydroperoxides by the browning products. Chem. Abstr. 70, 10526k.
Yamaguchi, N. et al. (1970): Browning reaction products from reducing sugars and amino acids. X. Fractionation of browning reaction products on Sephadex column and anti-oxidative activity of the fractionated material. Chem. Abstr. 73, 97607w.
Zipser, M.W. Watts, B.M. (1961): Lipid oxidation in heat sterilized beef. Food Technol. 15, 445.
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Eichner, K. (1980). Antioxidative Effect of Maillard Reaction Intermediates. In: Simic, M.G., Karel, M. (eds) Autoxidation in Food and Biological Systems. Springer, Boston, MA. https://doi.org/10.1007/978-1-4757-9351-2_20
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