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Food Lipids: Chemistry, Nutrition, and Biotechnology

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Figure 2 Hydrolysis reactions in frying oils.<br />

ular weight acidic products arising from fat oxidation enhance the hydrolysis in the<br />

presence of steam during frying [5]. Hydrolysis products, like all oil degradation<br />

products, decrease the stability of frying oils <strong>and</strong> can be used to measure oil fry life,<br />

e.g., free fatty acids.<br />

b. Oxidation. Oxygen, which is present in fresh oil <strong>and</strong> is introduced into the<br />

frying oil at the oil surface <strong>and</strong> by addition of food, activates a series of reactions<br />

involving formation of free radicals, hydroperoxides, <strong>and</strong> conjugated dienoic acids.<br />

The chemical reactions that occur during the oxidation process contribute to the<br />

formation of both volatile <strong>and</strong> nonvolatile decomposition products. For example,<br />

ethyl linoleate oxidation leads to the formation of conjugated hydroperoxides that<br />

can form noncycling long chain, products or they can cyclize <strong>and</strong> form peroxide<br />

polymers [8]. The oxidation mechanism in frying oils is similar to autoxidation at<br />

25�C; however, the unstable primary oxidation products—hydroperoxides—decompose<br />

rapidly at 190�C into secondary oxidation products such as aldehydes <strong>and</strong> ketones<br />

(Fig. 3). Secondary oxidation products that are volatile significantly contribute<br />

to the odor of the oil <strong>and</strong> flavor of the fried food [11,12]. If the secondary oxidation<br />

products are unsaturated aldehydes, such as 2,4-decadienal, 2,4-nonadienal, 2,4-octadienal,<br />

2-heptenal, or 2-octenal, they contribute to the characteristic fried flavor in<br />

oils that are not deteriorated <strong>and</strong> can be considered desirable [12]. However, saturated<br />

<strong>and</strong> unsaturated aldehydes, such as hexanal, heptanal, octanal, nonanal, <strong>and</strong> 2-decenal,<br />

have distinctive off-odors in olfactometry analyses of heated oil. Fruity <strong>and</strong><br />

plastic are the predominate off-odors of heated high oleic oils <strong>and</strong> can be attributed<br />

primarily to heptanal, octanal, nonanal, <strong>and</strong> 2-decenal [11].<br />

Analysis of primary oxidation products, such as hydroperoxides, at any point<br />

in the frying process provides little information because their formation <strong>and</strong> decom-<br />

Copyright 2002 by Marcel Dekker, Inc. All Rights Reserved.

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