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Food Lipids: Chemistry, Nutrition, and Biotechnology

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<strong>and</strong> ketones. This ion is formed from the reaction of 2,4-dinitrophenylhydrazine (2,4-<br />

DNDH) with an aldehyde or ketone, followed by the reaction of the resulting hydrozones<br />

with alkali (Fig. 7), which is then analyzed spectroscopically at a given<br />

wavelength. Many variations of this spectroscopic method have been reported<br />

[45,46]. Each method offers an alternative solvent, wavelength, or workup to analyze<br />

the quinoidal ion.<br />

The analysis of individual carbonyl compounds is another method which has<br />

recently gained popularity. Hexanal, one of the major secondary products formed<br />

during the oxidation of linoleic or other �-6 fatty acids in lipid-containing foods<br />

[47,48], has been used to follow lipid oxidation. Shahidi <strong>and</strong> Pegg [47] reported that<br />

a linear relationship existed between hexanal content, sensory scores, <strong>and</strong> TBA numbers<br />

of cooked ground pork, whereas St. Angelo et al. [49] established a similar<br />

correlation for cooked beef. O’Keefe et al. [50] have used hexanal as an indicator<br />

to assess oxidative stability of meat from broiler chickens fed fish meal. Supplementation<br />

of high amounts of fish meal to the diet increased the hexanal content of<br />

the thigh meat during storage. However, recent studies have shown that during oxidation<br />

of marine oils which are rich in polyunsaturated fatty acids of the �-3 type,<br />

large amounts of propanal are formed <strong>and</strong> that a good correlation exists between the<br />

content of propanal <strong>and</strong> the amount of TBARS in such samples [51,52]. Therefore,<br />

it is essential to use appropriate indicators when assessing stability of food lipids.<br />

We recommend that hexanal be used when oils under investigation are rich in �-6<br />

fatty acids while propanal would serve as a reliable indicator when oils high in �-3<br />

fatty acids are being considered.<br />

6. Hydrocarbons <strong>and</strong> Fluorescent Products<br />

Studies of oxidized methyl linoleate <strong>and</strong> soybean oil [53] have revealed that saturated<br />

hydrocarbons could be detected when aldehydes are either absent or undetectable.<br />

Snyder et al. [54] have reported that ethane, propane, <strong>and</strong> pentane are predominant<br />

short chain hydrocarbons formed through thermal decomposition of soybean oil.<br />

Correlations of flavor acceptability scores <strong>and</strong> pentane content determined by GC<br />

Figure 7 Reaction steps in the production of hydrozones from carbonyls <strong>and</strong> 2,4dinitrophenylhydrazine.<br />

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

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