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Food Lipids: Chemistry, Nutrition, and Biotechnology

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Table 3 Membrane Deterioration in Animal <strong>and</strong> Plant Tissues<br />

Tissue Description of deterioration Manifestations of deterioration<br />

Animal Loss of membrane integrity<br />

Oxidative degradation of membrane<br />

lipids<br />

Plant Loss of membrane integrity<br />

Chilling injury<br />

Senescence/aging<br />

Dehydration<br />

V. EMULSIFYING PROPERTIES OF PHOSPHOLIPIDS<br />

Drip<br />

Generation of off-flavors: rancid,<br />

warmed-over<br />

Loss of crispness<br />

Surface pitting; discoloration<br />

Premature yellowing<br />

Failure to rehydrate<br />

When one of two immiscible liquid phases is dispersed in the other as droplets, the<br />

resulting mixture is referred to as an emulsion. To aid in the stabilization of mainly<br />

oil/water emulsions, phospholipids may act as an emulsifier by adsorbing at the<br />

interface of the two phases, their amphipathic character contributing to the lowering<br />

of interfacial tension. To characterize this process more specifically, a sequence of<br />

phase or pseudophase transitions was described near the phase boundary between<br />

immiscible liquids upon hydration of an adsorbed phospholipid in n-decane [20].<br />

These transitions were spherical reverse micelles → three-dimensional network from<br />

entangled wormlike micelles → organogel separation into a diluted solution <strong>and</strong> a<br />

compact gel or solid mass precipitating on the interfacial boundary. When prepared<br />

in the presence of electrolytes, however, these phospholipid emulsions have a poor<br />

stability due to the ability of electrolytes to enhance the vibration of the phospholipid<br />

groups at the interface [21]. To circumvent the destabilizing effect of electrolytes,<br />

steric surfactants at low concentrations (0.025–0.05%) may be added [22].<br />

Both soybean lecithin <strong>and</strong> egg yolk are used commercially as emulsifying<br />

agents. Egg yolk contains 10% phospholipid <strong>and</strong> has been used to help form <strong>and</strong><br />

stabilize emulsions in mayonnaise, salad dressing, <strong>and</strong> cakes. Commercial soybean<br />

lecithin, containing equal amounts of phosphatidylcholine (PC) <strong>and</strong> inositol, has also<br />

been used as an emulsifying agent in ice cream, cakes, c<strong>and</strong>ies, <strong>and</strong> margarine. To<br />

exp<strong>and</strong> the range of food grade emulsifiers having different hydrophilic <strong>and</strong> lipophilic<br />

properties, lecithins have been modified physically <strong>and</strong> enzymatically.<br />

VI. HYDROLYSIS OF PHOSPHOLIPIDS<br />

Several types of ester functionality, all capable of hydrolysis, are present in the<br />

component parts of glycerophospholipids (Fig. 1). These may be hydrolyzed totally<br />

by chemical methods or selectively by either chemical or enzymatic methods.<br />

A. Chemical Hydrolysis<br />

Mild acid hydrolysis (trichloroacetic acid, acetic acid, HCl, <strong>and</strong> a little HgCl2) results<br />

in the complete cleavage of alk-1-enyl bonds of plasmalogens, producing long chain<br />

aldehydes. With increasing strength of acid <strong>and</strong> heating (e.g., 2 N HCl or glacial<br />

acetic acid at 100�C), diacylglycerol <strong>and</strong> inositol phosphate are formed from phos-<br />

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

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