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Food Lipids: Chemistry, Nutrition, and Biotechnology

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erols to generate semisolid or plastic fats more suitable for specific applications, it<br />

may also be applied to phospholipid fractions. Hydrogenated lecithins are more stable<br />

<strong>and</strong> more easily bleached to a light color, <strong>and</strong> therefore are more useful as emulsifiers<br />

than the natural, highly unsaturated lecithin from soybean oil. These advantages are<br />

exemplified by a report that hydrogenated lecithin functions well as an emulsifer <strong>and</strong><br />

as an inhibitor of fat bloom in chocolate [32].<br />

In practice, hydrogenation involves the mixing of the lipid with a suitable<br />

catalyst (usually nickel), heating, <strong>and</strong> then exposing the mixture to hydrogen at high<br />

pressures during agitation. Phospholipids are not as easily hydrogenated as triacylglycerols;<br />

as a result, their presence decreases the catalyst activity toward triacylglycerols<br />

[33]. In this situation, phosphatidic acid was the most potent poisoning<br />

agent; however, fine-grained nickel catalyst was more resistant to the poisoning effect<br />

of phospholipids than moderate-grained catalyst. In any event, hydrogenation of<br />

phospholipids requires higher temperatures <strong>and</strong> higher hydrogenation pressures. For<br />

example, hydrogenation of lecithin is carried out at 75–80�C in at least 70 atm<br />

pressure <strong>and</strong> in the presence of a flaked nickel catalyst [34]. In chlorinated solvents<br />

or in mixtures of these solvents with alcohol, much lower temperatures <strong>and</strong> pressures<br />

can be used for hydrogenation, particularly when a palladium catalyst is used [35].<br />

VIII. HYDROXYLATION<br />

Hydroxylation of the double bonds in the unsaturated fatty acids of lecithin improves<br />

the stability of the lecithin <strong>and</strong> its dispersibility in water <strong>and</strong> aqueous media. Total<br />

hydroxylating agents for lecithin include hydrogen peroxide in glacial acetic acid<br />

<strong>and</strong> sulfuric acid [36]. Such products have been advocated as useful in c<strong>and</strong>y manufacture<br />

in which sharp moldings can be obtained when the hydroxylated product is<br />

used with starch molds.<br />

IX. HYDRATION<br />

The amount of water absorbed by phospholipids has been measured by a number of<br />

different methods, including gravimetry, X-ray diffraction, neutron diffraction, NMR,<br />

<strong>and</strong> DSC [37]. For any measurement, however, Klose et al. [38] cautioned that the<br />

morphology <strong>and</strong> method of sample preparation can induce the formation of defects<br />

in <strong>and</strong> between the bilayers, <strong>and</strong> therefore will influence the water content of lamellar<br />

phospholipids.<br />

The electrical charge on the phospholipid head group does not in itself determine<br />

the nature of the water binding. However, it does affect the amount of water<br />

bound. The amount of water absorbed by PC from the vapor phase increased monotonically<br />

from 0 water molecules per PC molecule at 0% humidity to between 14<br />

[39] <strong>and</strong> 20 [40] water molecules per lipid molecule at 100% relative humidity.<br />

Observed differences may be due to the difficulty of exerting accurate control over<br />

relative humidities near 100% when temperature gradients in the system are present.<br />

The results of X-ray diffraction studies indicated that when directly mixed with bulk<br />

water PC imbibed up to 34 water molecules [41,42]. Considerably less water was<br />

imbibed by PE, with a maximum of about 18 water molecules per lipid [43]. From<br />

the saturated vapor phase, however, liquid crystalline egg yolk PE only absorbed<br />

about 10 water molecules per lipid molecule [39], whereas for charged phospholipids,<br />

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

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