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Food Lipids: Chemistry, Nutrition, and Biotechnology

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lesterol paralleled the decrease in concentration of trisaturates <strong>and</strong> the scattering of<br />

myristic acid away from sn-2 to sn-1 <strong>and</strong> sn-3 positions.<br />

Finally, Koga et al. [116] examined the effects of r<strong>and</strong>omization of partially<br />

hydrogenated corn oil on fatty acid <strong>and</strong> cholesterol absorption <strong>and</strong> on tissue lipid<br />

levels in rats. They found that interesterification did not lead to beneficial effects but<br />

rather enhanced the hypercholesterolemic tendency of trans fatty acids.<br />

There appears to be some dispute as to the health effects of interesterification.<br />

Whereas the dietary concerns for avoiding trans fatty acids seem well documented,<br />

the nutritional effects of fatty acid positional distribution are presently less clear-cut.<br />

XIII. DISTINGUISHING CHEMICAL FROM ENZYMATIC<br />

INTERESTERIFICATION<br />

Although great strides have been made with extracellular microbial lipases as catalysts<br />

for interesterification, most of the industry still relies on chemical interesterification.<br />

Each type of interesterification possesses advantages <strong>and</strong> disadvantages. Advantages<br />

of chemical interesterification over enzymatic transformations primarily<br />

involve cost recovery <strong>and</strong> initial investment. Chemical catalysts are much cheaper<br />

than lipases. Even with immobilization procedures, capital investment remains high.<br />

Second, chemical interesterification is a tried-<strong>and</strong>-true approach; it has been around<br />

for a long time, <strong>and</strong> industrial procedures <strong>and</strong> equipment are available [45].<br />

Costs aside, does treatment by means of chemical or enzymatic interesterification<br />

in identical applications result in the same final product? Kalo et al. [117]<br />

compared the changes in triacylglycerol composition <strong>and</strong> physical properties of butterfat<br />

interesterified using either sodium methoxide or a nonspecific lipase from C<strong>and</strong>ida<br />

cylindracae <strong>and</strong> found only small differences in both interesterified butterfats.<br />

The compositional changes induced by both chemical <strong>and</strong> enzymatic means were<br />

similar, with the trisaturate triacylglycerol content being slightly higher in the enzymatically<br />

modified product. In terms of physical properties, the chemically interesterified<br />

butterfat was slightly harder than its enzymatically modified counterpart.<br />

Hence, for r<strong>and</strong>omization purposes, the methods appeared to yield similar results for<br />

the modification of butterfat. However, the product’s butter flavor must be taken into<br />

account. The harsh process conditions of chemical interesterification result in loss of<br />

butter’s fine flavor. For purposes where flavor is not a problem, the simpler, tried<strong>and</strong>-true<br />

chemical process is preferable.<br />

Enzymatic interesterification has many advantages, such as milder processing<br />

conditions <strong>and</strong> the possibility of regiospecificity <strong>and</strong> fatty acid specificity. This specificity<br />

permits structuring not possible by chemical means. For the production of<br />

nutritionally superior fats, enzymatic interesterification is ideally suited.<br />

XIV. PERSPECTIVES<br />

Chemical interesterification is likely to remain a force in the food industry for the<br />

foreseeable future. With the progressive demise of hydrogenation likely to continue,<br />

interesterification (both chemical <strong>and</strong> enzymatic) will gain greater prominence as a<br />

food lipid modification strategy.<br />

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

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