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Food Lipids: Chemistry, Nutrition, and Biotechnology

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27<br />

Enzymatic Interesterification<br />

WENDY M. WILLIS<br />

Ives’ Veggie Cuisine, Vancouver, British Columbia, Canada<br />

ALEJANDRO G. MARANGONI<br />

University of Guelph, Guelph, Ontario, Canada<br />

I. INTRODUCTION<br />

The development of methods to improve the nutritional <strong>and</strong> functional properties of<br />

fats <strong>and</strong> oils is of great interest to food processors. The molecular weight, unsaturation,<br />

<strong>and</strong> positional distribution of fatty acid residues on the glycerol backbone of<br />

triacylglycerols are the principal factors determining the physical properties of fats<br />

<strong>and</strong> oils (1,2). Chemical interesterification produces a complete positional r<strong>and</strong>omization<br />

of acyl groups in triacylglycerols. It is used in the manufacture of shortenings,<br />

margarines, <strong>and</strong> spreads to improve their textural properties, modify melting behavior,<br />

<strong>and</strong> enhance stability (3,4). Interest in interesterification from a nutritional <strong>and</strong><br />

functional st<strong>and</strong>point is increasing since it can be used to produce margarines with<br />

no trans unsaturated fatty acids, synthesize cocoa butter substitutes <strong>and</strong> improve the<br />

nutritional quality of some fats <strong>and</strong> oils (5). Recently, research efforts have been<br />

directed to substituting some chemical interesterification applications with enzymatic<br />

interesterification because of the inherent advantages associated with the enzymatic<br />

process. Enzymatic reactions are more specific, require less severe reaction conditions,<br />

<strong>and</strong> produce less waste. Also, when immobilized, enzymes can be reused,<br />

thereby making them economically attractive (6). Interesterification, whether chemical<br />

or enzymatic, is the exchange of acyl groups between an ester <strong>and</strong> an acid<br />

(acidolysis), an ester <strong>and</strong> an alcohol (alcoholysis), an ester <strong>and</strong> an ester (transesterification)<br />

(7).<br />

The major components of fats <strong>and</strong> oils are triacylglycerols, the composition of<br />

which is specific to the origin of each fat or oil. The physical properties of various<br />

fats <strong>and</strong> oils are different because of the structure <strong>and</strong> distribution of fatty acids in<br />

the triacylglycerols (8). In natural fats, acyl groups are distributed in a nonr<strong>and</strong>om<br />

fashion. During chemical or enzymatic interesterification, acyl groups are redistrib-<br />

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

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