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Food Lipids: Chemistry, Nutrition, and Biotechnology

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19<br />

Dietary Fats, Eicosanoids, <strong>and</strong> the<br />

Immune System<br />

DAVID M. KLURFELD<br />

Wayne State University, Detroit, Michigan<br />

I. EICOSANOIDS<br />

There is a complex relationship among dietary fats, eicosanoids, <strong>and</strong> the immune<br />

system. Because long chain polyunsaturated fatty acids are the precursors for eicosanoids,<br />

these dietary components have the potential to modify levels of the products<br />

in the body. This is especially true if there is heavy reliance on a single fat in the<br />

diet. While this is the st<strong>and</strong>ard approach in nutrition studies in animals, it is also<br />

true that in a number of countries a single fat source provides as much as two-thirds<br />

of the human population’s total fat intake. In controlled feeding trials in humans,<br />

both the type <strong>and</strong> the amount of fat have been varied to permit an examination of<br />

the effects on eicosanoid production or changes in immune status.<br />

Eicosanoids are only one of many possible mediators through which diet can<br />

influence the immune response. Eicosanoids are a large group of cyclized derivatives<br />

of the essential fatty acids that have potent biological activities <strong>and</strong> always contain<br />

20 carbon atoms. These compounds usually have very short half-lives (measured in<br />

seconds) <strong>and</strong> are derived from the precursor fatty acids via a series of enzymatic<br />

steps (Fig. 1). In addition to the prostagl<strong>and</strong>ins <strong>and</strong> leukotrienes, a variety of derivatives<br />

of 20-carbon fatty acids are produced. These include hydroxy <strong>and</strong> hydroperoxy<br />

fatty acids as well as hydroxylated or epoxydized derivatives. Cyclooxygenases add<br />

two oxygen molecules, lipoxygenase adds a single oxygen molecule, <strong>and</strong> cytochrome<br />

P450s add one atom of oxygen to the fatty acid.<br />

The principal characteristic of the essential fatty acids (EFAs) is the presence<br />

of two or more cis double bonds in the families of �3 or�6 fatty acids, which must<br />

be derived from the diet. Fatty acids containing trans double bonds do not have EFA<br />

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

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