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Chemical and Functional Properties of Food Saccharides

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© 2004 by CRC Press LLC<br />

drying <strong>of</strong> the aqueous c<strong>of</strong>fee extracts <strong>of</strong>fers better aroma. The caffeine/CD complex<br />

can be prepared, but its properties (association constant <strong>and</strong> solubility) in aqueous<br />

solution are not appropriate to remove the caffeine from c<strong>of</strong>fee. Various insoluble,<br />

swelling CD polymers were much less efficient in removing caffeine from aqueous<br />

c<strong>of</strong>fee extracts. The CD polymers extracted hardly 4 to 26% <strong>of</strong> caffeine whereas<br />

charcoal provided a 77% yield <strong>of</strong> entrapment. In removal <strong>of</strong> chlorogenic acid, some<br />

β-CD polymers were as useful as charcoal. A 70% yield <strong>of</strong> isolation was achieved<br />

by both methods. Addition <strong>of</strong> 0.005 to 1% β-CD to canned citrus products prevented<br />

precipitation <strong>of</strong> poorly soluble bitter hesperidin <strong>and</strong> naringin. Excessive amounts <strong>of</strong><br />

these compounds can be selectively removed chromatographically by using columns<br />

packed with CD polymers.<br />

A low level <strong>of</strong> cholesterol in low-cholesterol butter, a Belgian product, was<br />

achieved by complexation <strong>of</strong> cholesterol from the molten butter with β-CD. The<br />

complex is easy to remove from the final product. Over 90% <strong>of</strong> cholesterol can be<br />

removed in one step <strong>and</strong> the butter remains CD-free. Also, low-cholesterol dairy<br />

products, such as cheese, cream, or even low-cholesterol egg, are available by using<br />

this technology.<br />

17.4.5 FURTHER EXAMPLES OF APPLICATIONS OF CYCLODEXTRINS<br />

TO FOOD<br />

CDs incorporated into food-packaging plastic films very effectively reduce the loss<br />

<strong>of</strong> aroma substances. Various CD complexes can be utilized in foodstuffs as antiseptics<br />

<strong>and</strong> preservatives. Iodine/β-CD applied at a 0.1% concentration provides a<br />

two-month inhibition against putrefying in fish paste <strong>and</strong> frozen marine products<br />

stored at 20°C. No growth <strong>of</strong> Aspergillus, Penicillium, or Trichoderma strains was<br />

observed on the surface <strong>of</strong> vinylacetate polymer or polypropylene foil containing<br />

the iodine complex.<br />

Fungicide/CD complexes incorporated into films, for example, packaging <strong>of</strong><br />

fermented cheese, inhibit the development <strong>of</strong> the surface mold colonies <strong>and</strong> thereby<br />

significantly extend the shelf life <strong>of</strong> products.<br />

Edible films containing CDs <strong>and</strong> sugars have been described. The ethanol/CD<br />

complex packed in an ethanol-permeable film is an efficient antimold antiseptic for<br />

packaged foods. The CD complex or benzoic acid is also used as a food preservative.<br />

17.5 EXAMPLES OF APPLICATION OF<br />

CYCLODEXTRINS IN VARIOUS INDUSTRIAL<br />

PRODUCTS AND TECHNOLOGIES<br />

17.5.1 PHARMACEUTICALS 8,10,13<br />

More than 6000 papers, patents, <strong>and</strong> conference abstracts (i.e., about 25% <strong>of</strong> the<br />

available CD literature) are dedicated to the potential pharmaceutical uses <strong>of</strong> CDs.<br />

The number <strong>of</strong> CD-containing marketed drugs is steadily increasing. The active<br />

ingredients in drug formulations are frequently poorly soluble or instable, or they<br />

possess unacceptable taste. In many cases, application <strong>of</strong> a properly selected CD

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