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Chemical and Functional Properties of Food Saccharides

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© 2004 by CRC Press LLC<br />

OSO 2H, OSO 2R, ONO groups. R represents an organic moiety providing the chemical<br />

activity <strong>of</strong> the X substituents. It is usually an aliphatic carbon chain carrying<br />

additionally a Y substituent. Many Ys, from the hydrogen atom to complex groups,<br />

have been tested. For instance, when Y = COOH, carboxylalkyl starches are formed.<br />

Etherification with compounds carrying amino, alkyl amino, <strong>and</strong> dialkylamino as<br />

well as quaternized dialkylamino groups leads to cationic starches, which are interesting<br />

additives to cellulose pulp <strong>and</strong> sizes. Etherification can be performed with<br />

ethylene oxide <strong>and</strong> aziridine <strong>and</strong> their derivatives too. When both X <strong>and</strong> Y functional<br />

groups are capable <strong>of</strong> nucleophilic substitution or esterification, cross-linking <strong>of</strong><br />

starch is possible.<br />

9.2.5 ACETALATION<br />

The hydroxyl groups <strong>of</strong> starch glucose units are capable <strong>of</strong> forming hemiacetals<br />

with aldehydes. Cross-linking <strong>of</strong> starch occurs with dialdehydes. 2 Starch acetals are<br />

formed in reversible reactions. Hence, acetals are fairly unstable during storage <strong>and</strong><br />

liberate acetalating aldehyde, which is usually unacceptable in food technology.<br />

However, acetals with such aldehydes as vanillin, eugenol, <strong>and</strong> other food-aromatizing<br />

aldehydes might have certain applications in food technology as semimicrocapsules.<br />

9.2.6 HALOGENATION<br />

Chlorination <strong>of</strong> cereals is sometimes used to improve functional properties <strong>of</strong> flours.<br />

Bleaching is a frequently used process but saccharides are not chlorinated in this<br />

manner. Chlorination can be achieved by reacting starch with such common chlorinating<br />

agents as PCl 3, PCl 5, POCl 3, or SOCl 2, by which the hydroxyl groups <strong>of</strong><br />

glucose units are substituted with chlorine.<br />

9.2.7 AMINATION AND CARBAMOYLATION<br />

Amino starches are available by etherification <strong>of</strong> starch with compounds carrying<br />

amino groups. Treatment <strong>of</strong> starch with ammonia modifies starch <strong>and</strong> cereals, particularly,<br />

on thermolysis <strong>of</strong> starch under ammonia. There is no addition <strong>of</strong> nitrogencontaining<br />

functional groups to starch. 2 Reaction <strong>of</strong> starch with amides, particularly<br />

urea, produces carbamoylated starches, which as specific urea-enriched products are<br />

frequently used as a fodder for ruminants.<br />

9.2.8 GRAFT POLYMERIZATION<br />

Reaction <strong>of</strong> starch with vinyl monomers, that is, compounds with the general structure<br />

<strong>of</strong> CH 2=CH-X, where X = H, Cl, COOH, CONH 2, COOCH 3, OCOCH 3, <strong>and</strong> so<br />

on, results in formation <strong>of</strong> graft starch polymers. These reactions require initiation.<br />

Depending on initiators used, process follows a free radical or an ionic mechanism.<br />

The initiator used influences structure <strong>and</strong> properties <strong>of</strong> final products by either<br />

promoting grafting <strong>of</strong> starch with monomers over polymerization <strong>of</strong> vinyl monomers

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