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Chemical and Functional Properties of Food Saccharides

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(a)<br />

(b)<br />

© 2004 by CRC Press LLC<br />

FIGURE 14.1 Schematic representation <strong>of</strong> the chemical structure <strong>of</strong> chitin (a) <strong>and</strong> chitosan (b).<br />

in 0.1 M acetic acid. 3 Commercially produced chitosans are normally prepared by<br />

alkaline deacetylation <strong>of</strong> chitin.<br />

Several methods have been proposed <strong>and</strong> used for determining the degree <strong>of</strong> Nacetylation<br />

<strong>of</strong> chitosans: IR, UV, gel permeation chromatography, colloid titration,<br />

elemental analysis, dye adsorption, <strong>and</strong> acid–base titration methods. 3 These methods<br />

have repeatedly been reported to be only partially quantitative <strong>and</strong> relatively cumbersome.<br />

An enzymatic method based on complete hydrolysis <strong>of</strong> chitosan for determining<br />

the fraction <strong>of</strong> N-acetylated units, F A, has been proposed, 4 in which quantification<br />

<strong>of</strong> GlcNAc <strong>and</strong> GlcN was done either colorimetrically or by HPLC analysis.<br />

Also, a similar method based on acid hydrolysis <strong>of</strong> the N-acetyl groups <strong>and</strong> detection<br />

<strong>of</strong> acetic acid by HPLC analysis <strong>and</strong> UV spectrometry has been reported. 5 This<br />

method is advantageous in that both chitosan <strong>and</strong> chitin (soluble <strong>and</strong> insoluble<br />

material) can be analyzed. Proton NMR spectroscopy is a convenient <strong>and</strong> accurate<br />

method for determining the chemical composition <strong>of</strong> chitosans, 6,7 <strong>and</strong> a typical<br />

proton NMR spectrum used to determine F A is shown in Figure 14.2. NMR measurements<br />

<strong>of</strong> aqueous solutions <strong>of</strong> chitosans are, however, limited to samples that<br />

are soluble in the solvent, which limits the analysis to chitosans with F A values lower<br />

than ca. 0.7 in aqueous solutions.

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