Elsevier, Carbohydrate Polymers, 2(64), p. 299-305
DOI: 10.1016/j.carbpol.2005.11.040
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Novel water-soluble polymers, N-(γ-propanoyl-valin)-chitosan and N-(γ-propanoyl-aspartic acid)-chitosan, were synthesized by reaction of low molecular weight chitosan with Nα-(3-bromopropanoyl)-valine and Nα-(3-bromopropanoyl)-aspartic acid, respectively, under mild conditions. Prior to reaction with chitosan, the peptide substituents have been prepared by standard peptide chemistry methods from 3-bromopropanoic acid and the relevant α-amino acid tert-butyl esters. The chemical structure and physical properties of the novel chitosan derivatives were characterized by 1H NMR and IR spectroscopy. The polymers are highly soluble in a wide pH range, which opens new perspectives for the applications of chitosan-based materials.