N-(2-carboxyethyl)chitosans: regioselective synthesis, characterisation and protolytic equilibria

• Type: Article in International Scientific Journal
• Date: 2003

Authors

Skorik, YA (Author) Other; Gomes, CAR (Author) FCUP; Vasconcelos, MTSD (Author) Other; Yatluk, YG (Author) Other

Journal

Title: Carbohydrate Research

Vol. 338

Pages: 271-276

ISSN: 0008-6215

Publisher: Elsevier

Indexing

ISI Web of Knowledge - 66 Citations

Scopus - 74 Citations

Scientific classification

FOS: Natural sciences > Chemical sciences

Other information

Authenticus ID: P-000-HZ5

DOI: 10.1016/s0008-6215(02)00432-9

Abstract (EN): N-(2-Carboxyethyl)chitosans were obtained by reaction of low molecular weight chitosan with a low degree of acetylation and 3-halopropionic acids under mild alkaline media (pH 8-9, NaHCO3) at 60 degreesC. The chemical structure of the derivatives obtained was determined by H-1 and C-13 NMR spectroscopies. It was found that alkylation of chitosan by 3-halopropionic acids proceeds exclusively at the amino groups. The products obtained are described in terms of their degrees of carboxyethylation and ratio of mono-, di-substitution and free amine content. The protonation constants of amino and carboxylate groups of a series of N-(2-carboxyethyl)chitosans were determined by pH-titration at ionic strength 0.1 M KNO3 and 25 degreesC.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 6