Publication: Physicochemical properties and biocompatibility of N-trimethyl chitosan: Effect of quaternization and dimethylation
Issued Date
2008-10-01
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ISSN
09396411
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2-s2.0-52949130676
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Mahidol University
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SCOPUS
Bibliographic Citation
European Journal of Pharmaceutics and Biopharmaceutics. Vol.70, No.2 (2008), 563-571
Suggested Citation
Anchalee Jintapattanakit, Shirui Mao, Thomas Kissel, Varaporn Buraphacheep Junyaprasert Physicochemical properties and biocompatibility of N-trimethyl chitosan: Effect of quaternization and dimethylation. European Journal of Pharmaceutics and Biopharmaceutics. Vol.70, No.2 (2008), 563-571. doi:10.1016/j.ejpb.2008.06.002 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/18852
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Title
Physicochemical properties and biocompatibility of N-trimethyl chitosan: Effect of quaternization and dimethylation
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Abstract
The aim of this research was to investigate the effect of degrees of quaternization (DQ) and dimethylation (DD) on physicochemical properties and cytotoxicity of N-trimethyl chitosan (TMC). TMC was synthesized by reductive methylation of chitosan in the presence of a strong base at elevated temperature and polymer characteristics were investigated. The number of methylation process and duration of reaction were demonstrated to affect the DQ and DD. An increased number of reaction steps increased DQ and decreased DD, while an extended duration of reaction increased both DQ and DD. The molecular weight of TMC was in the range of 60-550 kDa. From the Mark-Houwink equation, it was found that TMC in 2% acetic acid/0.2 M sodium acetate behaved as a spherical structure, approximating a random coil. The highest solubility was found with TMC of an intermediate DQ (40%) regardless of DD and molecular weight. The effect of DD on the physicochemical properties and cytotoxicity was obviously observed when proportion of DD to DQ was higher than 1. TMC with relatively high DD showed reduction in both solubility and mucoadhesion and hence decreased cytotoxicity. However, the influence of DD was insignificant when DQ of TMC was higher than 40% at which physicochemical properties and cytotoxicity were mainly dependent upon DQ. © 2008 Elsevier B.V. All rights reserved.