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Open AccessArticle

Chitin-Methacrylate: Preparation, Characterization and Hydrogel Formation

1
Department of Chemistry, the National University of Singapore, 3 Science Drive 3, Singapore 117543, Singapore
2
Pharmacy, School of Biomedical, Biomolecular and Chemical Sciences, The University of Western Australia, 35 Stirling Highway, Crawley WA 6009, Australia
3
Department of Orthopedic Surgery, Singapore General Hospital, Outram Road, Singapore 16960, Singapore
*
Author to whom correspondence should be addressed.
Present address: Biosensors Interventional Technologies Pte Ltd, Block 10, Kaki Bukit Avenue 1, #06-01/04, Kampong Ubi Industrial Estate, Singapore 417942, Singapore
Materials 2011, 4(10), 1728-1746; https://doi.org/10.3390/ma4101728
Received: 11 August 2011 / Revised: 20 September 2011 / Accepted: 27 September 2011 / Published: 6 October 2011
(This article belongs to the Special Issue Carbohydrate Polymers)
Chitin-methacrylate (CM) was prepared by the reaction of methacrylic acid on chitin in 5% LiCl/DMAc in the presence of N,N’-dicyclocarbodiimide and dimethylaminopyridine. The resultant chitin-methacrylate product was isolated in 61% yield and was found to be readily water-soluble. The derivative was found to be a mixture of methacrylate and methacrylic-dimethylaminopyridine complex substituents at the C-6 position in approximately equal amounts. In order to evaluate the activity of the methacrylate double bond, a chitin-methacrylate water solution was photo-crosslinked in the presence of Irgacure 2959 photo-initiator to generate CM-hydrogel. The CM-hydrogel was evaluated for its biodegradability characteristics by enzymatic degradation with lysozyme solutions of varying concentrations. Completely water-soluble products were obtained within 48 h. In vitro cytotoxicity assays of the CM-hydrogel and its extract against three cell lines, NCTC clone 929, IMR-90 and MG-63, indicated the hydrogel was non-cytotoxic with cells able to adhere and proliferate well on the hydrogel. View Full-Text
Keywords: chitin-methacrylate; chitin derivatization; hydrogel; degradation; cytotoxicity chitin-methacrylate; chitin derivatization; hydrogel; degradation; cytotoxicity
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Khor, E.; Wu, H.; Lim, L.Y.; Guo, C.M. Chitin-Methacrylate: Preparation, Characterization and Hydrogel Formation. Materials 2011, 4, 1728-1746.

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