Click functionalization of methacrylate-based hydrogels and their cellular response

Santander-Borrego, Miriem, Green, David W., Chirila, Traian V., Whittaker, Andrew K., & Blakey, Idriss (2014) Click functionalization of methacrylate-based hydrogels and their cellular response. Journal of Polymer Science, Part A: Polymer Chemistry, 52(13), pp. 1781-1789.

View at publisher


Methacrylate-based hydrogels, such as homo- and copolymers of 2-hydroxyethyl methacrylate (HEMA), have demonstrated significant potential for use in biomedical applications. However, many of these hydrogels tend to resist cell attachment and growth at their surfaces, which can be detrimental for certain applications. In this article, glycidyl methacrylate (GMA) was copolymerized with HEMA to generate gels functionalized with epoxide groups. The epoxides were then functionalized by two sequential click reactions, namely, nucleophilic ring opening of epoxides with sodium azide and then coupling of small molecules and peptides via Huisgen's copper catalyzed 1,3-dipolar cycloaddition of azides with alkynes. Using this strategy it was possible to control the degree of functionalization by controlling the feed ratio of monomers during polymerization. In vitro cell culture of human retinal pigment epithelial cell line (ARPE-19) with the hydrogels showed improved cell adhesion, growth and proliferation for hydrogels that were functionalized with a peptide containing the RGD sequence. In addition, the cell attachment progressively decreased with increasing densities of the RGD containing peptide. In summary, a facile methodology has been presented that gives rise to hydrogels with controlled degrees of functionality, such that the cell response is directly related to the levels and nature of that functionality.

Impact and interest:

3 citations in Scopus
Search Google Scholar™
3 citations in Web of Science®

Citation counts are sourced monthly from Scopus and Web of Science® citation databases.

These databases contain citations from different subsets of available publications and different time periods and thus the citation count from each is usually different. Some works are not in either database and no count is displayed. Scopus includes citations from articles published in 1996 onwards, and Web of Science® generally from 1980 onwards.

Citations counts from the Google Scholar™ indexing service can be viewed at the linked Google Scholar™ search.

ID Code: 88826
Item Type: Journal Article
Refereed: Yes
Keywords: biomaterials; click chemistry; functionalization of polymers; hydrogels; peptide
DOI: 10.1002/pola.27183
ISSN: 0887-624X
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Copyright Owner: Copyright 2014 Wiley Periodicals, Inc.
Deposited On: 23 Oct 2015 02:48
Last Modified: 23 Oct 2015 02:48

Export: EndNote | Dublin Core | BibTeX

Repository Staff Only: item control page