Volume 52, Issue 13 pp. 1781-1789
Article

Click functionalization of methacrylate-based hydrogels and their cellular response

Miriem Santander-Borrego

Miriem Santander-Borrego

The University of Queensland, Australian Institute for the Bioengineering and Nanotechnology, St Lucia, Queensland, 4072 Australia

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David W. Green

David W. Green

The Queensland Eye Institute, 140 Melbourne Street, South Brisbane, Queensland, 4101 Australia

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Traian V. Chirila

Traian V. Chirila

The University of Queensland, Australian Institute for the Bioengineering and Nanotechnology, St Lucia, Queensland, 4072 Australia

The Queensland Eye Institute, 140 Melbourne Street, South Brisbane, Queensland, 4101 Australia

The University of Queensland, School of Medicine, Herston Road, Herston, Queensland, 4029 Australia

Queensland University of Technology, Faculty of Science and Engineering, 2 George Street, Brisbane, Queensland, 4001 Australia

University of Western Australia, Faculty of Science, Crawley, Western Australia, 6009 Australia

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Andrew K. Whittaker

Andrew K. Whittaker

The University of Queensland, Australian Institute for the Bioengineering and Nanotechnology, St Lucia, Queensland, 4072 Australia

The Queensland Eye Institute, 140 Melbourne Street, South Brisbane, Queensland, 4101 Australia

The University of Queensland, Centre for Advancing Imaging, St Lucia, Queensland, 4072 Australia

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Idriss Blakey

Corresponding Author

Idriss Blakey

The University of Queensland, Australian Institute for the Bioengineering and Nanotechnology, St Lucia, Queensland, 4072 Australia

The University of Queensland, Centre for Advancing Imaging, St Lucia, Queensland, 4072 Australia

Correspondence to: I. Blakey (Email: [email protected])Search for more papers by this author
First published: 11 April 2014
Citations: 10

ABSTRACT

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. © 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 1781–1789

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