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ACS Appl Mater Interfaces. 2016 Aug 31;8(34):22064-73. doi: 10.1021/acsami.6b07433. Epub 2016 Aug 22.

"Click" Chemistry-Tethered Hyaluronic Acid-Based Contact Lens Coatings Improve Lens Wettability and Lower Protein Adsorption.

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Department of Chemical Engineering, McMaster University , Hamilton, Ontario L8S 4L7, Canada.
Department of Biology, Faculty of Sciences, Shiraz University , Shiraz, Fars 71946-84636, Iran.
School of Nursing, McMaster University , Hamilton, Ontario L8S 4L8, Canada.


Improving the wettability of and reducing the protein adsorption to contact lenses may be beneficial for improving wearer comfort. Herein, we describe a simple "click" chemistry approach to surface functionalize poly(2-hydroxyethyl methacrylate) (pHEMA)-based contact lenses with hyaluronic acid (HA), a carbohydrate naturally contributing to the wettability of the native tear film. A two-step preparation technique consisting of laccase/TEMPO-mediated oxidation followed by covalent grafting of hydrazide-functionalized HA via simple immersion resulted in a model lens surface that is significantly more wettable, more water retentive, and less protein binding than unmodified pHEMA while maintaining the favorable transparency, refractive, and mechanical properties of a native lens. The dipping/coating method we developed to covalently tether the HA wetting agent is simple, readily scalable, and a highly efficient route for contact lens modification.


TEMPO oxidation; hyaluronic acid; poly(2-hydroxyethyl methacrylate); protein adsorption; surface wettability

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