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

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

Abstract

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.

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

MeSH terms

  • Adsorption
  • Contact Lenses
  • Hyaluronic Acid / chemistry*
  • Proteins
  • Wettability

Substances

  • Proteins
  • Hyaluronic Acid