Biointerphases

Journal for Biophysical Chemistry

Biointerphases Cover Image
Open Access

Design, synthesis, and degradation studies of new enzymatically erodible Poly(hydroxyethyl methacrylate)/poly(ethylene oxide) hydrogels

  • Nawel S. Khelfallah1,
  • Gero Decher1 and
  • Philippe J. Mésini1
Biointerphases2:20400131

https://doi.org/10.1116/1.2799034

Received: 20 July 2007

Accepted: 17 September 2007

Abstract

This work describes the synthesis and the study of poly(hydroxyethyl methacrylate) PHEMA hydrogels, cross-linked by poly(ethylene oxide)(PEO) chains containing the Gly-Gly-Leu tripeptide. This sequence was selected for its ability to be cleaved by subtilisin, a bacterial protease. The cross-linker was synthesized by coupling the peptide with two amino-terminated PEO chains of Mw=3400 g/mol. The resulting polymer was characterized by size exclusion chromatography, nuclear magnetic resonance, and mass spectroscopy, and was shown to be readily cleaved by subtilisin. Its esterification of the hydroxyl end groups into methacrylate afforded a macromonomer that was used as a degradable cross-linker and copolymerized with hydroxyethylmethacrylate to form hydrogels. The swelling ratio of the gels increases when the PEO cross-linker/polyHEMA ratio increases. Incubation of these gels with the enzyme led to the total degradation of the gels. These assays show that these gels can be used as drug-delivery systems where the release is triggered by the presence of proteases.