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

Nawel S. Khelfallah, Gero Decher, Philippe J. Mésini
2007 Biointerphases  
This work describes the synthesis and the study of poly͑hydroxyethyl methacrylate͒ PHEMA hydrogels, cross-linked by poly͑ethylene oxide͒͑PEO͒ 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 M w = 3400 g / mol. The resulting polymer was characterized by size exclusion chromatography, nuclear magnetic
more » ... 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.
doi:10.1116/1.2799034 pmid:20408649 fatcat:2qy7z27tkbarjh4tevewf4xaci