Chemoenzymatic synthesis of sugar-containing biocompatible hydrogels: Crosslinked poly(?-methylglucoside acrylate) and poly(?-methylglucoside methacrylate)
✍ Scribed by Park, Dae Won ;Haam, Seungjoo ;Lee, Tai Gyu ;Kim, Hae-Sung ;Kim, Woo-Sik
- Publisher
- John Wiley and Sons
- Year
- 2004
- Tongue
- English
- Weight
- 615 KB
- Volume
- 71A
- Category
- Article
- ISSN
- 0021-9304
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✦ Synopsis
Abstract
Sugar‐containing biocompatible hydrogels were synthesized chemoenzymatically by the following two steps: 1. lipase‐catalyzed esterification of β‐methylglucoside with acrylic acid/methacrylic acid/vinyl acrylate/vinyl methacrylate in solvent as well as solvent‐free process for the formation of sugar‐containing monomers; and 2. polymerization process by free‐radical polymerization with and without a crosslinker, ethylene glycol dimethacrylate (EGDMA). The solvent‐free process resulted in an initial reaction rate approximately 1.5–2 times faster than that of the solvent process along with a complete consumption of β‐methylglucoside during the alcoholysis. The presence of pendant vinyl groups in β‐methylglucoside acrylate (MGAA) and β‐methylglucoside methacrylate (MGMAA) was confirmed by ^1^H/^13^C NMR analysis, whereas the successful polymerization with the consumption of the vinyl groups was confirmed by Fourier transform infrared spectroscopy and ^13^C NMR spectra. The surfaces of both poly(MGAA) and poly(MGMAA) were analyzed using scanning electron microscopy. The increased contents of EGDMA resulted in a higher tensile strength as well as a reduced swelling ratio of poly(MGAA) and poly(MGMAA). The swelling exponents were within the range of 0.53 and 0.98. In vitro cytotoxicity tests by MTT assay exhibited >90% cell viability in the poly(MGAA) and poly(MGMAA) without EGDMA, whereas a significantly decreased cell viability was observed for those with EGDMA. © 2004 Wiley Periodicals, Inc. J Biomed Mater Res 71A: 497–507, 2004