POLY 609 |
| Peptide-crosslinked hydrogels can be tailored to create environmentally-responsive ECM matrices that are preferentially degraded by specific proteases. We present a method for the synthesis of multi-functional peptide crosslinkers with reactive groups, at both N- and C-terminus, using one step acrylic acid coupling reaction in the solid-phase. The synthesis is demonstrated for the peptide sequence QPQGLAK-NH2 which is cleaved by MMP-13 secreted by the migrating BMS cells. The peptide sequence QPQGLAK was synthesized manually on the Rink Amide NovaGelTM resin. The peptide crosslinker with reactive acrylate end-groups was synthesized directly on the peptidyl resin in the solid-phase. Next, the resin was treated with TFA/TIPS/water to cleave the peptide crosslinker from the resin. Enzymatic degradation of the peptide crosslinker was tested in a poly(lactide-ethylene oxide-fumaric acid) (PLEOF) terpolymer hydrogel. For peptide crosslinked hydrogel, 20%, 30%, 40%, 50%, and 65% of the sample degraded after degradation times of 3, 6, 9, 12, and 15 days. In contract, the BISAM crosslinked hydrogel only lost 20% of its initial weight after 15 days.
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7th International Biorelated Polymers Symposium
1:30 PM-5:20 PM, Wednesday, 13 September 2006 San Francisco Marriott -- Salon 14/15, Oral
Division of Polymer Chemistry |
