Thursday, February 7, 2013

Diels-Alder Mediated Controlled Release from a Poly(ethylene glycol) Based Hydrogel

K. C. Koehler, K. S. Anseth, and C. N. Bowman

Jeremiah did a brief post on this paper, but I thought a slightly more in-depth post would be useful too.

In this paper, the authors explore the use of the Diels-Alder/retro-DA reaction as a "click" type method for tethering and releasing something from a hydrogel. They use a tetra-functional thiol and maleimide PEG stars to form the hydrogel, using a stoichiometric imbalance resulting in an excess of maleimide. Unreacted maleimides undergo a Diels-Alder reaction with a fluorescently labeled furan-RGDS peptide. They then examine the release profile of the fluorescent group as function of temperature and availability of reaction sites, finding a (not surprising) strong temperature dependence for release.

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