Nitrocinnamate-functionalized gelatin: synthesis and "smart"hydrogel formation via photo-cross-linking |
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Authors: | Gattás-Asfura Kerim M Weisman Eric Andreopoulos Fotios M Micic Miodrag Muller Bill Sirpal Sanjeev Pham Si M Leblanc Roger M |
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Institution: | Department of Chemistry, University of Miami, Coral Gables, Florida 33146, USA. |
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Abstract: | Gelatin having p-nitrocinnamate pendant groups (Gel-NC) was prepared via an efficient one-pot synthesis, yield >87%. (1)H NMR data indicated that 1 mol of gelatin was modified with 18 +/- 6 mol of the photosensitive group. Upon exposure to low-intensity 365 nm UV light and in the absence of photoinitiators or catalysts, Gel-NC cross-linked within minutes into a gelatin-based hydrogel as monitored by UV-vis spectroscopy. The degree of swelling of this biodegradable hydrogel in aqueous solutions responded to changes in Gel-NC concentration levels, the ionic strength of the aqueous solutions, and photo-cross-linking time. Topography changes associated with phase transition resulting from "photocleavage" of the hydrogel network with 254 nm UV light were studied with AFM. Both Gel-NC and its hydrogel expressed low toxicity to human neonatal fibroblast cells. In addition, gelatin-based microgels were prepared via the photo-cross-linking of Gel-NC within inverse micelles. |
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