Nitrocinnamate-functionalized gelatin

Synthesis and "smart" hydrogel formation via photo-cross-linking

Kerim M. Gattás-Asfura, Eric Weisman, Fotios M Andreopoulos, Miodrag Micic, Bill Muller, Sanjeev Sirpal, Si M. Pham, Roger Leblanc

Research output: Contribution to journalArticle

46 Citations (Scopus)

Abstract

Gelatin having p-nitrocinnamate pendant groups (Gel-NC) was prepared via an efficient one-pot synthesis, yield > 87 %. 1H 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.

Original languageEnglish
Pages (from-to)1503-1509
Number of pages7
JournalBiomacromolecules
Volume6
Issue number3
DOIs
StatePublished - May 1 2005

Fingerprint

Hydrogel
Gelatin
Hydrogels
Gels
Ultraviolet Rays
Ultraviolet radiation
Phase Transition
Micelles
Fibroblasts
Ionic strength
Ultraviolet spectroscopy
Osmolar Concentration
Topography
Toxicity
Swelling
Spectrum Analysis
Phase transitions
Cells
Nuclear magnetic resonance
Catalysts

ASJC Scopus subject areas

  • Organic Chemistry
  • Biochemistry, Genetics and Molecular Biology(all)
  • Polymers and Plastics
  • Materials Chemistry

Cite this

Nitrocinnamate-functionalized gelatin : Synthesis and "smart" hydrogel formation via photo-cross-linking. / Gattás-Asfura, Kerim M.; Weisman, Eric; Andreopoulos, Fotios M; Micic, Miodrag; Muller, Bill; Sirpal, Sanjeev; Pham, Si M.; Leblanc, Roger.

In: Biomacromolecules, Vol. 6, No. 3, 01.05.2005, p. 1503-1509.

Research output: Contribution to journalArticle

Gattás-Asfura, Kerim M. ; Weisman, Eric ; Andreopoulos, Fotios M ; Micic, Miodrag ; Muller, Bill ; Sirpal, Sanjeev ; Pham, Si M. ; Leblanc, Roger. / Nitrocinnamate-functionalized gelatin : Synthesis and "smart" hydrogel formation via photo-cross-linking. In: Biomacromolecules. 2005 ; Vol. 6, No. 3. pp. 1503-1509.
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