Azido‐functionalized gelatin via direct conversion of lysine amino groups by diazo transfer as a building block for biofunctional hydrogels
| Autor: | Benjamin Kimmel, Günter E. M. Tovar, Lisa Rebers, Alexander Southan, Tomke Bakker, Silke Keller, Tobias Götz, Petra J. Kluger |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
Azides
Materials science food.ingredient Biocompatibility Cell Survival 0206 medical engineering Biomedical Engineering Biocompatible Materials 02 engineering and technology complex mixtures Gelatin Polyethylene Glycols Biomaterials chemistry.chemical_compound food Cell Adhesion Humans chemistry.chemical_classification Cycloaddition Reaction Lysine Biomolecule technology industry and agriculture Metals and Alloys Hydrogels Diazonium Compounds Polymer Fibroblasts 021001 nanoscience & nanotechnology 020601 biomedical engineering Combinatorial chemistry Isoelectric point chemistry Self-healing hydrogels Ceramics and Composites Diazo 0210 nano-technology Ethylene glycol |
| Zdroj: | Journal of Biomedical Materials Research Part A. 109:77-91 |
| ISSN: | 1552-4965 1549-3296 |
| DOI: | 10.1002/jbm.a.37008 |
| Popis: | Gelatin is one of the most prominent biopolymers in biomedical material research and development. It is frequently used in hybrid hydrogels, which combine the advantageous properties of bio-based and synthetic polymers. To prevent the biological component from leaching out of the hydrogel, the biomolecules can be equipped with azides. Those groups can be used to immobilize gelatin covalently in hydrogels by the highly selective and specific azide-alkyne cycloaddition. In this contribution, we functionalized gelatin with azides at its lysine residues by diazo transfer, which offers the great advantage of only minimal side-chain extension. Approximately 84-90% of the amino groups are modified as shown by 1 H-NMR spectroscopy, 2,4,6-trinitrobenzenesulfonic acid assay as well as Fourier-transform infrared spectroscopy, rheology, and the determination of the isoelectric point. Furthermore, the azido-functional gelatin is incorporated into hydrogels based on poly(ethylene glycol) diacrylate (PEG-DA) at different concentrations (0.6, 3.0, and 5.5%). All hydrogels were classified as noncyctotoxic with significantly enhanced cell adhesion of human fibroblasts on their surfaces compared to pure PEG-DA hydrogels. Thus, the new gelatin derivative is found to be a very promising building block for tailoring the bioactivity of materials. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Plný text