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Azido‐functionalized gelatin via direct conversion of lysine amino groups by diazo transfer as a building block for biofunctional hydrogels

  • 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 1H‐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.

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Metadaten
Author of HS ReutlingenKluger, Petra
URN:urn:nbn:de:bsz:rt2-opus4-29133
DOI:https://doi.org/10.1002/jbm.a.37008
ISSN:1549-3296
eISSN:1552-4965
Erschienen in:Journal of biomedical materials research, Part A
Publisher:Wiley
Place of publication:New York
Document Type:Article
Language:English
Year of Publication:2021
Tag:biocompatibility; biopolymers; functional materials; hydrogels; tissue engineering
Volume:109
Issue:1
Page Number:15
First Page:77
Last Page:91
DDC classes:570 Biowissenschaften, Biologie
Open Access?:Ja
Licence (German):License Logo  Creative Commons - CC BY - Namensnennung 4.0 International