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Tailorable and Biocompatible Supramolecular-Based Hydrogels Featuring two Dynamic Covalent Chemistries
Authors:Ivana Mari?  Liangliang Yang  Xiufeng Li  Guillermo Monreal Santiago  Charalampos G Pappas  Xinkai Qiu  Joshua A Dijksman  Kirill Mikhailov  Patrick van Rijn  Sijbren Otto
Institution:1. Stratingh Institute, Centre for Systems Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen (The, Netherlands;2. University Medical Center Groningen, Department of Biomedical Engineering-FB40 and W. J. Kolff Institute for Biomedical Engineering and Materials Science-FB41, University of Groningen, A. Deusinglaan 1, 9713 AV Groningen (The, Netherlands;3. Physical Chemistry and Soft Matter, Wageningen University, Stippeneng 4, 6708 WE Wageningen (The, Netherlands;4. Stratingh Institute and Zernike Institute for Advanced Materials, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands
Abstract:Dynamic covalent chemistry (DCC) has proven to be a valuable tool in creating fascinating molecules, structures, and emergent properties in fully synthetic systems. Here we report a system that uses two dynamic covalent bonds in tandem, namely disulfides and hydrazones, for the formation of hydrogels containing biologically relevant ligands. The reversibility of disulfide bonds allows fiber formation upon oxidation of dithiol-peptide building block, while the reaction between NH?NH2 functionalized C-terminus and aldehyde cross-linkers results in a gel. The same bond-forming reaction was exploited for the “decoration” of the supramolecular assemblies by cell-adhesion-promoting sequences (RGD and LDV). Fast triggered gelation, cytocompatibility and ability to “on-demand” chemically customize fibrillar scaffold offer potential for applying these systems as a bioactive platform for cell culture and tissue engineering.
Keywords:Cell Adhesion  Dynamic Covalent Chemistry  Hydrogels  Self-Assembly  Tailor-Made Materials
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