Tailorable and Biocompatible Supramolecular‐Based Hydrogels Featuring two Dynamic Covalent Chemistries

Author:

Marić Ivana12ORCID,Yang Liangliang3,Li Xiufeng4ORCID,Santiago Guillermo Monreal1ORCID,Pappas Charalampos G.1ORCID,Qiu Xinkai5ORCID,Dijksman Joshua A.4ORCID,Mikhailov Kirill1ORCID,van Rijn Patrick3,Otto Sijbren1ORCID

Affiliation:

1. Stratingh Institute Centre for Systems Chemistry University of Groningen Nijenborgh 4 9747 AG Groningen (The Netherlands

2. Dutch Polymer Institute P. O. Box 902 5600 AX Eindhoven (The Netherlands

3. 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

4. Physical Chemistry and Soft Matter Wageningen University Stippeneng 4 6708 WE Wageningen (The Netherlands

5. Stratingh Institute and Zernike Institute for Advanced Materials University of Groningen Nijenborgh 4 9747 AG Groningen The Netherlands

Abstract

AbstractDynamic 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.

Funder

Horizon 2020 Framework Programme

European Commission

European Research Council

Publisher

Wiley

Subject

General Chemistry,Catalysis

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