TEMPO/TCC as a Chemo Selective Alternative for the Oxidation of Hyaluronic Acid
| Autor: | Shan, Junwen, Böck, Thomas, Keller, Thorsten, Forster, Leonard, Blunk, Torsten, Groll, Jürgen, Teßmar, Jörg |
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| Rok vydání: | 2021 |
| Předmět: |
Cell Survival
oxidation Adipates Organic chemistry Cell Differentiation Hydrogels Mesenchymal Stem Cells Surface Plasmon Resonance hydrogel formation Article Cyclic N-Oxides QD241-441 Cross-Linking Reagents Hyaluronan Receptors Elastic Modulus hyaluronic acid Humans ddc:610 Schiff base chemistry Chondrogenesis Oxidation-Reduction Schiff Bases |
| Zdroj: | Molecules Molecules, Vol 26, Iss 5963, p 5963 (2021) Volume 26 Issue 19 |
| ISSN: | 1420-3049 |
| Popis: | Hyaluronic acid (HA)-based hydrogels are very commonly applied as cell carriers for different approaches in regenerative medicine. HA itself is a well-studied biomolecule that originates from the physiological extracellular matrix (ECM) of mammalians and, due to its acidic polysaccharide structure, offers many different possibilities for suitable chemical modifications which are necessary to control, for example, network formation. Most of these chemical modifications are performed using the free acid function of the polymer and, additionally, lead to an undesirable breakdown of the biopolymer’s backbone. An alternative modification of the vicinal diol of the glucuronic acid is oxidation with sodium periodate to generate dialdehydes via a ring opening mechanism that can subsequently be further modified or crosslinked via Schiff base chemistry. Since this oxidation causes a structural destruction of the polysaccharide backbone, it was our intention to study a novel synthesis protocol frequently applied to selectively oxidize the C6 hydroxyl group of saccharides. On the basis of this TEMPO/TCC oxidation, we studied an alternative hydrogel platform based on oxidized HA crosslinked using adipic acid dihydrazide as the crosslinker. |
| Databáze: | OpenAIRE |
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