TY  - JOUR
A1  - Shan, Junwen
A1  - Böck, Thomas
A1  - Keller, Thorsten
A1  - Forster, Leonard
A1  - Blunk, Torsten
A1  - Groll, Jürgen
A1  - Teßmar, Jörg
T1  - TEMPO/TCC as a Chemo Selective Alternative for the Oxidation of Hyaluronic Acid
JF  - Molecules
N2  - 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.
KW  - hyaluronic acid
KW  - oxidation
KW  - hydrogel formation
KW  - Schiff base chemistry
Y1  - 2021
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-248362
SN  - 1420-3049
VL  - 26
IS  - 19
ER  -