Synthesis of photo-crosslinkable hyaluronan with tailored degree of substitution suitable for production of water resistant nanofibers
Autor: | Vladimír Velebný, Martina Brandejsová, Daniela Šmejkalová, Gloria Huerta-Angeles, Martina Moravcová, Martina Hermannová, Kateřina Knotková |
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Rok vydání: | 2016 |
Předmět: |
Polymers and Plastics
Biocompatibility Chemistry Organic Chemistry Chemical modification Infrared spectroscopy 02 engineering and technology 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Electrospinning 0104 chemical sciences Chemical engineering Nanofiber Polymer chemistry Materials Chemistry Degradation (geology) 0210 nano-technology Dissolution Stoichiometry |
Zdroj: | Carbohydrate Polymers. 137:255-263 |
ISSN: | 0144-8617 |
DOI: | 10.1016/j.carbpol.2015.10.077 |
Popis: | In this work, hyaluronan (HA) was grafted by a novel and an efficient mixed anhydrides methodology with (hetero)-aryl and aliphatic acrylic moieties suitable for cross-linking. A precise control of stoichiometry was achieved. Derivatives with degree of substitution (DS) below 20% did not show self-crosslinking. Due to mild reaction conditions, a negligible degradation of the polysaccharide was obtained. The influence of the feed components on the reaction efficiency and DS were studied up to 200 g/batch. The structure of the modified HA was characterized by Infrared Spectroscopy, Nuclear Magnetic Resonance, SEC-MALS and chromatographic analyses. Enzymatic degradation of derivatives was performed and isolated dimers demonstrated to be non-cytotoxic. The feasibility of the grafted HA for electrospinning with subsequent photo-crosslinking to avoid nanofibers water dissolution was demonstrated. The biocompatibility of the material, its degradation products, and the formation of honeycomb porous structures also proved the potential of the material for future in vivo applications. |
Databáze: | OpenAIRE |
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