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Polymers 2018, 10(3), 259; https://doi.org/10.3390/polym10030259

Influence of Chitosan Ascorbate Chirality on the Gelation Kinetics and Properties of Silicon-Chitosan-Containing Glycerohydrogels

1
Institute of Biochemistry and Physiology of Plants and Microorganisms, Russian Academy of Sciences, Entuziastov 49, Saratov 410049, Russian
2
Department of High Molecular Compounds, Saratov State University, Astrakhanskaya 83, Saratov 410012, Russian
*
Author to whom correspondence should be addressed.
Received: 20 December 2017 / Revised: 15 February 2018 / Accepted: 28 February 2018 / Published: 2 March 2018
(This article belongs to the Special Issue Hydrogels in Tissue Engineering and Regenerative Medicine)
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Abstract

The influence of the chirality of chitosan ascorbate on the gelation kinetics and the properties of hybrid silicon-chitosan-containing glycerohydrogels were studied with a deep estimation of the stereospecificity of chitosan polysalts with l- and d-ascorbic acid diastereomers and their biological effects. It has been established that l- and d-diastereomerically enriched chitosan ascorbates are characterized by a positive Cotton effect and differ in the wavelength of the maximum of the dichroic band (250 and 240 nm), as well as in the values of its specific ellipticity (21.8 × 105 and 39.2 × 105 deg·mL·dm−1·g−1), the sign of specific optical rotation (+ and −), the type of dispersion curves (anomalous and smooth), as well as the condensed phase morphology (anisodiametric particles with optical anisotropy and confocal domains of spherical shape, respectively). In the biomimetic sol-gel synthesis of silicon-chitosan-containing glycerohydrogels using silicon tetraglycerolate as a precursor, it was found that chitosan d-ascorbate retarded gelation. Thin congruent plates obtained from the corresponding glycerohydrogels based on chitosan d-ascorbate have higher mechanical strength and elasticity under uniaxial stretching and lower values of Young’s modulus. It has been shown that the systems based on chitosan d-ascorbate show the greatest antibacterial activity against Staphylococcus aureus 209P and Escherichia coli 113-13 and significantly promote the viability of normal human dermal fibroblasts. The results of our assessment of the biological properties of chitosan polysalts are unexpected, since ascorbic acid exhibits biological activity as its l-isomer only. View Full-Text
Keywords: chitosan; l- and d-ascorbic acid; polysalt; chirality; silicon-chitosan-containing glycerohydrogels; biomimetic sol–gel synthesis; antibacterial activity; fibroblasts chitosan; l- and d-ascorbic acid; polysalt; chirality; silicon-chitosan-containing glycerohydrogels; biomimetic sol–gel synthesis; antibacterial activity; fibroblasts
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).
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Gegel, N.O.; Zhuravleva, Y.Y.; Shipovskaya, A.B.; Malinkina, O.N.; Zudina, I.V. Influence of Chitosan Ascorbate Chirality on the Gelation Kinetics and Properties of Silicon-Chitosan-Containing Glycerohydrogels. Polymers 2018, 10, 259.

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