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Synthesis and Characterization of Covalently Crosslinked pH-Responsive Hyaluronic Acid Nanogels: Effect of Synthesis Parameters

1
Macromolecular Chemistry Group (LABQUIMAC), Department of Physical Chemistry, Faculty of Science and Technology, University of the Basque Country, UPV/EHU, Barrio Sarriena, s/n 48940 Leioa, Spain
2
BCMaterials, Basque Center for Materials, Applications and Nanostructures, UPV/EHU Science Park, 48940 Leioa, Spain
3
i+Med S. Coop. Parque Tecnológico de Alava. Albert Einstein 15, nave 15. 01510 Miñano, Spain
*
Author to whom correspondence should be addressed.
Polymers 2019, 11(4), 742; https://doi.org/10.3390/polym11040742
Received: 22 March 2019 / Revised: 9 April 2019 / Accepted: 16 April 2019 / Published: 24 April 2019
(This article belongs to the Special Issue Hyaluronic Acid-Based Polymers and Biomaterials)
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Abstract

Stable hyaluronic acid nanogels were obtained following the water-in-oil microemulsion method by covalent crosslinking with three biocompatible crosslinking agents: Divinyl sulfone, 1,4-butanediol diglycidyl ether (BDDE), and poly(ethylene glycol) bis(amine). All nanoparticles showed a pH-sensitive swelling behavior, according to the pKa value of hyaluronic acid, as a consequence of the ionization of the carboxylic moieties, as it was corroborated by zeta potential measurements. QELS studies were carried out to study the influence of the chemical structure of the crosslinking agents on the particle size of the obtained nanogels. In addition, the effect of the molecular weight of the biopolymer and the degree of crosslinking on the nanogels dimensions was also evaluated for BDDE crosslinked nanoparticles, which showed the highest pH-responsive response. View Full-Text
Keywords: hyaluronic acid; nanogels; divinyl sulfone; 1,4-butanediol diglycidyl ether; poly(ethylene glycol) bis(amine) hyaluronic acid; nanogels; divinyl sulfone; 1,4-butanediol diglycidyl ether; poly(ethylene glycol) bis(amine)
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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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Maiz-Fernández, S.; Pérez-Álvarez, L.; Ruiz-Rubio, L.; Pérez González, R.; Sáez-Martínez, V.; Ruiz Pérez, J.; Vilas-Vilela, J.L. Synthesis and Characterization of Covalently Crosslinked pH-Responsive Hyaluronic Acid Nanogels: Effect of Synthesis Parameters. Polymers 2019, 11, 742.

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