Synthesis and Characterization of Conjugated Hyaluronic Acids. Application to Stability Studies of Chitosan-Hyaluronic Acid Nanogels Based on Fluorescence Resonance Energy Transfer.
Malytskyi, Volodymyr; {"lastName":"Moreau", "firstNames":"Juliette","affiliations":["Institut de Chimie Moléculaire de Reims, University of Reims Champagne Ardenne, CNRS, ICMR UMR 7312, 51097 Reims, France"],"ids":["SC:7401591539""OR:0000-0003-0142-8765"]}; {"lastName":"Callewaert", "firstNames":"Maité","affiliations":["Institut de Chimie Moléculaire de Reims, University of Reims Champagne Ardenne, CNRS, ICMR UMR 7312, 51097 Reims, France"],"ids":["SC:8891955300""OR:0000-0002-1027-8087"]}et al.
fluorinated and fluorescent HA conjugates–hyaluronic acid degree of substitution–diffusion ordered spectroscopy (DOSY)–1D diffusion-filtered 19F NMR–atomic force microscopy–FRET experiments–hyaluronidase–nanohydrogel stability; nanohydrogels–hyaluronic acid–HA-mPEG2000; 1D diffusion-filtered19F NMR; atomic force microscopy; diffusion ordered spectroscopy (DOSY); FRET experiments; HA-mPEG2000; fluorinated and fluorescent HA conjugates; hyaluronic acid; hyaluronic acid degree of substitution; hyaluronidase; nanohydrogel stability; nanohydrogels; Bioengineering; Biomaterials; Organic Chemistry; Polymers and Plastics
Abstract :
[en] Hyaluronic acid (HA) was functionalized with a series of amino synthons (octylamine, polyethylene glycol amine, trifluoropropyl amine, rhodamine). Sodium hyaluronate (HAs) was first converted into its protonated form (HAp) and the reaction was conducted in DMSO by varying the initial ratio (-NH2 (synthon)/COOH (HAp)). HA derivatives were characterized by a combination of techniques (FTIR, 1H NMR, 1D diffusion-filtered 19F NMR, DOSY experiments), and degrees of substitution (DSHA) varying from 0.3% to 47% were determined, according to the grafted synthon. Nanohydrogels were then obtained by ionic gelation between functionalized hyaluronic acids and chitosan (CS) and tripolyphosphate (TPP) as a cross-linker. Nanohydrogels for which HA and CS were respectively labeled by rhodamine and fluorescein which are a fluorescent donor-acceptor pair were subjected to FRET experiments to evaluate the stability of these nano-assemblies.
Research center :
CMMI - Centre de Recherche en Microscopie et Imagerie Médicale
Disciplines :
Chemistry
Author, co-author :
Malytskyi, Volodymyr; Institut de Chimie Moléculaire de Reims, University of Reims Champagne Ardenne, CNRS, ICMR UMR 7312, 51097 Reims, France ; Institut Parisien de Chimie Moléculaire, Sorbonne Université, CNRS, IPCM UMR 8232, 4 Place Jussieu, 75252 Paris, France
{"lastName":"Moreau", "firstNames":"Juliette","affiliations":["Institut de Chimie Moléculaire de Reims, University of Reims Champagne Ardenne, CNRS, ICMR UMR 7312, 51097 Reims, France"],"ids":["SC:7401591539""OR:0000-0003-0142-8765"]}
{"lastName":"Callewaert", "firstNames":"Maité","affiliations":["Institut de Chimie Moléculaire de Reims, University of Reims Champagne Ardenne, CNRS, ICMR UMR 7312, 51097 Reims, France"],"ids":["SC:8891955300""OR:0000-0002-1027-8087"]}
{"lastName":"Cadiou", "firstNames":"Cyril","affiliations":["Institut de Chimie Moléculaire de Reims, University of Reims Champagne Ardenne, CNRS, ICMR UMR 7312, 51097 Reims, France"],"ids":["SC:6602869810""OR:0000-0002-2737-9976"]}
Feuillie, Cécile; Center for Microscopy and Molecular Imaging, Rue Adrienne Bolland 8, B-6041 Charleroi, Belgium
{"lastName":"Molinari", "firstNames":"Michael","affiliations":["Center for Microscopy and Molecular Imaging, Rue Adrienne Bolland 8, B-6041 Charleroi, Belgium"],"ids":["SC:14619563600""OR:0000-0001-9906-655X"]}
{"lastName":"Chuburu", "firstNames":"Françoise","affiliations":["Institut de Chimie Moléculaire de Reims, University of Reims Champagne Ardenne, CNRS, ICMR UMR 7312, 51097 Reims, France"],"ids":["SC:6602277866""OR:0000-0002-4937-173X"]}
Language :
English
Title :
Synthesis and Characterization of Conjugated Hyaluronic Acids. Application to Stability Studies of Chitosan-Hyaluronic Acid Nanogels Based on Fluorescence Resonance Energy Transfer.
R100 - Institut des Biosciences R550 - Institut des Sciences et Technologies de la Santé
Funders :
Programme de cooperation transfrontalière Interreg France-Wallonie-Vlaanderen
Funding text :
Funding: The work was funded by the “Programme de cooperation transfrontalière Interreg France-Wallonie-Vlaanderen” (Nanocardio project (http://nanocardio.eu, accessed on 3 December 2021).Acknowledgments: V. Malytskyi is grateful to the “Programme de cooperation transfrontalière In-terreg France-Wallonie-Vlaanderen” for funding his post-doctoral fellowship. The Center for Microscopy and Molecular Imaging (CMMI, supported by the European Regional Development Fund and the Region Wallone), the Bioprofiling platform (supported by the European Regional Development Fund and the Walloon Region, Belgium) and the PlAneT and the NanoMat’ platforms (supported by the European Regional Development Fund, the Region Grand Est, and the DRRT Grand Est) are thanked for their support. Antony Robert, Amandine Destrebecq, and Christelle Kowandy are thanked for their help in 1H NMR spectra recording, ICP OES and SEC measurements respectively.
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