To synthesize chitosan nanoparticles (CS NPs), ionic gelation is a very attractive method. It relies on the spontaneous supramolecular assembly of cationic CS with anionic compounds, which leads to nanohydrogels. To extend ionic gelation to functionalized CS, the assessment of CS degree of substitution (DS) is a key step. In this paper, we have developed a hyphenated strategy for functionalized CS characterization, based upon H, DOSY and, when relevant, 1D diffusion-filteredF NMR spectroscopies. For that, we have synthesized two series of water-soluble CS via amidation of CS amino groups with mPEG-COOH or fluorinated synthons (TFB-COOH). The aforementioned NMR techniques helped to discriminate between ungrafted and grafted synthons and finally to determine DS. According to DS values, the selection of CS-mPEG or CS-TFB copolymers can be made to obtain, in the presence of hyaluronic acid (HA) and tripolyphosphate (TPP), CS-mPEG-TPP/HA or CS-TFB-TPP/HA nanohydrogels suitable for drug delivery.
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