New amphiphilic polysaccharides with controlled structure were synthesized by coupling between a carboxylic function present on preformed polyester chains and a hydroxyl group naturally present on polysaccharides. First, the synthesis of poly(ε-caprolactone) monocarboxylic acid (R−PCL−CO 2 H) was carried out by ring-opening uncatalyzed polymerization of monomer in the presence of a carboxylic acid (R−CO 2 H). R−PCL−CO 2 H was then reacted with carbonyl diimidazole, and the resulting activated intermediate (imidazolide) was further reacted with dextran (Dex) at different molar ratios to obtain amphiphilic copolymers with various hydrophilic−lipophilic balance. The coupling reaction was followed by GPC, indicating a total conversion. The copolymers were further characterized by GPC, 1 H NMR, and FTIR. Nanoparticles of less than 200 nm, with potential interest for controlled release of bioactive compounds, were successfully prepared by using these new materials.
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Gref et al. (2002) studied this question.
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