Amphiphilic Polysaccharide Block Copolymers for pH-Responsive Micellar Nanoparticles

A full polysaccharide amphiphilic block copolymer was prepared from end group-functionalized dextrans using copper-mediated azide–alkyne click chemistry. Sufficient modification of the reducing end in both blocks was achieved by microwave-enhanced reductive amination in a borate-buffer/methanol solv...

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Veröffentlicht in:Biomacromolecules 2017-09, Vol.18 (9), p.2839-2848
Hauptverfasser: Breitenbach, Benjamin B, Schmid, Ira, Wich, Peter R
Format: Artikel
Sprache:eng
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Zusammenfassung:A full polysaccharide amphiphilic block copolymer was prepared from end group-functionalized dextrans using copper-mediated azide–alkyne click chemistry. Sufficient modification of the reducing end in both blocks was achieved by microwave-enhanced reductive amination in a borate-buffer/methanol solvent system. The combination of a hydrophilic dextran block with a hydrophobic acetalated dextran block results in an amphiphilic structure that turns water-soluble upon acid treatment. The material has a low critical micelle concentration and self-assembles in water to spherical micellar nanoparticles. The formed nanoparticles have a narrow size distribution below 70 nm in diameter and disassemble in slightly acidic conditions. The amphiphilic polysaccharide system shows low toxicity and can stabilize the hydrophobic model drug curcumin in aqueous solutions over extended time periods.
ISSN:1525-7797
1526-4602
DOI:10.1021/acs.biomac.7b00771