Interactive polymers that change their solubility in response to physiologically relevant stimuli are attractive for biomedical applications. Here we report on a new class of transiently thermoresponsive polyacrylamides that in native state have a phase transition temperature below room and physiological temperature, but gradually transform into fully soluble polymers in response to a side chain hydrolysis reaction triggered by acidic pH values relevant for the endosomal intracellular milieu. These polymers were synthesized from 2-hydroxyethyl acrylamide modified with tetrahydropyran or tetrahydrofuran through an acetal linkage yielding acid-degradable properties. RAFT polymerization was used to synthesize well defined homo- and block copolymers. The latter were used for the self-assembly of micellar nanoparticles that could encapsulate hydrophobic. Micelles were used for the formulation of Amphotericin B, a poorly water-soluble anti-bacterial compound that was recently discovered to possess agonist capacities for the Toll like receptors (TLR) 2 and 4. In view of its potential as vaccine adjuvant we showed that encapsulation of Amphotericin B into these micelles strongly reduced its cytotoxic effects, but in the meantime allowed for potent TLR triggering.<br/>

Transiently thermosresponsive tetrahydropyran/furanylated -polyacrylamides: Synthesis, self-assembly, acid-triggered degradation and formulation of Amphotericin B as a vaccine adjuvant

253rd National Meeting (2017)

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