Multifunctionalized polyurethane–polyurea nanoparticles: hydrophobically driven self-stratification at the o/w interface modulates encapsulation stability

Abstract

Polyurethane–polyurea (PUUa) reactive prepolymers with adjusted hydrophobic and hydrophilic dangling chains to achieve multiwalled sub-30 nm nanoparticles are presented. The combination of an amphiphilic and a hydrophobic prepolymer at the oil–water interface creates a stratified shell by hydrophobic interactions. These novel nanostructures enhance the encapsulation stability of lipophilic compounds compared to monowalled nanostructures and facilitate the selective and ordered functionalization along the multiwalled shell with bioactive motifs. As proof of concept, PUUa nanoparticles have been engineered with disulfide bonds and an α_vβ₃ integrin-selective cyclic RGD peptide (cRGDfK) providing our system with glutathione (GSH) triggered controlled release and cell targeting specificity to U87 tumor cells.