Carbohydrate-conjugated amino acid-based fluorescent block copolymers: their self-assembly, ph responsiveness, and/or lectin recognition.

Abstract

An effective strategy has been documented to combine both carbohydrate and amino acid biomolecules in a single synthetic polymeric system via a reversible addition–fragmentation chain transfer (RAFT) polymerization technique. The resultant unique block copolymer was engineered to form uniform micelles with the desired projection of either selective or both amino acid/sugar residues on the outer surface with multivalency, providing pH-based stimuli-responsiveness and/or lectin recognition. The self-assembly process was studied in detail by field emission scanning electron microscopy (FE-SEM), dynamic light scattering (DLS), and UV–visible spectroscopy. The enhanced lectin binding behavior was observed for glyconanoparticles with both amino acid/sugar entities on the shell as compared to the only glycopolymer nanoparticle because of the higher steric hindrance factor in the case of only the glycopolymer nanoparticle. Fluorophore conjugation by postpolymerization functionalization was further exploited by fluorescence spectroscopy for evidencing the lectin recognition process.