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Biocompatible Glycopolymer-PLA Amphiphilic Hybrid Block Copolymers with Unique Self-Assembly, Uptake, and Degradation Properties

Kevin A. Green, Anuja Kulkarni, Penelope E. Jankoski, Thomas B. Newton, Blaine Derbigny, Tristan D. Clemons, Davita L. Watkins, Sarah E. Morgan

2024Biomacromolecules11 citationsDOIOpen Access PDF

Abstract

The self-assembly of Janus-type amphiphilic hybrid block copolymers composed of hydrophilic/hydrophobic layers has shown promise for drug encapsulation and delivery. Saccharides have previously been incorporated to improve the biocompatibility of self-assembled structures; however, glycopolymer block copolymers have been less explored, and their structure-property relationships are not well understood. In this study, novel glycopolymer-branched poly(lactic acid) (PLA) block copolymers were synthesized via thiol-ene coupling and their composition-dependent morphologies were elucidated. Stability as a function of pH, dye uptake capabilities, and cytotoxicity were evaluated. Systems with a hydrophilic weight ratio of 30% were found to produce bilayer nanoparticles, while systems with a hydrophilic weight ratio of 60% form micelles upon self-assembly in aqueous media. Regardless of composition and morphology, all systems exhibited uptake of both hydrophobic (curcumin, DL % from 4.25 to 11.55) and hydrophilic (methyl orange, DL % from 4.08 to 5.88) dye molecules with release profiles dependent on composition. Furthermore, all of the nanoparticles exhibited low cytotoxicity, confirming their potential for biomedical applications.

Topics & Concepts

AmphiphileGlycopolymerCopolymerBiocompatible materialSelf-assemblyDegradation (telecommunications)Polymer chemistryBlock (permutation group theory)ChemistryChemical engineeringMaterials scienceNanotechnologyPolymerOrganic chemistryComputer scienceEngineeringBiomedical engineeringTelecommunicationsGeometryMedicineMathematicsbiodegradable polymer synthesis and propertiesAdvanced Polymer Synthesis and CharacterizationSupramolecular Chemistry and Complexes