Synthesis of BODIPY-labeled β-Cyclodextrin-grafted Star-PLA-PEG Copolymers

Recent advancements in polymerization strategies and coupling chemistry have enabled the synthesis of complex polymeric architectures with precisely controlled molecular weights and proper functionalities. Star polymers based on amphiphilic polylactide-poly(ethylene glycol) (star-PLA-PEG), with their exclusive structure consisting of multiple variable-length linear chains (arms) radiating from a central core, are biomaterials of growing interest since they combine a three-dimensional spherical and compact shape with a high density of functionalizable end-groups and a covalently reinforced core-shell structure similar to that of micelles.1 In the framework of our studies dealing with the synthesis and functionalization of biopolymers for nanomedicine,2-5 we have synthesized a novel three-arms star-PLAPEG copolymer decorated with β-cyclodextrins (CD) and a novel adamantane-functionalized BODIPY (Ada-BODIPY) to be included by supramolecular interactions into the star-PLA-PEG to monitoring the in vitro cellular uptake and intracellular trafficking of the nanocarrier. The newly designed star-PLA-PEGCD@ Ada-BODIPY was prepared by a proper combination of copper-catalyzed click reaction and hostguest interaction.