title: Stealth polymeric vesicles via metal-free click coupling.
abstract: The strain-promoted azide-alkyne cycloaddition represents an optimal metal-free method for the modular coupling of amphiphilic polymer blocks. Hydrophilic poly(oxazoline) (PMOXA) or poly(ethylene glycol) (PEG) A-blocks were coupled with a hydrophobic poly(siloxane) B-block to provide triblock copolymers capable of self-assembling into vesicular nanostructures. Stealth properties investigated via a complement activation assay revealed the superior in vitro stealth attributes of polymeric vesicles synthesized via a metal-free approach to those coupled via the widely used copper-catalyzed click method. Furthermore, the ability to change a single parameter, such as the hydrophilic block, allowed the direct comparison of the biocompatibility properties of triblock copolymers containing PMOXA or PEG. Our studies convincingly demonstrate the need for a metal-free approach, both in preventing cytotoxicity while imparting optimal stealth properties for potential biomedical applications.
authors: Department of Chemistry & Biochemistry, University of California, Santa Barbara, California 93106, United States.
authors: Michael J
authors: MJ
authors: Isaacman
authors: Eleonora M
authors: EM
authors: Corigliano
authors: Luke S
authors: LS
authors: Theogarajan
mesh_terms: D000818:Animals; D001672:Biocompatible Materials / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D001643:Bridged Bicyclo Compounds / Q000737:chemistry; D057930:Click Chemistry; D003167:Complement Activation / Q000187:drug effects; D061565:Cycloaddition Reaction; D006461:Hemolysis / Q000187:drug effects; D006801:Humans; D057927:Hydrophobic and Hydrophilic Interactions; D053758:Nanoparticles / Q000737:chemistry*; D010080:Oxazoles / Q000737:chemistry; D010316:Particle Size; D011092:Polyethylene Glycols / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D034561:Sheep, Domestic; D012833:Siloxanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity
chemical_list: D001672:Biocompatible Materials; D001643:Bridged Bicyclo Compounds; D010080:Oxazoles; D012833:Siloxanes; C556617:bicyclo(6.1.0)nonyne; C577913:poly(2-oxazoline); D011092:Polyethylene Glycols
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