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Synthesis of amphiphilic block copolymers bearing stable nitroxyl radicals

Authors

  • Xiuli Zhuang,

    1. Department of Applied Chemistry, Waseda University, Tokyo 169-8555, Japan
    2. Key Laboratory of Polymer Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China
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  • Chunsheng Xiao,

    1. Key Laboratory of Polymer Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China
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  • Kenichi Oyaizu,

    1. Department of Applied Chemistry, Waseda University, Tokyo 169-8555, Japan
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  • Natsuru Chikushi,

    1. Department of Applied Chemistry, Waseda University, Tokyo 169-8555, Japan
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  • Xuesi Chen,

    Corresponding author
    1. Key Laboratory of Polymer Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China
    • Key Laboratory of Polymer Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China
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  • Hiroyuki Nishide

    Corresponding author
    1. Department of Applied Chemistry, Waseda University, Tokyo 169-8555, Japan
    • Department of Applied Chemistry, Waseda University, Tokyo 169-8555, Japan
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Abstract

We present here the synthesis of two kinds of amphiphilic block copolymers, a diblock copolymer MPEG-b-PTAm and a triblock copolymer MPEG-b-PLA-b-PTAm, which can self-assemble into micelles with nitroxyl radicals-containing PTAm segment in the core. The structure of the block copolymers was characterized by 1H NMR and GPC. Dynamic laser light scattering and transmission electron microscopy were used to study the micellar behavior of the two block copolymers in aqueous solution. The micelles carrying nitroxyl radicals in the core can generate electron paramagnetic resonance, which is stable for a period of time up to 8 min even in the presence of reducing reagent such as ascorbic acid. The enhanced stability against the reducing agent was ascribed to the inaccessibility of the nitroxyl radical core placed in the interior of the micelles. Combined with the biocompatibility, these micelles were promising to be used as the EPR probes for bioimaging in vivo. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2010

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