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Design and synthesis of new cationic water-soluble pyrene containing dendrons for DNA sensory applications

Authors

  • Ching-Yi Chen,

    1. Institute of Polymer Science and Engineering, National Taiwan University, Taipei 10617, Taiwan
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    • Ching-Yi Chen and Yumiko Ito contributed equally to this work.

  • Yumiko Ito,

    1. Department of Organic and Polymeric Materials, Graduate School of Science and Engineering, Tokyo Institute of Technology, Tokyo 152-8552, Japan
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    • Ching-Yi Chen and Yumiko Ito contributed equally to this work.

  • Yu-Cheng Chiu,

    1. Department of Chemical Engineering, National Taiwan University, Taipei 10617, Taiwan
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  • Wen-Chung Wu,

    1. Department of Chemical Engineering, National Cheng Kung University, Tainan 701, Taiwan
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  • Tomoya Higashihara,

    1. Department of Organic and Polymeric Materials, Graduate School of Science and Engineering, Tokyo Institute of Technology, Tokyo 152-8552, Japan
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  • Mitsuru Ueda,

    Corresponding author
    1. Department of Organic and Polymeric Materials, Graduate School of Science and Engineering, Tokyo Institute of Technology, Tokyo 152-8552, Japan
    • Department of Organic and Polymeric Materials, Graduate School of Science and Engineering, Tokyo Institute of Technology, Tokyo 152-8552, Japan
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  • Wen-Chang Chen

    Corresponding author
    1. Institute of Polymer Science and Engineering, National Taiwan University, Taipei 10617, Taiwan
    2. Department of Chemical Engineering, National Taiwan University, Taipei 10617, Taiwan
    • Institute of Polymer Science and Engineering, National Taiwan University, Taipei 10617, Taiwan
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Abstract

A series of new water-soluble cationic pyrene-dendron derivatives, G1, G2, and G3, was successfully synthesized and characterized. These new dendrons were designed with the quaternized amino moieties at the periphery of the dendrons for DNA detection and functionalized with pyrene as a fluorescent probe. The electrostatic interactions between the plasmid DNA (pDNA) and cationic charged dendrons in an aqueous solution resulted in a change in the photophysical properties of pyrene, which could be shown in the UV-vis and fluorescence spectra. Pyrene dendrons showed a high and rapid fluorescence response upon the addition of pDNA, which was strongly dependent on the size and hydrophobicity of the dendrons. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012

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