Synthesis and Application of a Full Water-Soluble and Red-Emitting Chemosensor Based on Phenoxazinium for Copper(II) Ions

Authors

  • Baolong Yan,

    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Material Science, Soochow University, Suzhou, Jiangsu 215123, China
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  • Ru Sun,

    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Material Science, Soochow University, Suzhou, Jiangsu 215123, China
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  • Jianfeng Ge,

    Corresponding author
    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Material Science, Soochow University, Suzhou, Jiangsu 215123, China
    • Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Material Science, Soochow University, Suzhou, Jiangsu 215123, China, Tel.: 0086-0512-65880367; Fax: 0086-0512-65884717
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  • Yujie Xu,

    1. School of Radiation Medicine and Protection, Medicine College of Soochow University, Suzhou, Jiangsu 215123, China
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  • Qianqian Zhang,

    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Material Science, Soochow University, Suzhou, Jiangsu 215123, China
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  • Xuebo Yang,

    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Material Science, Soochow University, Suzhou, Jiangsu 215123, China
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  • Jianmei Lu

    Corresponding author
    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Material Science, Soochow University, Suzhou, Jiangsu 215123, China
    2. Key Laboratory of Functional Materials for Environment Protection of Suzhou City, Soochow University, Suzhou, Jiangsu 215123, China
    • Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Material Science, Soochow University, Suzhou, Jiangsu 215123, China, Tel.: 0086-0512-65880367; Fax: 0086-0512-65884717
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Abstract

A phenoxazinium-based chemosensor (1) bearing di(2-picolyl)amine unit was successfully synthesized. The result shows that it is a red-emitting and full water-soluble chemosensor for the selective detection of Cu2+ in pure water. The fluorescence on-off mechanism was studied by ab initio calculations. To confirm the suitability of 1 for biological applications, it was employed in the fluorescence detection of the intracellular Cu2+ with cultured KB cells. The results indicated that 1 had good membrane permeability and could be useful for the fluorescence microscopic imaging.

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