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高等学校化学研究 ›› 2017, Vol. 33 ›› Issue (4): 534-539.doi: 10.1007/s40242-017-7036-7

• Articles • 上一篇    下一篇

A Novel Ratiometric Fluorescent Probe for Cyanide Anion with High Selectivity and Its Application in Cell Imaging

FENG Yusha1,2, BAI Lifei3, WANG Shaodan2, KONG Xiangyi1, CONG Lele1, ZHAO Qing1, YANG Qingbiao2, LI Yaoxian2   

  1. 1. Department of Neurology, China-Japan Union Hospital of Jilin University, Changchun 130031, P. R. China;
    2. College of Chemistry, Jilin University, Changchun 130021, China;
    3. Jiangsu Key Laboratory of Biofunction Molecule, College of Life Science and Cheimistry & Chemical Engineering, Jiangsu Second Normal University, Nanjing 210013, P. R. China
  • 收稿日期:2017-01-20 修回日期:2017-03-17 出版日期:2017-08-01 发布日期:2017-05-23
  • 通讯作者: ZHAO Qing E-mail:qingzhao888@hotmail.com
  • 基金资助:

    Supported by the Jilin Province Science and Technology Research Plan,China(No.20170204039GX).

A Novel Ratiometric Fluorescent Probe for Cyanide Anion with High Selectivity and Its Application in Cell Imaging

FENG Yusha1,2, BAI Lifei3, WANG Shaodan2, KONG Xiangyi1, CONG Lele1, ZHAO Qing1, YANG Qingbiao2, LI Yaoxian2   

  1. 1. Department of Neurology, China-Japan Union Hospital of Jilin University, Changchun 130031, P. R. China;
    2. College of Chemistry, Jilin University, Changchun 130021, China;
    3. Jiangsu Key Laboratory of Biofunction Molecule, College of Life Science and Cheimistry & Chemical Engineering, Jiangsu Second Normal University, Nanjing 210013, P. R. China
  • Received:2017-01-20 Revised:2017-03-17 Online:2017-08-01 Published:2017-05-23
  • Contact: ZHAO Qing E-mail:qingzhao888@hotmail.com
  • Supported by:

    Supported by the Jilin Province Science and Technology Research Plan,China(No.20170204039GX).

摘要:

A novel hybrid acenaphthene-hemicyanine dye(Acc) was designed and synthesized as a colorimetric and ratiometric fluorescent sensor for cyanide detection. The nucleophilic addition of cyanide anion resulted in the blocking of the intramolecular charge transfer(ICT). Thus, the sensor exhibited high sensitivity and selectivity t owards cyanide anion among many anions in dimethylsulphoxide(DMSO)-water media, with the emission wavelength displaying a very large shift(186 nm). Moreover, the color changes of the solution could be observed by the naked eyes and it had a short response time. Under optimized conditions, the detection limit for cyanide was calculated to be 1.3 μmol/L(R2=0.9958). In addition, the probe had excellent biocompatibility and could be utilized to monitor cyanide in living cells.

关键词: Ratiometric fluorescence, Cyanide, Nucleophilic addition, Bioimaging

Abstract:

A novel hybrid acenaphthene-hemicyanine dye(Acc) was designed and synthesized as a colorimetric and ratiometric fluorescent sensor for cyanide detection. The nucleophilic addition of cyanide anion resulted in the blocking of the intramolecular charge transfer(ICT). Thus, the sensor exhibited high sensitivity and selectivity t owards cyanide anion among many anions in dimethylsulphoxide(DMSO)-water media, with the emission wavelength displaying a very large shift(186 nm). Moreover, the color changes of the solution could be observed by the naked eyes and it had a short response time. Under optimized conditions, the detection limit for cyanide was calculated to be 1.3 μmol/L(R2=0.9958). In addition, the probe had excellent biocompatibility and could be utilized to monitor cyanide in living cells.

Key words: Ratiometric fluorescence, Cyanide, Nucleophilic addition, Bioimaging