Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (2): 406-411.DOI: 10.6023/cjoc201804043 Previous Articles     Next Articles

Special Issue: 荧光探针-生物传感合辑 有机超分子化学合辑

ARTICLE

基于新型萘环稠合硼氟二吡咯化合物(BODIPY)的氟离子荧光探针及其细胞成像研究

周建平a, 吴保庚a, 周志宽a, 田蒋为b, 袁爱华a   

  1. a 江苏科技大学环境与化学工程学院 镇江 212003;
    b 中国药科大学中药学院 南京 211198
  • 收稿日期:2018-04-25 修回日期:2018-07-17 发布日期:2018-09-10
  • 通讯作者: 周志宽, 田蒋为, 袁爱华 E-mail:zkzhou@just.edu.cn;jwtian@cpu.edu.cn;aihua.yuan@just.edu.cn
  • 基金资助:

    国家自然科学基金(Nos.21501073,21775166,51672114)及中国博士后基金(No.2017M621662)资助项目.

A Novel Naphthalene-Fused Boron Dipyrromethene (BODIPY)-Based Near Infrared Fluorescent Probe for Detecting Fluoride in Living Cells

Zhou Jianpinga, Wu Baogenga, Zhou Zhikuana, Tian Jiangweib, Yuan Aihuaa   

  1. a School of Environmental and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang 212003;
    b Department of Traditional Chinese Medicine, China Pharmaceutical University, Nanjing 211198
  • Received:2018-04-25 Revised:2018-07-17 Published:2018-09-10
  • Contact: 10.6023/cjoc201804043 E-mail:zkzhou@just.edu.cn;jwtian@cpu.edu.cn;aihua.yuan@just.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21501073, 21775166, 51672114) and the China Postdoctoral Science Foundation (No. 2017M621662).

A colorimetric and fluorescent turn-off chemosensor for fluoride based on novel naphthalene-fused boron dipyrromethene (BODIPY) 5 was designed and synthesized. In various anions, only upon addition of fluoride, the UV-Vis absorption peak of probe 5 red-shifted 100 nm, reaching the near infrared (NIR) region. Thus, it can be used as naked-eye detector for fluoride ion. In the fluorescence test, upon addition of fluoride, the fluorescence of probe 5 quenched significantly. Confocal fluorescence microscopy experiments demonstrate that 5 can be used for monitoring fluoride in living cells.

Key words: boron dipyrromethene (BODIPY), near infrared (NIR), fluoride, fluorescent sensor