Chemical Research in Chinese Universities ›› 2019, Vol. 35 ›› Issue (4): 570-576.doi: 10.1007/s40242-019-9109-2

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A Novel Fluorescence Sensor Towards Hydrazine in Living Cells

WANG Jinjin1,3, GUO Jing1, DOU Lili4, WANG Rui1, SONG Yan3, YANG Qingbiao1, DU Jianshi2, LI Yaoxian1   

  1. 1. College of Chemistry, Jilin University, Changchun 130021, P. R. China;
    2. Jilin Provincial Key Laboratory of Lymphatic Surgery, China-Japan Union Hospital of Jilin University, Changchun 130031, P. R. China;
    3. College of Materials Science and Engineering, Jilin Institute of Chemical Technology, Jilin 132022, P. R. China;
    4. Hospital Affiliated to Changchun University of Chinese Medicine, Changchun 130061, P. R. China
  • Received:2019-04-15 Revised:2019-05-11 Online:2019-08-01 Published:2019-08-01
  • Contact: YANG Qingbiao, DU Jianshi E-mail:yangqb@jlu.edu.cn;dujianshi3040@163.com
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.21174052) and the Natural Science Foundation of Jilin Province, China(No.20170101105JC).

Abstract: By a simple one-step reaction, a new fluorescein-based probe, 3'-hydroxy-3-oxo-3H-spiro[isobenzofu-ran-1,9'-xanthen]-6'-yl-4-bromobutanoate(FLB), was designed and synthesized. Relative to other cations, anions or amines, the probe exhibited high sensitivity and specificity towards hydrazine with approximate 40-fold fluorescence enhancement at 515 nm. The detection limit(DL) was calculated to be 2.87×10‒8 mol/L, which was about 10 times lower than maximum allowable level of hydrazine(3.12×10‒7 mol/L) in drinking water permitted by the US Environment and Protection Association(EPA). Simultaneously, through mass spectroscopy and proton nuclear magnetic resonance titration, the detection mechanism was further confirmed. Eventually, due to the low cytotoxicity and excellent water solubility, FLB could be employed to detect hydrazine in living cells.

Key words: Fluorescence probe, Fluorescein, Hydrazine, Cell imaging