Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (7): 1786-1791.DOI: 10.6023/cjoc201802014 Previous Articles     Next Articles

Special Issue: 荧光探针-生物传感合辑



钟克利a,b, 赵杰a, 李秋莹b, 侯淑华a, 汤轶伟b, 边延江a, 汤立军a   

  1. a 渤海大学化学化工学院 锦州 121013;
    b 渤海大学食品科学与工程学院 生鲜农产品贮藏加工及安全控制技术国家地方联合工程研究中心 锦州 121013
  • 收稿日期:2018-02-08 修回日期:2018-03-16 发布日期:2018-04-04
  • 通讯作者: 汤轶伟, 汤立军;
  • 基金资助:


Synthesis of Multifunctional Long-Wavelength-Emitting Fluorescent Probe Based on Hydrazine Dihydrazone and Its Copper Complex for Detection of H2S

Zhong Kelia,b, Zhao Jiea, Li Qiuyingb, Hou Shuhuaa, Tang Yiweib, Bian Yanjianga, Tang Lijuna   

  1. a College of Chemistry and Chemical Engineering, Bohai University, Jinzhou 121013;
    b National & Local Joint Engineering Research Center of Storage, Processing and Safety Control Technology for Fresh Agricultural and Aquatic Products, College of Food Science and Technology, Bohai University, Jinzhou 121013
  • Received:2018-02-08 Revised:2018-03-16 Published:2018-04-04
  • Contact: 10.6023/cjoc201802014;
  • Supported by:

    Project supported by the Natural Science Foundation of Liaoning Province (No. 20170540019), the National Natural Science Foundation of China (Nos. 21304009, 21476029, U1608222) and the Doctoral Scientific Research Foundation of Liaoning Province (No. 20170520416).

A novel fluorescent probe L with long wavelength emission and large Stokes shift was designed and synthesized based on 1,4-diethyl-7-hydroxytetrahydroquinoxaline-6-carboxaldehyde. The color of L was changed from yellow to pink and colorless upon addition of Cu2+ and Co2+ respectively in dimethylsulfoxide (DMSO), which illustrated that probe L could recognize Cu2+ and Co2+ by naked eyes. The complex L-Cu2+ could recognize H2S with fluorescence "OFF-ON" in DMSO/H2O (V:V=7:3, HEPES, 1×10-2 mol/L, pH=7.4). The test strip assay showed that the L-Cu2+ pretreated test strip showed obvious color changes toward different concentrations of H2S, which indicated that H2S could be rapidly detected by naked eyes and fluorescent double channel. In addition, the molecular target of compound L can be searched by utilizing the reverse docking method in Discovery Studio (DS) software. Then, docking analysis was performed using CDOCKER module of DS, and it was found that molecule L has a good combination to 2x0v protein (P53_human). Therefore, it is expected to be applied in the medicine field.

Key words: long wavelength emission, fluorescent probe, H2S, recognization, molecular docking