Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (5): 1251-1256.DOI: 10.6023/cjoc201912026 Previous Articles     Next Articles


钟克利a, 周璐璐a, 邓隆隆a, 汤立军a, 高雪b, 刘秀英b, 燕小梅c   

  1. a 渤海大学化学化工学院 辽宁锦州 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 辽宁锦州 121013;
    c 大连医科大学检验医学院 大连 116044
  • 收稿日期:2019-12-18 修回日期:2020-01-18 发布日期:2020-01-21
  • 通讯作者: 汤立军, 燕小梅;
  • 基金资助:

Synthesis of Novel 7-Hydroxytetrahydroquinoxaline-6-formaldehyde Acylhydrazone Derivative and Its Recognition for Al3+

Zhong Kelia, Zhou Lulua, Deng Longlonga, Tang Lijuna, Gao Xueb, Liu Xiuyingb, Yan Xiaomeic   

  1. a College of Chemistry and Chemical Engineering, Bohai University, Jinzhou, Liaoning 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, Liaoning 121013;
    c College of Laboratory Medicine, Dalian Medical University, Dalian 116044
  • Received:2019-12-18 Revised:2020-01-18 Published:2020-01-21
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21878023, U1608222), the Natural Science Foundation of Liaoning Province (No. 20180551195), the Scientific Research Fund of Liaoning Provincial Education Department (No. LJ2019005), the Basic Research Projects for Undergraduate College of Liaoning Province (No. LQ2017048), and the Program for Distinguished Professor of Liaoning Province.

A novel acylhydrazone derivative (i.e. fluorescence probe L) was designed and synthesized based on 7-hydroxy- tetrahydroquinoxaline-6-formaldehyde. Probe L can recognize for Al3+ with highly selectivity in DMSO/Tris (V:V=7:3) solution. When Al3+ is added into the solution of L, the fluorescence color of solution changes from non-fluorescence to purple red fluorescence, and the maximum emission wavelength of L is 640 nm within range of the near-infrared. Probe L possesses a large Stokes shift (170 nm) and the detection limit of L is 0.521 μmol/L. In addition, L can detect Al3+ in the real water samples and imaging for Al3+ in MCF-7 cells.

Key words: 7-hydroxytetrahydroquinoxaline-6-formaldehyde, fluorescent probe, Al3+, recognition, cell imaging