Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (4): 1023-1028.DOI: 10.6023/cjoc201809028 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



常永新a, 李白a, 高云帆b, 徐括喜a,b   

  1. a 河南大学化学化工学院 功能有机分子研究中心 河南省阻燃与功能材料工程实验室 开封 475004;
    b 河南大学民生学院 开封 475004
  • 收稿日期:2018-09-21 修回日期:2018-10-29 发布日期:2018-12-07
  • 通讯作者: 徐括喜
  • 基金资助:


A Novel Schiff-Base Fluorescent Probe for Cr3+ and Its Bioimaging in Cells

Chang Yongxinaa, Li Baiaa, Gao Yunfanab, Xu Kuoxia,b   

  1. a Institute of Functional Organic Molecular Engineering, Engineering Laboratory for Flame Retardant and Functional Materials of Henan Province, College of Chemistry and Chemical Engineering, Henan University, Kaifeng, 475004;
    b Henan University Mingsheng College, Kaifeng, 475004
  • Received:2018-09-21 Revised:2018-10-29 Published:2018-12-07
  • Contact: 10.6023/cjoc201809028
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No.U1404207).

Trivalent chromium (Cr3+) plays an important role in the metabolismof fats, nucleic acids, carbohydrates and proteins. Moreover, Cr3+ is considered to be a carcinogen and is extremely harmful to humans. Therefore, Cr3+ fluorescent probe L was synthesized by reaction of 8-hydroxyquinolinaldehyde with thiocarbazone. The probe L showed high selectivity towards Cr3+ ion through the color of solution changed from colorless to yellow for naked-eye detection and significant fluorescence intensity enhanced in CH3CN/H2O (V:V=1:2, Tris buffer 50 mmol/L, pH=7.3) solution. The 1:1 binding stoichiometry between probe and Cr3+ was determined from Job's plot, fluorescence titration, ESI-MS and density functional theory (DFT) calculations. The association constant (Ka) and the detection limit for Cr3+ were found to be to be 1.00×105 and 2.85×10-7 mol/L, respectively. Moreover, bioimaging experiments showed that L could sense Cr3+ ion in living cells with a fluorescence enhancement signal.

Key words: Cr3+, fluorescent probe, DFT, bioimaging