Citation: Mei Huihui, Yang Mingyang, Liu Xiaoyan, Tian Yuping, Xu Kuoxi. A Novel Phenanthroline-Based Fluorescent Probe for Pb(Ⅱ)[J]. Chinese Journal of Organic Chemistry, ;2020, 40(8): 2508-2512. doi: 10.6023/cjoc202004037 shu

A Novel Phenanthroline-Based Fluorescent Probe for Pb(Ⅱ)

a.
College of Chemistry and Chemical Engineering, Henan University, Kaifeng, Henan 475004
b.
Mingsheng College, Henan University, Kaifeng, Henan 475004

Corresponding author: Tian Yuping, tianyuping@henu.edu.cn Xu Kuoxi, xukx@henu.edu.cn
Received Date: 24 April 2020
Revised Date: 17 May 2020
Available Online: 29 May 2020
Fund Project: Project supported by the Natural National Science Foundation of China (No. 31872311)The Natural National Science Foundation of China 31872311

Figures(4)

A novel fluorescent probe L for Pb²⁺ based phenanthroline derivative has been designed and synthesized. The probe L displayed fluorescence quenching emission excellent sensitivity specific toward Pb²⁺ ion. The introduction of Pb²⁺ resulted the quenching fluorescence of probe L and the color of the solution can be observed changes from yellow to orange in DMF-H₂O (V:V=1:1, 10 mmol/L Tris, pH=7.4). The detection limit was as low as 2.68×10^-7 mol/L. The bonding mechanism was confirmed by UV-vis, fluorescence, HRMS, ¹H NMR experiments and theoretical calculation. It was found that the probe had excellent reversibility for detection of Pb²⁺ and could be used to effectively identify Pb²⁺ in living cells.
- phenanthroline derivative,
- fluorescent probe for Pb²⁺,
- living cell imaging
1. [1]
  Xiao, T. W.; Mi, M. M.; Wang, C. Y.; Qian, M.; Chen, Y. H.; Zheng, L. Q.; Zhang, H. S.; Hu, Z. B.; Shen, Z. G.; Xia, Y. Environ. Exp. Bot. 2018, 153, 45. doi: 10.1016/j.envexpbot.2018.04.006
2. [2]
  Tan, J. J.; He, S. B.; Yan, S. H.; Li, Y. N.; Li, H.; Zhang, H.; Zhao, L.; Li, L. J. Protoplasma 2014, 251, 1213. doi: 10.1007/s00709-014-0628-x
3. [3]
  Zhou, Y.; Bai, L.; Song, C. P. Sci. Bull. 2015, 60, 741. doi: 10.1007/s11434-015-0759-2
4. [4]
  Hong, H.; Wang, J. H.; Wang, C. C.; Fan, M.; Ye, Y.; Zhao, Y. F. Monatsh. Chem. 2013, 144, 139. doi: 10.1007/s00706-012-0786-5
5. [5]
  Xu, Z.; Fang, Y.; Chen, Y.; Yang, W.; Ma, N.; Pei, F.; Kimatu, B. M.; Hu, Q.; Qiu, W. Food Chem. 2016, 202, 396. doi: 10.1016/j.foodchem.2016.02.021
6. [6]
  Alqadami, A. A.; Naushad, M.; ALOthman, Z. A.; Alsuhybani, M.; Algamdi, M. J. Hazard. Mater. 2020, 389, 121896 doi: 10.1016/j.jhazmat.2019.121896
7. [7]
  Liu, C. M.; Yang, W.; Ma, J. Q.; Yang, H. X.; Feng, Z. J.; Sun, J. M.; Cheng, C.; Jiang, H. J. Agric. Food Chem. 2018, 66, 7975. doi: 10.1021/acs.jafc.8b02433
8. [8]
  Liu, Z.; Jin, W.; Wang, F.; Li, T.; Nie, J.; Xiao, W.; Zhang, Q.; Zhang, Y. Sens. Actuators, B 2019, 296126698.
9. [9]
  Daly, B.; Ling, J.; de Silva, A. P. Chem. Soc. Rev. 2015, 44, 4023. doi: 10.1039/C4CS00229F
10. [10]
  Wang, P.; Fu, J. X.; Yao, K.; Chang, Y. X.; Xu, K. X. Sens. Actuators, B 2018, 273, 1070. doi: 10.1016/j.snb.2018.07.028
11. [11]
  Chang, Y. X.; Li, B.; Gao, Y. F., Xu, K. X. Chin. J. Org. Chem. 2019, 39, 1023(in Chinese).
12. [12]
  Pan, S.; Tang, H.; Song, Z.; Li, J.; Guo, Y. Chin. J. Chem. 2017, 35, 1197. doi: 10.1002/cjoc.201770081
13. [13]
  Yang, X. D.; Zeng, W. F.; Wang, L.; Lu, X. W.; Yan, Y. C.; Qu, J. Q.; Liu, R. Y. RSC Adv. 2014, 4, 22613. doi: 10.1039/c4ra02738h
14. [14]
  Li, M.; Jiang, X. J.; Wu, H. H.; Lu, H. L.; Li, H. Y.; Xu, H.; Zang, S. Q.; Mark, T. C. W. Dalton Trans. 2015, 44, 17326. doi: 10.1039/C5DT02731D
15. [15]
  Zheng, T. C.; Yan, F. Y.; Shi, D. C.; Zou, Y.; Zhang, S. I.; Chen, L. Recent Innovations Chem. Eng. 2014, 7, 10.
16. [16]
  Chen, Y.; Xie, N. J. Photochem. Photobiol. A 2006, 179, 320. doi: 10.1016/j.jphotochem.2005.08.036
17. [17]
  Fu, J.; Li, B.; Mei, H.; Chang, Y.; Xu K. Spectrochim. Acta, Part A 2020, 227, 117678. doi: 10.1016/j.saa.2019.117678
18. [18]
  Luo, X. H.; Li, X. Y.; Wang, Y.; Xie, X. M.; Yang, L. ChemistrySelect 2019, 4, 10643. doi: 10.1002/slct.201902204
19. [19]
  (a) Chang, Y.; Li, B.; Mei, H.; Xu, K.; Xie, X.; Yang, L. Supromal. Chem. 2020.
  (b) Fu, J.; Chang, Y.; Li, B.; Mei, H.; Yang, L.; Xu, K. Analyst 2019, 144, 5706.
20. [20]
  Long, G. L.; Winefordner, J. D. Anal. Chem. 1983, 55, 712A.
21. [21]
  Fu, J.; Chang, Y.; Li, B.; Mei, H.; Xu K. Appl. Organomet. Chem. 2019, 33, e5162.
22. [22]
  Nugent, J. W.; Lee, H.; Joseph, H. S.; Reibenspies, H.; Hancock, R. D. Inorg. Chem. 2014, 53, 9014. doi: 10.1021/ic5008632
23. [23]
  Chang, Y. X.; Li, B.; Gao, M.; Cai, Y. H.; Xu, K. X. Chin. J. Org. Chem. 2019, 39, 2485(in Chinese).
24. [24]
  Dehaudt, J.; Williams, N. J.; Shkrob, I. A.; Luo, H.; Sheng Dai, S. Dalton Trans. 2016, 45, 11624. doi: 10.1039/C6DT01800A
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