研究简报

通过不同荧光现象识别Cu2+和Zn2+的双吡唑啉荧光探针

  • 杨云裳 ,
  • 曹碧霞 ,
  • 张应鹏 ,
  • 董玉莹
展开
  • 兰州理工大学石油化工学院 兰州 730050

收稿日期: 2017-02-19

  修回日期: 2017-06-30

  网络出版日期: 2017-08-09

基金资助

甘肃省自然科学基金(No.2014GS03265)资助项目.

Bispyrazoline Fluorescent Probe for the Recognition of Cu2+ and Zn2+ with Different Fluorescence

  • Yang Yunshang ,
  • Cao Bixia ,
  • Zhang Yingpeng ,
  • Dong Yuying
Expand
  • School of Petrochemical Engineering, Lanzhou University of Technology, Lanzhou 730050

Received date: 2017-02-19

  Revised date: 2017-06-30

  Online published: 2017-08-09

Supported by

Project supported by the Natural Science Foundation of Gansu Province (No. 2014GS03265).

摘要

设计合成了一个基于双吡唑啉结构的双功能荧光探针1,1'-(5,5'-(6,6'-二羟基-5,5'-二甲氧基联苯-3,3'-二基)双(3-(2-羟基苯基)-1H-吡唑-5,1-(4H,5H)-二基))二乙酮(C1).利用核磁共振氢谱、碳谱、质谱及元素分析对其结构进行了表征,并通过紫外吸收光谱和荧光光谱研究了探针C1及其对金属离子在4-羟乙基哌嗪乙磺酸(HEPES)缓冲溶液[V(MeOH):V(H2O)=1:1,20 mol·L-1,pH=7.4]中的选择性识别作用.结果表明,探针C1对Cu2+和Zn2+有着较高的选择性和灵敏度,并能通过不同的荧光现象对目标离子的识别加以区分.

本文引用格式

杨云裳 , 曹碧霞 , 张应鹏 , 董玉莹 . 通过不同荧光现象识别Cu2+和Zn2+的双吡唑啉荧光探针[J]. 有机化学, 2017 , 37(11) : 3024 -3030 . DOI: 10.6023/cjoc201702024

Abstract

A bifunctional fluorescent probe 1,1'-(5,5'-(6,6'-dihydroxy-5,5'-dimethoxybiphenyl-3,3'-diyl)bis(3-(2-hydroxy-phenyl)-1H-pyrazole-5,1(4H,5H)-diyl))diethanone (C1) based on bispyrazoline was designed and synthesized. The structure of C1 was confirmed by 1H NMR, 13C NMR, MS and elemental analysis. The spectroscopic behavior toward metal ions has been investigated by the absorption and fluorescence methods. It exhibited high sensitivity and selectivity for detecting Cu2+ and Zn2+ over other commonly coexistent metal ions in 4-(2-hydroxyethyl)-1-piperazine ethanesulfonic acid (HEPES) buffer solution[V(MeOH):V(H2O)=1:1, 20 mol·L-1, pH=7.4] and it has the capability to differentiate target ions with different flu-orescence.

参考文献

[1] Carver, P. L. In Metal Ions in Life Sciences, Vol. 13, Eds.:Sigel, A.; Sigel, H.; Sigel, R. K. O., Springer, New York, 2013, pp. 2~5.
[2] Waggoner, D. J.; Bartnikas, T. B.; Gitlin, J. D. Neurobiol. Dis. 1999, 6, 221.
[3] Vallee, B. L.; Falchuk, K. H. Physiol. Rev. 1993, 73, 79.
[4] Strausak, D.; Mercer, J. F.; Dieter, H. H.; Stremmel, W.; Multhaup, G. Brain Res. Bull. 2001, 55, 175.
[5] Cuajungco, M. P.; Lees, G. J. Neurobiol. Dis. 1997, 4, 137.
[6] Li, Y. J.; Li, J. Y.; Xu, Y. T.; Jin, K.; Cao, X. Chin. J. Org. Chem. 2017, 37, 896(in Chinese). (李英俊, 李继阳, 许永廷, 靳焜, 曹欣, 有机化学, 2017, 37, 896.)
[7] Wang, Z. C.; Dai, B. N.; Qiu, J. F.; Ge, J. Z. Chin. J. Org. Chem. 2015, 35, 2383(in Chinese). (王智成, 戴博娜, 丘继芳, 葛金柱, 有机化学, 2015, 35, 2383.)
[8] Yao, P. S.; Liu, Z.; Ge, J. Z.; Cao, Q. Y. Dalton Trans. 2015, 44, 7470.
[9] Ge, J. Z.; Zou, Y.; Yan, Y. H.; Lin, S.; Zhao, X. F.; Cao, Q. Y. J. Photochem. Photobiol. B:Chem. 2016, 315, 67.
[10] Zhou, J. L.; Zhang, J.; Ren, H.; Dong, X. C.; Zheng, X.; Zhao, W. L. Chin. J. Chem. 2016, 34, 715.
[11] Zhong, K. L.; Zhao, J.; Zhou, X.; Hou, S. H.; Bian, Y. J.; Li, J. R.; Tang, L. J. Chin. J. Chem. 2016, 34, 1329.
[12] Zhu, W. B.; Lü, X. L.; Zhu, J. H.; Cao, Q. Y. Chin. J. Org. Chem. 2017, 37, 624(in Chinese). (祝文斌, 吕小兰, 朱江华, 曹迁永, 有机化学, 2017, 37, 624.)
[13] Gong, Z. L.; Ge, F.; Zhao, B. X. Sensor Actuators, B:Chem. 2011, 159, 148.
[14] Hu, S. L.; Zhang, S. S.; Hu, Y.; Tao, Q.; Wu, A. X. Dyes Pigm. 2013, 96, 509.
[15] Yang, A. B.; Wu, J.; Xu, Z. X.; Wang, B. X. Chem. J. Chin. Univ. 2011, 10, 2306.
[16] Zhang, Y. P.; You, C. X.; Yang, Y. S.; Liu, X. Y.; Guo, H. C.; Dong, Y. Y. Chin. J. Org. Chem. 2016, 36, 1401(in Chinese). (张应鹏, 尤彩霞, 杨云裳, 刘小育, 郭慧琛, 董玉莹, 有机化学, 2016, 36, 1401.)
[17] Liu, Y.; Wang, S. Q.; Zhao, B. X. RSC Adv. 2015, 5, 32962.
[18] Chandrasekhar, V.; Pandey, M. D. Tetrahedron Lett. 2011, 52, 1938.
[19] Zhang, T. T.; Wang, F. W.; Li, M. M.; Liu, J. T.; Miao, J. Y.; Zhao, B. X. Sensor Actuators, B:Chem. 2013, 186, 755.
[20] Li, M. M.; Zhao, W. B.; Zhang, T. T.; Fan, W. L.; Xu, Y.; Xiao, Y.; Miao, J. Y.; Zhao, B. X. J. Fluoresc. 2013, 23, 1263.
[21] Kobayashi, T.; Sasaki, S.; Tomita, N.; Fukui, S.; Kuroda, N.; Nakayama, M.; Kiba, A.; Takatsu, Y.; Ohtaki, T.; Itoh, F.; Baba, A. Bioorg. Med. Chem. 2010, 18, 3841.
[22] Delomenède, M.; Bedos-Belval, F.; Duran, H.; Vindis, C.; Baltas, M.; Nègre-Salvayre, A. J. Med. Chem. 2008, 51, 3171.
[23] Thévenin, M.; Mouray, E.; Grellier, P.; Dubois, J. Eur. J. Org. Chem. 2014, 2014, 2986.
[24] Yang, L. X.; Huang, K. X.; Li, H. B.; Gong, J. X.; Wang, F.; Feng, Y. B.; Tao, Q. F.; Wu, Y. H.; Li, X. K.; Wu, X. M.; Zeng, S.; Spencer, S.; Zhao, Y.; Qu, J. J. Med. Chem. 2009, 52, 7732.

文章导航

/

〈 〉