研究论文

一种Hg2+荧光探针的合成及其在活细胞成像中的应用

  • 张敏 ,
  • 肖慧丰 ,
  • 韩志湘 ,
  • 仰榴青 ,
  • 吴向阳
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  • a 江苏大学化学化工学院 镇江 212013;
    b 江苏大学环境与安全工程学院 镇江 212013

收稿日期: 2017-08-30

  修回日期: 2017-11-09

  网络出版日期: 2017-12-01

基金资助

江苏省自然科学基金(No.BK20140536)资助项目.

A Hg2+-Selective Fluorescence Probe: Synthesis and Application in Aqueous Solution and Living Cell Imaging

  • Zhang Min ,
  • Xiao Huifeng ,
  • Han Zhixiang ,
  • Yang Liuqing ,
  • Wu Xiangyang
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  • a School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013;
    b School of the Environment and Safety Engineering, Jiangsu University, Zhenjiang 212013

Received date: 2017-08-30

  Revised date: 2017-11-09

  Online published: 2017-12-01

Supported by

Project supported by the Natural Science Foundation of Jiangsu Province (No. BK20140536).

摘要

设计合成了一个新的罗丹明席夫碱类荧光探针1,其结构经1H NMR、13C NMR、MS和X射线单晶衍射的验证.通过紫外-可见光谱法和荧光光谱法研究了探针1在乙醇-水(V/V=7/3,HEPES 10 mmol/L,pH=7.0)中对Hg2+的识别性能.探针1通过显著的荧光增强来识别Hg2+,并具有良好的选择性和抗干扰能力.通过Job's plot和MS证明了探针1和Hg2+形成1:1的配合物.探针1的荧光强度与Hg2+浓度(0~50 μmol/L)呈良好的线性关系,可以定量地检测该范围内的Hg2+.在MGC-803活细胞中的荧光显微成像表明,探针1可检测生物体内的Hg2+.

本文引用格式

张敏 , 肖慧丰 , 韩志湘 , 仰榴青 , 吴向阳 . 一种Hg2+荧光探针的合成及其在活细胞成像中的应用[J]. 有机化学, 2018 , 38(4) : 926 -930 . DOI: 10.6023/cjoc201708061

Abstract

A novel rhodamine B Schiff-base fluorescence probe 1 was synthesized and characterized by 1H NMR, 13C NMR, MS and single-crystal X-ray analysis. The recognition properties of the probe 1 with Hg2+ ions were investigated in ethanol-water (V/V=7/3, HEPES 10 mmol/L, pH=7.0) by the UV-Vis spectrophotometry and the fluorescence spectrophotometry. The probe 1 showed remarkable "turn-on" fluorescent responses to Hg2+ with good selectivity over the other metal ions examined. The 1:1 binding model of probe 1 with Hg2+ was established by Job's plot and MS spectra. The probe can be applied to the quantitative analysis of Hg2+ with a linear range covering from 0 to 50 μmol/L. The fluorescence imaging experiments in MGC-803 living cells demonstrated that 1 could be used in biological systems to monitor Hg2+.

参考文献

[1] Renzoni, A.; Zino, F.; Franchi, E. Environ. Res. 1998, 77, 68.
[2] Tchounwou, P. B.; Ayensu, W. K.; Nnasvili, N.; Sutton, D. Environ. Toxicol. 2003, 18, 149.
[3] Boening, D. W. Chemosphere 2000, 40, 1335.
[4] Harris, H. H.; Pickering, I. J.; George, G. N. Science 2003, 301, 1203.
[5] Onyido, I.; Norris, A. R.; Buncel, E. Chem. Rev. 2004, 104, 5911.
[6] Liu, L.; Wong, W.-Y.; Lam, Y.-W.; Tam, W.-Y. Inorg. Chim. Acta 2007, 360, 109.
[7] Saito, S.; Sasamura, S.; Hoshi, S. Analyst 2005, 130, 659.
[8] Devi, P. R.; Gangaiah, T.; Naidu, G. R. K. Anal. Chim. Acta 1991, 249, 533.
[9] Khun, N. W.; Liu, E. Electrochim. Acta 2009, 54, 2890.
[10] Nolan, E. M.; Lippard, S. J. Chem. Rev. 2008, 108, 3443.
[11] Jung, J. H.; Lee, J. H.; Shinkai, S. Chem. Soc. Rev. 2011, 40, 4464.
[12] Yang, Y.; Zhao, Q.; Feng, W.; Li, F. Chem. Rev. 2013, 113, 192.
[13] Guo, Z.; Park, S.; Yoon, J.; Shin, I. Chem. Soc. Rev. 2014, 43, 16.
[14] Yang, Y.-K.; Yook, K.-J.; Tae, J. J. Am. Chem. Soc. 2005, 127, 16760.
[15] Wu, D.; Huang, W.; Duan, C.; Lin, Z.; Meng, Q. Inorg. Chem. 2007, 46, 1538.
[16] Zhang, X.; Xiao, Y.; Qian, X. Angew. Chem., Int. Ed. 2008, 47, 8025.
[17] Wu, D.; Huang, W.; Lin, Z.; Duan, C.; He, C.; Wu, S.; Wang, D. Inorg. Chem. 2008, 47, 7190.
[18] Zhu, M.; Yuan, M.; Liu, X.; Xu, J.; Lv, J.; Huang, C.; Liu, H.; Li, Y.; Wang, S.; Zhu, D. Org. Lett. 2008, 10, 1481.
[19] Huang, J.; Xu, Y.; Qian, X. J. Org. Chem. 2009, 74, 2167.
[20] Jiang, L.; Wang, L.; Zhang, B.; Yin, G.; Wang, R.-Y. Eur. J. Inorg. Chem. 2010, 28, 4438.
[21] Saha, S.; Mahato, P.; Reddy, G. U.; Suresh, E.; Chakrabarty, A.; Baidya, M.; Ghosh, S. K.; Das, A. Inorg. Chem. 2012, 51, 336.
[22] Mahato, P.; Saha, S.; Suresh, E.; Di Liddo, R.; Parnigotto, P. P.; Conconi, M. T.; Kesharwani, M. K.; Ganguly, B.; Das, A. Inorg. Chem. 2012, 51, 1769.
[23] Yan, F.; Wang, M.; Cao, D.; Yang, N.; Fu, Y.; Chen, L.; Chen, L. Dyes Pigm. 2013, 98, 42.
[24] Chu, K.-H.; Zhou, Y.; Fang, Y.; Wang, L.-H.; Li, J.-Y.; Yao, C. Dyes Pigm. 2013, 98, 339.
[25] Dong, Z.; Tian, X.; Chen, Y.; Hou, J.; Guo, Y.; Sun, J.; Ma, J. Dyes Pigm. 2013, 97, 324.
[26] Chen, X. L.; Meng, X. M.; Wang, S. X.; Cai, Y. L.; Wu, Y. F.; Feng, Y.; Zhu, M. Z.; Guo, Q. X. Dalton Trans. 2013, 42, 14819.
[27] Chen, J.; Tian, Y.; Xiang, Q.; Xiong, J.; Zhang, L.; Li, Y. Chin. J. Org. Chem. 2013, 33, 2210(in Chinese). (陈稼轩, 田怡, 向清祥, 熊俊如, 张丽群, 李艳, 有机化学, 2013, 33, 2210.)
[28] Han, Z.-X.; Zhu, B.-S.; Wu, T.-L.; Yang, Q.-Q.; Xue, Y.-L.; Zhang, Z.; Wu, X.-Y. Chin. Chem. Lett. 2014, 25, 73.
[29] Zhou, J.; Yang, M.; Meng, W.; Cheng, Z.; Yang, B. Chin. J. Org. Chem. 2014, 34, 1646(in Chinese). (周佳, 杨美盼, 孟文斐, 成昭, 杨秉勤, 有机化学, 2014, 34, 1646.)
[30] Srivastava, P.; Razi, S. S.; Ali, R.; Gupta, R. C.; Yadav, S. S.; Narayan, G.; Misra, A. Anal. Chem. 2014, 86, 8693.
[31] Wang, M.; Wen, J.; Qin, Z. H.; Wang, H. M. Dyes Pigm. 2015, 120, 208.
[32] Sun, J.; Qian, Y. Chin. J. Org. Chem. 2016, 36, 151(in Chinese). (孙京府, 钱鹰, 有机化学, 2016, 36, 151.)
[33] Zhang, C.; Gao, B.; Zhang, Q.; Zhang, G.; Shuang, S.; Dong, C. Talanta 2016, 154, 278.
[34] Li, X.; Yin, Y.; Deng, J.; Zhong, H.; Tang, J.; Chen, Z.; Yang, L.; Ma, L.-J. Talanta 2016, 154, 329.
[35] Xiao, H.; Zhang, M.; Liu, J.; Han, Z.; Yang, L.; Wu, X. Chin. J. Org. Chem. 2016, 36, 2413(in Chinese). (肖慧丰, 张敏, 刘杰, 韩志湘, 仰榴青, 吴向阳, 有机化学, 2016, 36, 2413.)
[36] Agarwalla, H.; Mahajan, P. S.; Sahu, D.; Taye, N.; Ganguly, B.; Mhaske, S. B.; Chattopadhyay, S.; Das, A. Inorg. Chem. 2016, 55, 12052.
[37] Gu, B.; Huang, L.; Su, W.; Duan, X.; Li, H.; Yao, S. Anal. Chim. Acta 2017, 954, 97.
[38] Kim, H. N.; Lee, M. H.; Kim, H. J.; Kim, J. S.; Yoon, J. Chem. Soc. Rev. 2008, 37, 1465.
[39] Qi, X.; Jun, E. J.; Xu, L.; Kim, S.-J.; Hong, J. S. J.; Yoon, Y. J.; Yoon, J. J. Org. Chem. 2006, 71, 2881.
[40] Guzow, K.; Milewska, M.; Wiczk, W. Spectrochim. Acta, Part A 2005, 61, 1133.

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