A Ratiometric Fluorescent Probe for Imaging Hydrogen Peroxide in Living Cells

  • Yang Min ,
  • Xia Lili ,
  • Zhou Xiaoqin ,
  • Jia Chengli ,
  • Ji Min ,
  • Wang Peng
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  • a School of Biological Sciences and Medical Engineering, Southeast University, Nanjing 210009;
    b Department of Biomedical Engineering, School of Engineering, China Pharmaceutical University, Nanjing 210009

Received date: 2020-02-23

  Revised date: 2020-05-18

  Online published: 2020-06-13

Supported by

Project supported by the General Program of National Natural Science Foundation of China (No. 81671745).

Abstract

Hydrogen peroxide (H2O2) plays an important role in various physiological and pathological processes in the form of molecular signals. Thus, it is of great significance to detect hydrogen peroxide in living cells or organisms quickly, efficiently and sensitively. In this study, a novel ratiometric fluorescent probe was designed to show the ratiometric fluorescence response to hydrogen peroxide. The probe showed the advantages of good selectivity, high sensitivity, low cytotoxicity and fast reaction rate in hydrogen peroxide detection. The probe also provided excellent performance in detecting both exogenous and endogenous hydrogen peroxide in living cells.

Cite this article

Yang Min , Xia Lili , Zhou Xiaoqin , Jia Chengli , Ji Min , Wang Peng . A Ratiometric Fluorescent Probe for Imaging Hydrogen Peroxide in Living Cells[J]. Chinese Journal of Organic Chemistry, 2020 , 40(9) : 2888 -2894 . DOI: 10.6023/cjoc202002030

References

[1] Wen, X.; Wu, J.; Wang, F.; Liu, B.; Huang, C.; Wei, Y. Free Radic. Biol. Med. 2013, 65, 402.
[2] Lou, Z.; Li, P.; Han, K. Acc. Chem. Res. 2015, 48, 1358.
[3] Balaban, R. S.; Nemoto, S.; Finkel, T. Cell 2005, 120, 483.
[4] Houstis, N.; Rosen, E. D.; Lander, E. S. Nature 2006, 440, 944.
[5] Teixeira, J. P.; de Castro, A. A.; Soares, F. V.; da Cunha, E. F. F.; Ramalho, T. C. Molecules 2019, 24, 4410.
[6] Ohshima, H.; Tatemichi, M.; Sawa, T. Arch. Biochem. Biophys. 2003, 417, 3.
[7] Zhu, H.; Fan, J. L.; Wang, B. H.; Peng, X. J. Chem. Soc. Rev. 2015, 44, 4337.
[8] Chen, X. Q.; Wang, F.; Hyun, J. Y.; Wei, T. W.; Qiang, J.; Ren, X. T.; Shin, I.; Yoon, J. Chem. Soc. Rev. 2016, 45, 2976.
[9] Tian, Q.; Chen, S.; Chen, J.; Liu, R.; Wang, Y.; Yang, X.; Ye, Y. Chin. J. Org. Chem. 2019, 39, 2089(in Chinese). (田庆, 陈双虎, 陈景龙, 刘蕊, 汪雨诗, 杨晓朋, 叶勇, 有机化学, 2019, 39, 2089.)
[10] Chen, S.; Pang, C.; Chen, X.; Yan, Z.; Huang, S.; Li, X.; Zhong, Y.; Wang, Z. Chin. J. Org. Chem. 2019, 39, 1846(in Chinese). (陈思鸿, 庞楚明, 陈孝云, 严智浩, 黄诗敏, 李香弟, 钟雅婷, 汪朝阳, 有机化学, 2019, 39, 1846.)
[11] Huang, C.; Chen, H.; Li, F.; An, S. Chin. J. Org. Chem. 2019, 39, 2467(in Chinese). (黄池宝, 陈会, 李福琴, 安思雅, 有机化学, 2019, 39, 2467.)
[12] Wen, Y.; Huo, F.; Yin, C. Chin. Chem. Lett 2019, 30, 1834.
[13] Tang, L.; Tian, M.; Chen, H.; Yan, X.; Zhong, K.; Bian, Y. Dyes Pigm. 2018, 158, 482.
[14] Purdey, M. S.; McLennan, H. J.; Sutton-McDowall, M. L.; Drumm, D. W.; Zhang, X.; Capon, P. K.; Heng, S.; Thompson, J. G.; Abell, A. D. Sens. Actuators. B 2018, 262, 750.
[15] Shen, Y.; Zhang, X.; Zhang, Y.; Wu, Y.; Zhang, C.; Chen, Y.; Jin, J.; Li, H. Sens. Actuators B. Chem. 2018, 255, 42.
[16] Qiu, X.; Xin, C.; Qin, W.; Li, Z.; Zhang, D.; Zhang, G.; Peng, B.; Han, X.; Yu, C.; Li, L.; Huang, W. Talanta 2019, 199, 628.
[17] Zhang, J.; Shi, L.; Li, Z.; Li, D.; Tian, X.; Zhang, C. Analyst 2019, 144, 36438.
[18] Chen, Z.; Li, H.; Wei, J.; Xiao, Y.; Yu, H. Chin. J. Org. Chem. 2015, 35, 789(in Chinese). (陈忠林, 李红玲, 丰驾, 肖义, 于海波, 有机化学, 2015, 35, 789.)
[19] Gao, C.; Tian, Y.; Zhang, R.; Jing, J.; Zhang, X. Anal. Chem. 2017, 89, 12945.
[20] Hou, J.; Qian, M.; Zhao, H.; Li, Y.; Liao, Y.; Han, G.; Xu, Z.; Wang, F.; Song, Y.; Liu, Y. Anal. Chim. Acta 2018, 1024, 169.
[21] Wen, Y.; Liu, K.; Yang, H.; Li, Y.; Lan, H.; Liu, Y.; Zhang, X.; Yi, T. Anal. Chem. 2014, 86, 9970.
[22] Lee, M. H.; Kim, J. S.; Sessler, J. L. Chem. Soc. Rev. 2015, 44, 4185.
[23] Huang, Y.; Zhou, Q.; Feng, Y.; Zhang, W.; Fang, G.; Fang, M.; Chen, M.; Xu, C.; Meng, X. Chem. Commun. (Cambridge. U. K.) 2018, 54, 10495.
[24] Ning, P.; Hou, L.; Feng, Y.; Xu, G.; Bai, Y.; Yu, H.; Meng, X. Chem. Commun. 2019, 55, 1782.
[25] Ning, P.; Wang, W.; Chen, M.; Feng, Y.; Meng, X. Chin. Chem. Lett. 2017, 28, 1943.
[26] Xue, X.; Zhang, Y.; Liu, Z.; Song, M.; Xing, Y.; Xiang, Q.; Wang, Z.; Tu, Z.; Zhou, Y.; Ding, K.; Xu, Y. J. Med. Chem. 2016, 59, 1565.
[27] Li, B.; Lu, L.; Zhao, M.; Lei, Z.; Zhang, F. Angew. Chem.. Int. Ed. Engl. 2018, 57, 7483.
[28] Shi, Y.; Yuan, W.; Liu, Q.; Kong, M.; Li, Z.; Feng, W.; Hu, K.; Li, F. ACS Mater. Lett. 2019, 1, 418.
[29] Pilipchuk, N. V.; Piryatinski, Y. P.; Kachkovsky, G. O.; Slominskii, Y. L.; Kachkovsky, O. D. Dyes Pigm. 2007, 73, 353.
[30] Pilipchuk, N.; Piryatinski, Y.; Kachkovsky, G.; Slominskii, Y.; Kachkovsky, O. Dyes Pigm. 2007, 74, 47.
[31] Li, X.; Tao, R. R.; Hong, L. J.; Cheng, J.; Jiang, Q.; Lu, Y. M.; Liao, M. H.; Ye, W. F.; Lu, N. N.; Han, F.; Hu, Y. Z.; Hu, Y. H. J. Am. Chem. Soc. 2015, 137, 12296.
[32] Li, H.; Yao, Q.; Fan, J.; Du, J.; Wang, J.; Peng, X. Biosens. Bioelectron. 2017, 94, 536.
[33] Xiao, H.; Li, P.; Zhang, S.; Zhang, W.; Zhang, W.; Tang, B. Chem. Commun. (Cambridge. U. K.) 2016, 52, 12741.
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