A Highly Selective Ratiometric Fluorescent Probe for the Detection of Hypochlorite in Acute Lung Injury

  • Binghui Ding ,
  • Shaohui Han ,
  • Haiqing Xiong ,
  • Benhua Wang ,
  • Bojun Zuo ,
  • Xiangzhi Song
Expand
  • a College of Chemistry & Chemical Engineering, Central South University, Changsha 410083
    b Shandong Academy of Pesticide Sciences, Jinan 250033

Received date: 2023-01-04

  Revised date: 2023-03-12

  Online published: 2023-04-14

Supported by

The National Natural Science Foundation of China(22178395)

Abstract

The fluorescent probe for the detection of overexpressed ClO in acute lung injury is required to have high selectivity against other reactive species. A hydroxybenzo[g]coumarin, NaphCou, was synthesized as a ratiometric fluorescent probe to detect ClO with ultra-high selectivity, a fast response, long-wavelength emissions (from green to red) and large Stokes shifts (from 107 nm to 155 nm). Using probe NaphCou as a fluorescence sensing tool, the lipopolysaccharide (LPS)-induced acute lung injury in mouse model was investigated by monitoring the hypochlorous acid concentration variation.

Cite this article

Binghui Ding , Shaohui Han , Haiqing Xiong , Benhua Wang , Bojun Zuo , Xiangzhi Song . A Highly Selective Ratiometric Fluorescent Probe for the Detection of Hypochlorite in Acute Lung Injury[J]. Chinese Journal of Organic Chemistry, 2023 , 43(8) : 2878 -2884 . DOI: 10.6023/cjoc202301003

References

[1]
(a) Mitchell, W. B. Paediatr. Respir. Rev. 2020, 35, 20.
[1]
(b) Gallelli, L.; Zhang, L. M.; Wang, T.; Fu, F. H. J. Clin. Pharmacol. 2020, 60, 815.
[2]
((a) Mowery, N. T.; Terzian, W. T. H.; Nelson, A. C. Curr. Prob. Surg. 2020, 57, 100777.
[3]
(a) Kellner, M.; Noonepalle, S.; Lu, Q.; Srivastava, A.; Zemskov, E.; Black, S. M. Adv. Exp. Med. Biol. 2017, 967, 105.
[3]
(b) Schieber, M.; Chandel, N. S. Curr. Biol. 2014, 24, 453.
[4]
(a) Pattison, D. I.; Davies, M. J. Biochemistry 2004, 43, 4799.
[4]
(b) Fukuyama, T.; Martel, B. C.; Linder, K. E.; Ehling, S.; Ganchingco, J. R.; B?umer, W. Clin. Exp. Allergy 2018, 48, 78.
[4]
(c) Rayner, B. S.; Zhang, Y. J.; Brown, B. E.; Reyes, L.; Cogger, V. C.; Hawkins, C. L. Free Radic. Biol. Med. 2018, 129, 25.
[5]
(a) Qin, T. Y.; Zhao, X. F.; Song, C.; Chen, S. H.; Xu, Z. Y.; Zhang, Z. X.; Lv, T. Y. Z.; Xun, Z. Q.; Liu, B.; Peng, X. J. Chem. Eng. J. 2023, 451, 139022.
[5]
(b) Luo, Z. J.; Lv, T. Y. Z.; Zhu, K. N.; Li, Y.; Wang, L.; Gooding, J. J.; Liu, G. Z.; Liu, B. Angew. Chem., Int. Ed. 2020, 59, 3131.
[6]
Zhao, Y.; Li, Y. F.; Li, R. X.; Wang, Y. Q.; Fan, X. X. Chin. J. Org. Chem. 2021, 41, 1974. (in Chinese)
[6]
( 赵云, 李艳芳, 李蓉晓, 王雅卿, 樊晓霞, 有机化学, 2021, 41, 1974.)
[7]
(a) Yue, X. X.; Wang, J. P.; Han, J. L.; Wang, B. H.; Song, X. Z. Chem. Commun. 2020, 56, 2849.
[7]
(b) Zang, S. P.; Kong, X. X.; Cui, J.; Su, S.; Shu, W.; Jing, J.; Zhang, X. L. J. Mater. Chem. B 2020, 8, 2660.
[7]
(c) Zhang, Y.; Yang, H. Y.; Li, M. X.; Gong, S.; Song, J.; Wang, Z. L.; Wang, S. F. Dyes Pigm. 2022, 197, 109861.
[7]
(d) Liang, L. J.; Sun, Y. M.; Liu, C.; Zeng, X. S.; Zhao, J. L. Dyes Pigm. 2021, 190, 109344.
[7]
(e) Chen, Y.; Lim, J. Y.; Wu, X. H.; Heo, J. S.; Yuan, F. Y.; Zhang, J. F.; Yoon, D. W.; Ren, W. X. Dyes Pigm. 2021, 195, 109666.
[7]
(f) Han, J. L.; Yang, S.; Wang, B. H.; Song, X. Z. Anal. Chem. 2021, 93, 5194.
[7]
(g) Lamb, B. M.; Barbas Iii, C. F. Chem. Commun. 2015, 51, 3196.
[7]
(h) Xu, Q. L.; Lee, K. A.; Lee, S.; Lee, K. M.; Lee, W. J.; Yoon, J. J. Am. Chem. Soc. 2013, 135, 9944.
[7]
(i) Xiao, H. D.; Li, J. H.; Zhao, J.; Yin, G.; Quan, Y. W.; Wang, J.; Wang, R. Y. J. Mater. Chem. B 2015, 3, 1633.
[7]
(j) Wu, M. Y.; He, T.; Li, K.; Wu, M. B.; Huang, Z.; Yu, X. Q. Analyst 2013, 138, 3018.
[7]
(k) Han, J. L.; Liu, X. J.; Xiong, H. Q.; Wang, J. P.; Wang, B. H.; Song, X. Z.; Wang, W. Anal. Chem. 2020, 92, 5134.
[7]
(l) Shen, Y. M.; Liu, X.; Zhang, X. Y.; Zhang, Y. Y.; Gu, B. Spectrochim. Acta, Part A 2020, 239, 118515.
[7]
(m) Mao, Z. Q.; Ye, M. T.; Hu, W.; Ye, X. X.; Wang, Y. Y.; Zhang, H. J.; Li, C. Y.; Liu, Z. H. Chem. Sci. 2018, 9, 6035.
[7]
(n) Xia, Q. N.; Wang, X. Y.; Liu, Y. N.; Shen, Z. F.; Ge, Z. G.; Huang, H.; Li, X.; Wang, Y. G. Spectrochim. Acta, Part A 2020, 229, 117992.
[7]
(o) Zhang, J.; Kan, J. F.; Sun, Y. Y.; Won, M.; Kim, J. H.; Zhang, W. F.; Zhou, J.; Qian, Z. S.; Kim, J. S. ACS Appl. Bio Mater. 2021, 4, 2080.
[8]
Ge, F.; Zhu, L. Z.; Chen, H. R. J. Hazard. Mater. 2006, 133, 99.
[9]
Liptak, M. D.; Gross, K. C.; Seybold, P. G.; Feldgus, S.; Shields, G. C. J. Am. Chem. Soc. 2002, 124, 6421.
[10]
Moriya, T. Bull. Chem. Soc. Jpn. 1988, 61, 1873.
[11]
Sarkar, S.; Santra, M.; Singha, S.; Jun, Y. W.; Reo, Y. J.; Kim, H. R.; Ahn, K. H. J. Mater. Chem. B 2018, 6, 4446.
Outlines

/