Chinese Journal of Organic Chemistry >
A Highly Selective Ratiometric Fluorescent Probe for the Detection of Hypochlorite in Acute Lung Injury
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)
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.
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
| [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. |
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