Highly selective excited state intramolecular proton transfer (ESIPT)-based superoxide probing

Organic Letters

Volumn 15, Issue 15, 2013, Pages 3946-3949

  Murale, Dhiraj P ^a   Kim, Hwajin ^b   Choi, Wan Sung ^b   Churchill, David G ^a  

^a Korea Advanced Institute of Science and Technology (KAIST)   (South Korea)

^b Gyeongsang National University School of Medicine   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

2 (BENZOTHIAZOL 2 YL) PHENOL; 2-(BENZOTHIAZOL-2-YL)-PHENOL; BENZOTHIAZOLE DERIVATIVE; FLUORESCENT DYE; PROTON; SUPEROXIDE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; SPECTROFLUOROMETRY;

BENZOTHIAZOLES; FLUORESCENT DYES; MOLECULAR STRUCTURE; PROTONS; SPECTROMETRY, FLUORESCENCE; SUPEROXIDES;

EID: 84881248847     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol4017222     Document Type: Article

References (33)

1. De Silva, A. P.; Gunaratne, H. Q. N.; Gunnlaugsson, T.; Huxley, A. J. M.; McCoy, C. P.; Rademacher, J. T.; Rice, T. E. Chem. Rev. 1997, 97, 1515
2. Gunnlaugsson, T.; Glynn, M.; Tocci, G. M.; Kruger, P. E.; Pfeffer, F. M. Coord. Chem. Rev. 2006, 250, 3094
3. Que, E. L.; Domaille, D. W.; Chang, C. J. Chem. Rev. 2008, 108, 4328
4. Dickinson, B. C.; Chang, C. J. Nat. Chem. Biol. 2011, 7, 504
5. Dickinson, B. C.; Srikun, D.; Chang, C. J. Curr. Opin. Chem. Biol. 2012, 14, 50
6. Schaferling, M.; Rogel, D. B. M.; Schreml, S. Microchim. Acta 2012, 174, 1
7. Winterbourn, C. C. Nat. Chem. Biol. 2008, 4, 278
8. Wardman, P. Free Radical Biol. Med. 2007, 43, 995
9. Soh, N. Anal. Bioanal. Chem. 2006, 386, 532
10. Halliwell, B.; Gutteridge, J. M. C. Free Radicals in Biology and Medicine, 4 th ed; Oxford University Press: Oxford, 2007.
11. Zhang, W.; Wang, T. G.; Qin, L. Y.; Gao, H. M.; Wilson, B.; Ali, S. F.; Zhang, W. Q.; Hong, J. S.; Liu, B. FASEB J. 2004, 18, 589
12. Andersen, J. K. Nature Medicine. 2004, 10, S18
13. Barnham, K. J.; Masters, C. L.; Bush, A. I. Nat. Rev. Drug Discovery 2004, 3, 205
14. Chaudhury, S.; Sarkar, P. K. Biochim. Biophys. Acta 1983, 763, 93
15. Kozumbo, W. J.; Trush, M. A.; Kensler, T. W. Chem. Biol. Interact. 1985, 54, 199
16. Yang, Y.; Zhao, Q.; Feng, W.; Li, F. Chem. Rev. 2013, 113, 192
17. Santra, M.; Roy, B.; Ahn, K. H. Org. Lett. 2011, 13, 3422
18. Hu, R.; Feng, J. A.; Hu, D. H.; Wang, S. Q.; Li, S. Y.; Li, Y.; Yang, G. Q. Angew. Chem., Int. Ed. 2010, 49, 4915
19. Kim, T. I.; Kang, H. J.; Han, G.; Chung, S. J.; Kim, Y. Chem. Commun. 2009, 5895
20. Xu, Z.; Xu, L.; Zhou, J.; Xu, Y.; Zhu, W.; Qian, X. Chem. Commun. 2012, 48, 10871
21. Chen, S.; Hou, P.; Wang, J.; Song, X. RSC Adv. 2012, 2, 10869
22. Zhao, H. T.; Kalivendi, S.; Zhang, H.; Joseph, J.; Nithipatikom, K.; Vásquez Vivar, J.; Kalyanaraman, B. Free Radical Biol. Med. 2003, 34, 1359
23. Zhao, H. T.; Joseph, J.; Fales, H. M.; Sokoloski, E. A.; Levine, R. L.; Vasquez Vivar, J.; Kalyanaraman, B. Proc. Natl. Acad. Sci. U.S.A. 2005, 102, 5727
24. Kundu, K.; Knight, S. F.; Willett, N.; Lee, S.; Taylor, W. R.; Murthy, N. Angew. Chem., Int. Ed. 2009, 48, 299
25. Medvedeva, N.; Martin, V. V.; Weis, A. L.; Likhtenshten, G. I. J. Photochem. Photobiol. A. 2004, 163, 45
26. Maeda, H.; Yamamoto, K.; Nomura, Y.; Kohno, I.; Hafsi, L.; Ueda, N.; Yoshida, S.; Fukuda, M.; Fukuyasu, Y.; Yamauchi, Y.; Itoh, N. J. Am. Chem. Soc. 2005, 127, 68
27. Xu, K. H.; Liu, X.; Tang, B. ChemBioChem 2007, 8, 453
28. Xu, K. H.; Liu, X.; Tang, B.; Yang, G. W.; Yang, Y.; An, L. G. Chem.-Eur. J. 2007, 13, 1411
29. Sytnik, A.; Kasha, M. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 8627
30. Afanas'ev, I. B. Med. Hypotheses 2005, 64, 127
31. Lim, S. J.; Seo, J.; Park, S. Y. J. Am. Chem. Soc. 2006, 128, 14542
32. Qian, Y.; Li, S. Y.; Zhang, G. Q.; Wang, Q.; Wang, S. Q.; Xu, H. J.; Li, C. Z.; Li, Y.; Yang, G. Q. J. Phys. Chem. B 2007, 111, 5861
33. Guo, H. Y.; Li, J. C.; Shang, Y. L. Chin. Chem. Lett. 2009, 20, 1408