Highly sensitive and selective fluorescent sensor for distinguishing cadmium from zinc ions in aqueous media

Organic Letters

Volumn 11, Issue 7, 2009, Pages 1655-1658

  Xue, Lin ^a,c   Liu, Chun ^b   Jiang, Hua ^a  

^a PEKING UNIVERSITY   (China)

^b UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

^c DALIAN UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CADMIUM; FLUORESCENT DYE; ZINC;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; FLUORESCENCE; SOLUTION AND SOLUBILITY; SYNTHESIS;

CADMIUM; FLUORESCENCE; FLUORESCENT DYES; MOLECULAR STRUCTURE; SOLUTIONS; ZINC;

EID: 64349096190     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol900315r     Document Type: Article

References (39)

1. (a) Chaney, R. L.; Ryan, J. A.; Li, Y. -M.; Brown, S. L. In Cadmium in Soils and Plants; McLaughlin, M. J., Singh, B. R., Eds.; Kluwer: Boston, 1999; pp 219-256.
2. (b) Murray, C. B.; Norris, D. J.; Bawendi, M. G. J. Am. Chem. Soc. 1993, 115, 8706.
3. Agency for Toxic Substances and Disease Registry, 4770 Buford Hwy NE, Atlanta, GA 30341. http://www.atsdr.cdc.gov/cercla/07list.html.
4. Jin, T.; Lu, J.; Nordberg, M. Neurotoxicology. 1998, 19, 529.
5. (a) Cadmium in the Human Environment: Toxicity and Carcinogenicity; Nordberg, G. F., Herber, R. F. M., Alessio, L., Eds.; Oxford University Press: Oxford, 1992.
6. (b) Friberg, L.; Elinder, C. G.; Kjellström, T. Cadmium; World Health Organization: Geneva, 1992.
7. (a) Zhang, J.; Campbell, R. E.; Ting, A. Y.; Tisen, R. Y. Nat. Rev. Mol. Cell Biol. 2002, 3, 906.
8. (b) de Silva, A. P.; Eilers, J.; Zlokarnik, G. Proc. Natl. Acad. Sci. U. S. A. 1999, 96, 8336.
9. (a) Huston, M. E.; Engleman, C.; Czarnik, A. W. J. Am. Chem. Soc. 1990, 112, 7054.
10. (b) Lu, C.; Xu, Z.; Cui, J.; Zhang, R.; Qian, X. J. Org. Chem. 2007, 72, 3554.
11. (c) Choi, M.; Kim, M.; Lee, K. D.; Han, K.-N.; Yoon, I.-A.; Chung, H.-J.; Yoon, J. Org. Lett. 2001, 3, 3455.
12. (d) Gunnlaugsson, T.; Lee, T. C.; Parkesh, R. Org. Lett. 2003, 5, 4065.
13. (e) Bronson, R. T.; Michaelis, D. J.; Lamb, R. D.; Husseini, G. A.; Farnsworth, P. B.; Linford, M. R.; Izatt, R. M.; Bradshaw, J. S.; Savage, P. B. Org. Lett. 2005, 7, 1105.
14. (f) Tang, X.; Peng, X.; Dou, W.; Mao, J.; Zheng, J.; Qin, W.; Liu, W.; Chang, J.; Yao, X. Org. Lett. 2008, 10, 3653.
15. (g) Prodi, L.; Montalti, M.; Zaccheroni, N.; Bradshaw, J. S.; Izatt, R. M.; Savage, P. B. Tetrahedron Lett. 2001, 42, 2941.
16. (a) Peng, X.; Du, J.; Fan, J.; Wang, J.; Wu, Y.; Zhao, J.; Sun, S.; Xu, T. J. Am. Chem. Soc. 2007, 129, 1500.
17. (b) Taki, M.; Desaki, M.; Ojida, A.; Iyoshi, S.; Hirayama, T.; Hamachi, I.; Yamamoto, Y. J. Am. Chem. Soc. 2008, 130, 12564.
18. (c) Cheng, T.; Xu, Y.; Zhang, S.; Zhu, W.; Qian, X.; Duan, L. J. Am. Chem. Soc. 2008, 130, 16160.
19. (d) Liu, W.; Xu, L.; Sheng, R.; Wang, P.; Li, H.; Wu, S. Org. Lett. 2007, 9, 3829.
20. (a) Nolan, E. M.; Ryu, J. W.; Jaworski, J.; Feazell, R. P.; Sheng, M.; Lippard, S. J. J. Am. Chem. Soc. 2006, 128, 15517.
21. (b) Komatsu, K.; Kikuchi, K.; Kojima, H.; Urano, Y.; Nagano, T. J. Am. Chem. Soc. 2005, 127, 10197.
22. (c) Aoki, S.; Kagata, D.; Shiro, M.; Takeda, K.; Kimura, E. J. Am. Chem. Soc. 2004, 126, 13377.
23. (d) Henary, M. M.; Wu, Y. G.; Fahrni, C. J. Chem. Eur. J. 2004, 10, 3015.
24. For PET sensors, see: (a) Kim, H. M.; Seo, M. S.; An, M. J.; Hong, J. H.; Tian, Y. S.; Choi, J. H.; Kwon, O.; Lee, K. J.; Cho, B. R. Angew. Chem., Int. Ed. 2008, 47, 5167.
25. (b) Fan, J.; Wu, Y.; Peng, X. Chem. Lett. 2004, 33, 1392.
26. (c) Hirano, T.; Kikuchi, K.; Urano, Y.; Nagano, T. J. Am. Chem. Soc. 2002, 124, 6555. For ICT sensors, see:
27. (d) Komatsu, K.; Urano, Y.; Kojima, H.; Nagano, T. J. Am. Chem. Soc. 2007, 129, 13447.
28. (e) Maruyama, S.; Kikuchi, K.; Hirano, T.; Urano, Y.; Nagano, T. J. Am. Chem. Soc. 2002, 124, 10650.
29. (f) Xu, Z.; Xiao, Y.; Qian, X.; Cui, J.; Cui, D. Org. Lett. 2005, 7, 889.
30. (a) Xu, Z.; Qian, X.; Cui, J.; Zhang, R. Tetrahedron 2006, 62, 10117.
31. (b) Zhang, Y.; Guo, X.; Si, W.; Jia, L.; Qian, X. Org. Lett. 2008, 10, 473.
32. (c) Xu, Z.; Qian, X.; Cui, J. Org. Lett. 2005, 7, 3029.
33. (a) Xue, L.; Wang, H.-H.; Wang, X.-J.; Jiang, H. Inorg. Chem. 2008, 47, 4310.
34. (b) Wang, H.-H.; Gan, Q.; Wang, X.-J.; Xue, Lin; Liu, S.-H.; Jiang, H. Org. Lett. 2007, 9, 4995.
35. Organic solvents were often used to increase the solubility of sensors. Similar conditions were used by (a) Taki, M.; Wolford, J. L.; O'Halloran, T. V. J. Am. Chem. Soc. 2004, 126, 712.
36. (b) Zhang, L.; Clark, R. J.; Zhu, L. Chem. Eur. J. 2008, 14, 2894.
37. (c) Qian, F.; Zhang, C.; Zhang, Y.; He, W.; Gao, X.; Hu, P.; Guo, Z. J. Am. Chem. Soc. 2009, 131, 1460.
38. d values are in the micromolar range or higher. Rare examples have higher affinities; see refs 7b and 7c.
39. McDonough, M. J.; Reynolds, A. J.; Lee, W. Y. G.; Jolliffe, K. A. Chem. Commun. 2006, 2971.