A colorimetric and fluorescent turn-on chemosensor for Zn2+ based on an azobenzene-containing compound

Tetrahedron

Volumn 65, Issue 34, 2009, Pages 6959-6964

  Wang, Jing ^a   Ha, Chang Sik ^a  

^a Pusan National University   (South Korea)

Author keywords

Azobenzene containing; Chemosensor; Colorimetric; Fluorescent; Zinc ion

Indexed keywords

AZOBENZENE DERIVATIVE; ZINC;

ARTICLE; CHEMICAL BINDING; COLORIMETRY; EXCITATION; FLUORESCENCE; FLUORESCENT TURN ON CHEMOSENSOR; IMAGING SYSTEM; IN VIVO STUDY; MOLECULAR MODEL; MOLECULAR PROBE; NONHUMAN; PH MEASUREMENT; PKA; PRIORITY JOURNAL; QUANTUM CHEMISTRY; SENSOR; SPECTRAL SENSITIVITY;

EID: 67650552633     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.06.055     Document Type: Article

References (56)

1. de Silva A.P., Gunaratne H.Q.N., Gunnlaugsson T., Huxley A.J.M., McCoy C.P., Rademacher J.T., and Rice T.E. Chem. Rev. 97 (1997) 1515
2. Schmittel M., and Lin H.W. Angew. Chem. 119 (2007) 911
3. Prodi L., Bolletta F., Montalti M., and Zaccheroni N. Coord. Chem. Rev. 205 (2000) 59
4. Callan J.F., de Silva A.P., and Magri D.C. Tetrahedron 61 (2005) 8551
5. Valeur B. Molecular Fluorescence Principles and Applications (2002), Wiley-VCH, Weinheim
6. Guo Z.Q., Zhu W.H., Shen L.J., and Tian H. Angew. Chem., Int. Ed. 46 (2007) 5549
7. Komatsu K., Kikuchi K., Kojima H., Urano Y., and Nagano T. J. Am. Chem. Soc. 127 (2005) 10197
8. Wang H.H., Gan Q., Wang X.J., Xue L., Liu S.H., and Jiang H. Org. Lett. 9 (2007) 4995
9. Carol P., Sreejith S., and Ajayaghosh A. Chem. Asian J. 2 (2007) 338
10. Szaciłowski K. Chem. Rev. 108 (2008) 3481
11. Montenegro J.M., Perez-Inestrosa E., Collado D., Vida Y., and Suau R. Org. Lett. 6 (2004) 2353
12. Kay E.R., Leigh D.A., and Zerbetto F. Angew. Chem., Int. Ed. 46 (2007) 72
13. Tian H., and Wang Q.C. Chem. Soc. Rev. 35 (2006) 361
14. Zhang L., Dong S., and Zhu L. Chem. Commun. (2007) 1891
15. Xu Z.C., Kim G.H., Han S.J., Jou M.J., Lee C., Shin I., and Yoon J. Tetrahedron 65 (2009) 2307
16. Hirano T., Kikuchi K., Urano Y., Higuchi T., and Nagano T. Angew. Chem., Int. Ed. 39 (2000) 1052
17. Gee R.K., Zhou Z.L., Qian W.J., and Kennedy R. J. Am. Chem. Soc. 124 (2002) 776
18. Nolan E.M., and Lippard S.J. Acc. Chem. Res. 42 (2009) 193
19. Burdette S.C., Walkup G.K., Spingler B., Tsien R.Y., and Lippard S.J. J. Am. Chem. Soc. 123 (2001) 7831
20. Aoki S., Kaido S., Fujioka H., and Kimura E. Inorg. Chem. 42 (2003) 1023
21. Kiyose K., Kojima H., Urano Y., and Nagano T. J. Am. Chem. Soc. 128 (2006) 6548
22. Zhang L., Clark R.J., and Zhu L. Chem.-Eur. J. 14 (2008) 2894
23. Maruyama S., Kikuchi K., Hirano T., Urano Y., and Nagano T. J. Am. Chem. Soc. 124 (2002) 10650
24. Kikuchi K., Komatsu1 K., and Nagano T. Curr. Opin. Chem. Biol. 8 (2004) 182
25. Walkup G.K., Burdette S.C., Lippard S.J., and Tsien R.Y. J. Am. Chem. Soc. 122 (2000) 5644
26. Parkesh R., Lee T.C., and Gunnlaugsson T. Org. Biomol. Chem. 5 (2007) 310
27. Liu Y., Zhang N., Chen Y., and Wang L.H. Org. Lett. 9 (2007) 315
28. Wang J.B., Xiao Y., Zhang Z.C., Qian X.H., Yanga Y.Y., and Xu Q. J. Mater. Chem. 15 (2005) 2836
29. Fabbrizzi L., Licchelli M., Mancin F., Pizzeghello M., Rabaioli G., Taglietti A., Tecilla P., and Tonellato U. Chem.-Eur. J. 8 (2002) 94
30. Burdette S.C., Frederickson C.J., Bu W.M., and Lippard S.J. J. Am. Chem. Soc. 125 (2003) 1778
31. Price R. In: Wilkinson G., Gillard R.D., and McCleverty J.A. (Eds). Comprehensive Coordination Chemistry Vol. 6 (1987), Pergamon, Oxford 35
32. Grychtol K., and Mennike W. Ullmann's Encyclopedia of Industrial Chemistry Vol. A16 (1990), Chemie, Weinheim p 299
33. Abildgaard J., Hansen P.E., Josephsen J., and Lycka A. Inorg. Chem. 33 (1994) 5271
34. Nag J.K., Chattopadhyay P., Mishra T.K., and Sinha C. J. Indian Chem. Soc. 77 (2000) 270
35. Dutta S., Basu P., and Chakravorty A. Inorg. Chem. 30 (1991) 4031
36. Chakravarty J., Dutta S., and Chakravorty A. J. Chem. Soc., Dalton Trans. (1993) 2857
37. Chakravarty J., Dutta S., Chandra S.K., Basu P., and Chakravorty A. Inorg. Chem. 32 (1993) 4249
38. Dutta S., Basu P., and Chakravorty A. Inorg. Chem. 32 (1993) 5543
39. Hintermaier F., Kuehlwein F., Robl C., and Beck W. Z. Anorg. Allg. Chem. 621 (1995) 829
40. Adams H., Bucknall R.M., Fenton D.E., Garcia M., and Oakes J. Polyhedron 17 (1998) 4169
41. Besslera K.E., Santosa J.A., Deflona V.M., Lemosa S.S., and Niquet E. Z. Anorg. Allg. Chem. 630 (2004) 742
42. Lahiri G.K., Bhattacharya S., Mukherjee M., Mukherjee A.K., and Chakravorty A. Inorg. Chem. 26 (1987) 3359
43. Cuny G.D., Landgrebe K.D., and Smith T.P. Bioorg. Med. Chem. Lett. 9 (1999) 237
44. Iki N., Hoshino H., and Yotsuyanagi T. Anal. Chem. 72 (2000) 4812
45. Yamamoto K., Sunada H., Yonezawa Y., and Otsuka A. Bunseki Kagaku 40 (1991) 495
46. Bershtein I.Y., and Ginzburg O.F. Russ. Chem. Rev. 41 (1972) 97
47. Men Y., Korupoju S.R., Kurihara M., Mizutani J., and Nishihara H. Chem.-Eur. J. 11 (2005) 7322
48. Kuwabara T., Shiba K., Nakajima H., Ozawa M., Miyajima N., Hosoda M., Kuramoto N., and Suzuki Y. J. Phys. Chem. A 110 (2006) 13521
49. Lee H.Y., Bae D.R., Park J.C., Song H., Han W.S., and Jung J.H. Angew. Chem., Int. Ed. 48 (2009) 1239-1243
50. Huang X.M., Guo Z.Q., Zhu W.H., Xie Y.S., and Tian H. Chem. Commun. (2008) 5143
51. Tang B., Huang H., Xu K.H., Tong L.L., Yang G.W., Liu X., and An L.G. Chem. Commun. (2006) 3609
52. Zeng L., Miller E.W., Pralle A., Isacoff E.Y., and Chang C.J. J. Am. Chem. Soc. 128 (2006) 10
53. Zhang D., Zhang Q., Su J.H., and Tian H. Chem. Commun. (2009) 1700
54. Sun K.M., McLaughlin C.K., Lantero D.R., and Manderville R.A. J. Am. Chem. Soc. 129 (2007) 1894
55. Brannon J.H., and Magde D. J. Phys. Chem. 82 (1978) 705
56. Lee K., Jang B.B., Kwon W.J., and Suh J. J. Polym. Sci.: Part A: Polym. Chem 37 (1999) 4117