Fluorescence sensing of Cu2+ within a pseudo 18-crown-6 cavity

Tetrahedron Letters

Volumn 50, Issue 43, 2009, Pages 5910-5913

  Goswami, Shyamaprosad ^a   Chakrabarty, Rinku ^a  

^a INDIAN INSTITUTE OF ENGINEERING SCIENCE AND TECHNOLOGY   (India)

Author keywords

Copper(II) recognition; Excimer formation; Fluorescent sensor; Pseudo 18 crown 6 cavity

Indexed keywords

COPPER ION; METAL ION; RECEPTOR;

ARTICLE; CHEMICAL STRUCTURE; FLUORESCENCE; METAL BINDING; MOLECULAR RECOGNITION; POLLUTANT; RECEPTOR BINDING; SENSOR; SYNTHESIS; ULTRAVIOLET SPECTROSCOPY;

EID: 69749109566     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.08.011     Document Type: Article

References (63)

1. Barceloux D.G. J. Toxicol., Clin. Toxicol. 37 (1999) 217
2. Zhang X.B., Peng J., He C.L., Shen G.L., and Yu R.Q. Anal. Chim. Acta 567 (2006) 189
3. Sarkar B. In: Siegel H., and Siegel A. (Eds). Metal Ions in Biological Systems Vol. 12 (1981), Marcel Dekker, New York 233
4. Que E.L., Domaille D.W., and Chang C.J. Chem. Rev. 198 (2008) 1517
5. Wu Q., and Anslyn E.V. J. Am. Chem. Soc. 126 (2004) 14682
6. Xu Z., Qian X., and Cui J. Org. Lett. 7 (2005) 3029
7. Weng Y.-Q., Yue F., Zhong Y.-R., and Ye B.-H. Inorg. Chem. 46 (2007) 7749
8. Royzen M., Dai Z., and Canary J.W. J. Am. Chem. Soc. 127 (2005) 1612
9. Zeng L., Mller E.W., Pralle A., Isacoff E.Y., and Chang C.J. J. Am. Chem. Soc. 128 (2006) 10
10. Shao N., Zhang Y., Cheung S., Yang R., Chan W., Mo T., Li K., and Liu F. Anal. Chem. 77 (2005) 7294
11. Yang L., McRae R., Henary M.M., Patel R., Lai B., Vogt S., and Fahrni C.J. Proc. Natl. Acad. Sci. U.S.A. 102 (2005) 11179
12. Kramer R. Angew. Chem. 110 (1998) 804
13. Zhang X., Shiraishi Y., and Hirai T. Org. Lett. 9 (2007) 5039
14. Xu Z., Xiao Y., Qian X., Cui J., and Cui D. Org. Lett. 7 (2005) 889
15. Beer P.D. Acc. Chem. Res. 31 (1998) 71
16. In. In: Desvergne J.P., and Czamik A.W. (Eds). Chemosensors of Ions and Molecular Recognition. NATO ASI series, Series C Vol. 492 (1997), Kluwer Academic Press, Dordrecht, The Netherlands
17. de Silva A.P., Gunnlaugsson T., Huxly A.J.M., McCoy C.P., Rademacher J.T., and Rice T.E. Chem. Rev. 97 (1997) 1515
18. Fabrizzi L., and Poggi A. Chem. Soc. Rev. 24 (1995) 197
19. Linder M.C., and Hazegh-Azam M. Am. J. Clin. Nutr. 63 (1996) 797S-811S
20. Uauy R., Olivares M., and Gonzalez M. Am. J. Nutr. 67 (1998) 952S-959S
21. Neto B.A.D., Lapis A.A.M., Mancilha F.S., Vasconcelos I.B., Thum C., Basso L.A., Santos D.S., and Dupont J. Org. Lett. 9 (2007) 4001
22. Kraemer R. Angew. Chem., Int. Ed. Engl. 37 (1998) 772
23. Torrado A., Walkup G.K., Mangano C., Sacchi D., and Sardone N. Inorg. Chim. Acta 257 (1997) 69
24. Corradini R., Dossena A., Galaverna G., Maechelli R., Panagia A., and Sartor G. J. Org. Chem. 62 (1997) 6283
25. Thompson R.B., Ge Z., Patchen M., Huang C.-C., and Fierke C.A. Biosens. Bioelectron. 11 (1996) 557
26. Sasaki D.Y., Shnek D.R., Pack D.W., and Arnold F.H. Angew. Chem., Int. Ed. Engl. 34 (1995) 905
27. Fabbrizzi L., Liccelli M., Pallavicini P., Parotti A., and Sacchi D. Angew. Chem., Int. Ed. Engl. 33 (1994) 1975
28. Fabbrizzi L., Licchelli M., Pallavicini P., Parotti A., Taglietti A., and Sacchi D. Chem. Eur. J. 2 (1996) 75
29. Zheng Y., Huo Q., Kele P., Andreopoulos F.M., Pham S.M., and Lablanc R.M. Org. Lett. 3 (2001) 3277
30. Bhattacharya S., and Thomas M. Tetrahedron Lett. 41 (2000) 10313
31. Bodenant B., Weril T., Pourcel M.B., Fages F., Barbe B., Pianet I., and Laguerre M. J. Org. Chem. 64 (1999) 7034
32. Klein G., Kaufmann D., Schurch S., and Reymond J.-L. Chem. Commun. (2001) 561
33. Beltramello M., Gatos M., Mancin F., Tecilla P., and Tonellato U. Tetrahedron Lett. 42 (2001) 9143
34. Zheng W.-C., Zhu Y., Li E.-C., Liu T.-J., and Huang Z.-T. Tetrahedron 56 (2000) 3365
35. Kaur S., and Kumar S. Tetrahedron Lett. 45 (2004) 5081
36. Wang Q.-L., Zhang H., and Jiang Y.-B. Tetrahedron Lett. 50 (2008) 29
37. Li Y., and Yang C.M. Chem. Commun. (2003) 2884
38. Brasola E., Mancin E., Tecilla P., and Tonellato U. Chem. Commun. (2003) 3026
39. Zheng Y., Cao X., Orbulescu J., Konka V., Andreopoulos F.M., Pham S.M., and Leblanc R.M. Anal. Chem. 75 (2003) 1706
40. Mokhir A., Kiel A., Herten D.P., and Kraemer R. Inorg. Chem. 44 (2005) 5661
41. Guo Z.Q., Zhu W.H., Shen L.J., and Tian H. Angew. Chem., Int. Ed. 46 (2007) 5549
42. Huang X.M., Guo Z.Q., Zhu W.H., Xie Y.S., and Tian H. Chem. Commun. (2008) 5143
43. Jung H.S., Kwon P.S., Lee J.W., Kim J.I., Hong C.S., Kim J.W., Yan S., Lee J.Y., Lee J.H., Joo T., and Kim J.S. J. Am. Chem. Soc. 131 (2009) 2008
44. Abalos T., Jimenez D., Martinez-Manez R., Ros-Lis J.V., Royo S., Sancenon F., Soto J., Costero A.M., Gil S., and Parra M. Tetrahedron Lett. (2009) 10.1016/j.tetlet.2009.04.060
45. Chandrasekhar V., Pandey M.D., Bag P., and Pandey S. Tetrahedron 65 (2009) 4540
46. Barnham K.J., Masters C.L., and Bush A.I. Nat. Rev. Drug Disc. 3 (2004) 205
47. Brown D.R., and Kozlowski H. Dalton Trans. (2004) 1907
48. Millhauser G.L. Acc. Chem. Res. 37 (2004) 79
49. Gaggelli E., Kozlowski H., Valensin D., and Valensin G. Chem. Rev. 106 (2006) 1995
50. Lockhart J.C. Chemical Sensors. In: Gokel G.W. (Ed). Comprehensive Supramolecular Chemistry Vol. 1 (1996), Elsevier, Pergamon 605
51. For recent reviews:. Valeur B., and Leray I. Coord. Chem. Rev. 205 (2000) 3
52. de Silva A.P., Fox D.B., Huxley A.J.M., and Moody T.S. Coord. Chem. Rev. 205 (2000) 41
53. Prodi L., Bolletta F., Montalti M., and Zaccheroni N. Coord. Chem. Rev. 205 (2000) 59
54. Littleton J.T., and Ganetzky B. Neuron 26 (2000) 35
55. Rang H.P. Pharmacology (2003), Edinburgh, Churchill Livingstone
56. Kobayashi T., Washiyama K., and Ikeda K. Neuropsychopharmacology 31 (2006) 516
57. Hellgren M., Sandberg L., and Edholm O. Biophys. Chem. 120 (2006) 1
58. Wickman K., Krapivinsky G., Corey S., Kennedy M., Nemec J., Medina I., and Clapham D.E. Ann. N. Y. Acad. Sci. 868 (1999) 386
59. Starks C.M. J. Am. Chem. Soc. 93 (1971) 195
60. Srivastava R.C., Agarwala V., Upadhyay S., Varghese V.A., and Sahney R. J. Phys. Org. Chem. 8 (1995) 341
61. Holmberg K., and Hansen B. Tetrahedron Lett. 27 (1975) 2303
62. Liotta C.L., Harris H.P., McDermott M., Gonzalez T., and Smith K. Tetrahedron Lett. 28 (1974) 2417
63. The optimization of structures was carried out using MMX (PCMODEL Serena Software 1993). Molecular modeling was performed using standard constants and the dielectric constants were maintained at 1.5.