Dansylated polyamines as fluorescent sensors for metal ions: Photophysical properties and stability of copper(II) complexes in solution

Helvetica Chimica Acta

Volumn 84, Issue 3, 2001, Pages 690-706

  Prodi, Luca ^a   Montalti, Marco ^a   Zaccheroni, Nelsi ^a   Dallavalle, Francesco ^b   Folesani, Guiseppina ^b   Lanfranchi, Maurizio ^b   Corradini, Roberto ^b   Pagliari, Sara ^b   Marchelli, Rosangela ^b  

^a UNIVERSITY OF BOLOGNA   (Italy)

^b UNIVERSITY OF PARMA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL SENSORS; COPPER; CRYSTAL STRUCTURE; FLUORESCENCE; PH EFFECTS; POSITIVE IONS; SOLUTIONS; X RAY DIFFRACTION;

PHOTOPHYSICAL PROPERTIES;

AMINES;

AMINE; CADMIUM DERIVATIVE; COPPER COMPLEX; MERCURY DERIVATIVE; METAL ION; N DANSYLDIETHYLENETRIAMINE; N DANSYLETHYLENEDIAMINE; N DANSYLTRIETHYLENETETRAMINE; N' [2 (DANSYLAMINO)ETHYL]DIETHYLENETRIAMINE; NICKEL COMPLEX; POLYAMINE; SULFONAMIDE; TRIS(2 DANSYLAMINOETHYL)AMINE; UNCLASSIFIED DRUG; ZINC COMPLEX;

AQUEOUS SOLUTION; ARTICLE; CHEMICAL STRUCTURE; COMPLEX FORMATION; CRYSTAL STRUCTURE; FLUORESCENCE; PH; POTENTIOMETRY; PROTON TRANSPORT; SENSOR; STRUCTURE ANALYSIS; X RAY DIFFRACTION;

EID: 0035050282     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1522-2675(20010321)84:3<690::AID-HLCA690>3.0.CO;2-L     Document Type: Article

References (52)

1. 'Fluorescent Chemosensors for Ion and Molecule Recognition', Ed. A. W. Czarnik, A. C. S. Symposium Series 538, American Chemical Society, Washington, DC, 1992;
2. A. P. de Silva, H. Q. N. Gunaratne, T. Gunnlaugsson, A. J. M. Huxley, C. P. McCoy, J. T. Rademacher, T. E. Rice, Chem. Rev. 1997, 97, 1515 and ref. cit. therein.
3. G. Grynkiewicz, M. Poenie, R. Y. Tsien, J. Biol. Chem. 1985, 260, 3440;
4. L. Fabbrizzi, A. Poggi, Chem. Soc. Rev. 1995, 24, 197;
5. L. Prodi, F. Bolletta, M. Montalti, N. Zaccheroni, Coord. Chem. Rev. 2000, 205, 59;
6. B. Valeur, I. Leray, Coord. Chem. Rev. 2000, 205, 3;
7. C. Bargossi, M. C. Fiorini, M. Montalti, L. Prodi, N. Zaccheroni, Coord. Chem. Rev. 2000, 208, 17.
8. A. W. Czarnik, Acc. Chem. Res. 1994, 27, 302 and refs. cit. therein.
9. A. P. de Silva, H. Q. N. Gunaratne, C. McVeigh, G. E. M. Maguire, P. R. S. Maxwell, E. O'Hanlon, Chem. Commun. 1996, 2191;
10. C. Chen, H. Wagner, W. C. Still, Science (Washington, D.C.) 1998, 279, 851.
11. E. Foulkes, 'Biological Effects of Heavy Metals', CRC Press, Boca Raton, FL, 1990, Vols. I and II;
12. H. Sigel, A. Sigel, 'Concepts on Metal Ion Toxicity', Dekker, New York, 1986.
13. A. P. de Silva, H. Q. N. Gunaratne, T. Gunnlaugsson, A. J. M. Huxley, C. P. McCoy, J. T. Rademacher, T. E. Rice, 'Advances in Supramolecular Chemistry', Jai Press, Inc., 1997, Vol. 4, p. 1;
14. M. Shuster, M. Sandor, Fresenius J. Anal. Chem. 1996, 356, 326.
15. R. Corradini, A. Dossena, R. Marchelli, A. Panagia, G. Sartor, M. Saviano, A. Lombardi, V. Pavone, Chem. Eur. J. 1996, 2, 373.
16. R. Corradini, A. Dossena, G. Galaverna, R. Marchelli, A. Panagia, G. Sartor, J. Org. Chem. 1997, 62, 6283.
17. L. Prodi, F. Bolletta, M. Montalti, N. Zaccheroni, Eur. J. Inorg. Chem. 1999, 455.
18. A. Bonamartini Corradi, Coord. Chem. Rev. 1992, 117, 45.
19. N. Ikuta, J. Koga, N. Kuroki, Bull. Chem. Soc. Jpn. 1981, 54, 228.
20. G. A. Davis, J. Am. Chem. Soc. 1972, 94, 5089 and ref. cit. therein.
21. E. M. Kuroleva, U. G. Maltsen, B. G. Belenkii, M. Viska, J. Chromatogr. 1982, 242, 145.
22. G. De Jong, U. G. Hughes, E. Van Wieringen, K. J. Wilson, J. Chromatogr. 1982, 241, 345.
23. T. Koike, T. Watanabe, S. Aoki, E. Kimura, M. Shiro, J. Am. Chem. Soc. 1996, 118, 12696.
24. E. Kimura, T. Koike, Chem. Soc. Rev. 1998, 27, 179.
25. R. M. Smith, A. E. Martell, R. J. Motekaitis, 'NIST Critically Selected Stability Constants of Metal Complexes Database, NIST Standard Reference Database', Version 4, 1997.
26. D. B. Rorabacher, W. J. MacKellar, F. R. Shu, M. Bonavita, Anal. Chem. 1971, 43, 561.
27. H. Gampp, H. Sigel, A. D. Zuberbuhler, Inorg. Chem. 1982, 21, 1190.
28. L. Sacconi, P. Paoletti, M. Ciampolini, J. Chem. Soc. 1961, 5115.
29. P. Paoletti, M. Ciampolini, Ricerca Sci. A 1963, 33, 399.
30. P. Paoletti, L. Fabbrizzi, R. Barbucci, Inorg. Chim. Acta Rev. 1973, 7, 43.
31. K. Hamasaki, S. Usui, H. Ikeda, T. Ikeda, A. Ueno, Supramol. Chem. 1997, 8, 125.
32. M. Nakamura, T. Ikeda, A. Nakamura, H. Ikeda, A. Ueno, F. Toda, J. Chem. Soc., Chem. Commun. 1995, 721.
33. R. F. Chen, J. Kernohan, J. Biol. Chem. 1967, 242, 5813.
34. W.-Y. Lin, H. E. van Wart, J. Inorg. Biochem. 1988, 32, 21.
35. R. B. Thompson, E. R. Jones, Anal. Chem. 1993, 65, 730.
36. G. K. Walkup, B. Imperiali, J. Am. Chem. Soc. 1996, 118, 3053;
37. G. K. Walkup, B. Imperiali, J. Am. Chem. Soc. 1997, 119, 3443.
38. Y.-H. Li, L.-M. Chan, L. Tyer, R. T. Moody, C. M. Himel, D. M. Hercules, J. Am. Chem. Soc. 1975, 97, 3118.
39. G.-P. Xue, J. S. Bradshaw, J. A. Chiara, P. B. Savage, K. E. Krakowiak, R. M. Izatt, L. Prodi, M. Montalti, N. Zaccheroni, Synlett 2000, 1181.
40. F. Bolletta, L. Prodi, N. Zaccheroni, C. Trombini, M. Lombardo, D. Fabbri, Organometallics 1996, 15, 2415.
41. F. Vögtle, S. Gestermann, C. Kauffmann, P. Ceroni, V. Vicinelli, L. De Cola, V. Balzani, J. Am. Chem. Soc. 1999, 121, 12161.
42. F. Dallavalle, G. Folesani, R. Marchelli, G. Galaverna, Helv. Chim. Acta 1994, 77, 1623.
43. E. Fisicaro, A. Braibanti, Talanta 1988, 35, 769.
44. P. Gans, A. Sabatini, A. Vacca, Talanta 1996, 43, 1739.
45. L. Alderighi, P. Gans, A. Ienco, D. Peters, A. Sabatini, A. Vacca, Coord. Chem. Rev. 1999, 184, 311.
46. D. J. Legget, W. A. E. Mc Bryde, Anal. Chem. 1975, 47, 1065.
47. G. M. Sheldrick, 'SADABS, Siemens Area Detector Absorption Correction Software', Universität Göttingen, Germany, 1996.
48. A. Altomare, G. Cascarano, C. Giacovazzo, A. Gualiardi, M. C. Burla, G. Polidori, M. Camalli, J. Appl. Crystallogr. 1994, 27, 435.
49. G. M. Sheldrick, 'SHELXL-97, Program for the Refinement of Crystal Structures', University of Göttingen, Göttingen, Germany, 1997.
50. M. Nardelli, Comput. Chem. 1983, 7, 95.
51. L. Zsolnai, H. Pritzkow, 'ZORTEP, ORTEP Original Program Modified for PC, University of Heidelberg, Germany, 1994.
52. M. Montalti, L. Prodi, N. Zaccheroni, J. Fluorescence 2000, 10, 71.