Cation complexing fluorescence probes containing the benz[c,d]indole fluorophore

Dyes and Pigments

Volumn 36, Issue 2, 1998, Pages 121-138

  Rurack, Knut ^a   Bricks, Yulia L ^b   Slominski, Yu L ^b   Resch, Ute ^c  

^a HUMBOLDT UNIVERSITY   (Germany)

^b INSTITUTE OF ORGANIC CHEMISTRY   (Ukraine)

^c BAM FEDERAL INSTITUTE FOR MATERIALS RESEARCH AND TESTING   (Germany)

Author keywords

Benz c,d indole; Complexation; Fluorophore; Macrocycle; Receptor; Transition metal ions

Indexed keywords

ABSORPTION SPECTROSCOPY; COMPLEXATION; COMPOSITION; EMISSION SPECTROSCOPY; FLUORESCENCE; MOLECULAR STRUCTURE; OPTICAL PROPERTIES; PROBES;

CATION COMPLEXING FLUORESCENCE PROBES; FLUOROPHORE; MACROCYCLE; RECEPTOR; SPECTRAL SHIFTS; TRANSITION METAL IONS;

AROMATIC COMPOUNDS;

EID: 0031988613     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0143-7208(97)00007-7     Document Type: Article

References (53)

1. Guilbault, G. G., Practical Fluorescence. Marcel Dekker Inc., New York, NY, 1992.
2. Wolfbeis, O. S., Fluorescence Spectroscopy. Springer Verlag, Berlin, 1992.
3. Vortmüller, T. and Wünsch, G., Journal of prakt. Chem., 1994, 336, 11.
4. Sarzanini, C., Aceto, M., Sacchero, G. and Mentasti, E., Ann. Chim. (Rome), 1994, 84, 71.
5. a) Bissell, R. A., de Silva, A. P., Gunaratne, H. Q. N., Lynch, P. L. M., Maguire, G. E. M. and Sandanayake, K. R. A. S., Chem. Soc. Rev., 1992, 187;
6. b) Bissell, R. A., de Silva, A. P., Gunaratne, H. Q. N., Lynch, P. L. M., Maguire, G. E. M., McCoy, C. P. and Sandanayake, K. R. A. S., Top. Curr. Chem., 1993, 168, 223;
7. c) de Silva A. P., Gunaratne, H. Q. N., Kane, A. T. M. and Maguire, G. E. M., Chem. Lett., 1995, 125;
8. d) de Silva, A. P., Gunaratne, H. Q. N., Gunnlaugsson, T. and Nieuwenhuizen, M., Chem. Commun., 1996, 1967.
9. a) Czarnik, A. W., Proc. SPIE-Int. Soc. Opt. Eng., 1992, 1648, 164;
10. b) Czarnik, A. W., Acc. Chem. Res., 1994, 27, 302.
11. Bourson, J., Badaoui, F. and Valeur, B., Journal of Fluoresc., 1994, 4, 275.
12. Löhr, H.-G. and Vögtle, F., Acc. Chem. Res., 1985, 18, 65.
13. Street, K. W. Jr. and Krause, S. A., Anal. Lett., 1986, 19, 735.
14. a) Minta, A. and Tsien, R. Y., Journal of Biol. Chem., 1989, 264, 19449;
15. b) Tsien, R. Y., Ann. Rev. Neurosci., 1989, 12, 227.
16. a) Bourson, J. and Valeur, B., Journal of Phys. Chem., 1989, 93, 3871;
17. b) Fery-Forgues, S., Le Bris, M. T., Guette, J.-P. and Valeur, B., Journal of Phys. Chem., 1988, 92, 6233;
18. c) Bourson, J., Pouget, J. and Valeur, B., Journal of Phys. Chem., 1993, 97, 4552;
19. d) Martin, M. M., Plaza, P., Dai Hung, N., Meyer, Y. H., Bourson, J. and Valeur, B., Chem. Phys. Lett., 1993, 202, 425.
20. a) Rettig, W. and Lapouyade, R., In Probe design and chemical sensing, Vol. 4, Ch. 5 ed. J. R. Lakowicz. Olenum, New York, 1994, p.105;
21. b) Olenum, New York, Létard, J.-F., Delmond, S., Lapouyade, R., Braun, D., Rettig, W. and Kreissler, W., Recl. Trav. Chim. Pays-Bas, 1995, 114, 517.
22. Blair, T. L., Desai, J. and Bachas, L. G., Anal. Lett., 1992, 25, 1823.
23. Jonker, S. A., van Dijk, S. I., Goubitz, K., Reiss, C. A., Schuddeboom, W. and Verhoeven, J. W., Mol. Cryst. Liq. Cryst., 1990, 183, 273.
24. Alonso, M. T., Brunet, E., Hernandez, C. and Rodriguez-Ubis, J. C., Tetrahedron Lett, 1993, 34, 7465.
25. Suzuki, K., Watanabe, K., Matsumoto, Y., Kobayashi M., Sato, S., Siswanta, D. and Hisamoto, H., Anal. Chem., 1995, 67, 324.
26. Rurack K., Bricks, Y. L., Kachkovskii, A. D. and Resch, U., Submitted to Journal of Fluoresc.
27. Schuster, M. and Unterreitmaier, E., Fresenius Journal of Anal. Chem., 1993, 346, 630.
28. Vo-Dinh, T., Viallet, P., Ramirez, L., Pal, A. and Vigo, J., Anal. Chim. Acta, 1994, 295, 67.
29. Kuhn, M. A., Hoyland, B., Carter, S., Zhang, C. and Haugland, R. P., Proc. SPIE-Int. Soc. Opt. Eng., 1995, 2388, 23.
30. Ghosh, P., Bharadwaj, P. K., Mandal S. and Ghosh, S., Journal of Am. Chem. Soc., 1996, 118, 1553.
31. Sclafani, J. A., Maranto, M. T., Sisk T. M. and Van Arman, S. A., Tetrahedron Lett, 1996, 37, 2193.
32. Resch, U., Rurack K., Bricks, Y. L. and Slominski Y. L., Submitted to Journal of Fluoresc.
33. a) Fabbrizzi, L. and Poggi, A., Chem. Soc. Rev. (1995) 197;
34. b) Fabbrizzi, L., Licchelli, M., Pallavicini, P., Perotti, A., Taglietti, A. and Sacchi, D., Chem. Eur. Journal, 1996, 2, 75.
35. Parker, D. and Williams, J. A. G., Journal of Chem. Soc. Perkin Trans. 2, 1995, 1305.
36. Drexhage, K.-H., Journal of Res. N. B. Stand., 1976, 80A, 426.
37. Global Analysis Software Version 2.2, Globals Unlimited, Urbana, Illinois.
38. Weber, E. and Vögtle, F., Ber., 1976, 109, 1803.
39. Nakatsuji, Y. and Bradshaw, J. S., Journal of Chem. Soc., Chem. Commun., 1985, 749.
40. Albrecht-Gary, A.-M., Saad, Z., Dietrich-Bucheker, C. O. and Sauvage, J.-P., Journal of Am. Chem. Soc., 1985, 107, 3205.
41. Dix, J. P. and Vögtle, F., Angew. Chem., 1978, 90, 823.
42. Tsukube, H., Yamashita, K., Iwachido, T. and Zenki, M., Journal of Org. Chem., 1991, 56, 268.
43. Tsukube, H., Minatogawa, H., Munakata, M., Toda, M. and Matsumoto, K., Journal of Org. Chem., 1992, 57, 542.
44. Toda, M., Tsukube, H., Minatogawa, H., Munakata, M., Hirotsu, K., Miyahara, I., Higuchi, T. and Matsumoto, K., Supramolec. Chem., 1993, 2, 289.
45. Mikhailenko, F. A., Vasilenko, N. P., Kachkovskii, A. D. and Rozhinski Yu. I., Zh. Org. Khim. (russ), 1982, 18, 435.
46. Ficken, G. E. and Kendall, J. D., Journal of Chem. Soc., 1960, 1537.
47. Asmus, E., Bull, A. and Wollsdorf, F., Z. Analyt. Chem., 1963, 193, 81.
48. Haendler, H. M., Journal of Am. Chem. Soc., 1942, 64, 686.
49. a) Spiess, B., Arnaud-Neu, F. and Schwing-Weill, M.-J., Hev. Chim. Acta, 1979, 62, 1531;
50. b) Spiess, B., Amaud-Neu, F. and Schwing-Weill, M.-J., Hev. Chim. Acta, 1980, 63, 2287;
51. c) Buschmann, H.-J., Inorg. Chim. Acta, 1985, 108, 241;
52. d) Buschmann, H.-J., Journal of Solut.Chem., 1986, 15, 453;
53. e) Buschmann, H.-J., Journal of Solut. Chem., 1988, 17, 277.