Porphyrin assembly on β-cyclodextrin for selective sensing and detection of a zinc ion based on the dual emission fluorescence ratio

Analytical Chemistry

Volumn 75, Issue 3, 2003, Pages 612-621

  Yang, Ronghua ^a   Li, Ke'an ^a   Wang, Kemin ^b   Zhao, Fenglin ^a   Li, Na ^a   Liu, Feng ^a  

^a PEKING UNIVERSITY   (China)

^b HUNAN UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ADSORPTION; CHEMICAL SENSORS; FLUORESCENCE; POSITIVE IONS;

FLUORESCENCE EMISSION RATIO; SUPRAMOLECULAR SENSITIZER;

PORPHYRINS;

BETA CYCLODEXTRIN; METAL ION; PORPHYRIN; TETRAPHENYLPORPHYRIN; ZINC ION;

ABSORPTION SPECTROPHOTOMETRY; ARTICLE; CHEMICAL STRUCTURE; COMPLEX FORMATION; FLUORESCENCE; PH; SENSOR; ULTRAVIOLET SPECTROPHOTOMETRY;

BETA-CYCLODEXTRINS; CYCLODEXTRINS; FLUORESCENCE; PORPHYRINS; SENSITIVITY AND SPECIFICITY; SOLUTIONS; SPECTROMETRY, FLUORESCENCE; ZINC;

EID: 0037316967     PISSN: 00032700     EISSN: None     Source Type: Journal    
DOI: 10.1021/ac020467n     Document Type: Article

References (83)

1. Foulkes, E. Biological Effects of Heavy Metals; CRC Press: Boca Raton, FL, 1990; Vols. I and II.
2. Kaim. W.; Schwederski. B. Bioinorganic Chemistry: Inorganic Elements in the Chemistry of Life; Wiley: Chichester, 1994.
3. Czarnik, A. W., Ed.; Fluorescent Chemosensors for Ions and Molecule Recognition; ACS Symposium Series 538; American Chemical Society: Washington, DC, 1992.
4. Desvergne, J. P.; Czarnik, A. W., Eds.; Chemosensors for Ion and Molecule Recognition; Kluwer Academic Publishers: Dordrecht, The Netherlands, 1997.
5. Winkler, J. D.; Bowen, C. M.; Michelet, V. J. Am. Chem. Soc. 1998, 120, 3237-3242.
6. Hennrich, G.; Sonnenschein, H.; Resch-Genger, U. J. Am. Chem. Soc. 1999, 121, 5073-5074.
7. Payne. J. C.; ter Horst, M. A.; Godwin, H. A. J. Am. Chem. Soc. 1999, 121. 6850-6855.
8. Reany, O.; Gunnlaugsson, T.; Parker, D. Chem. Commun. 2000, 473-474.
9. Shi, X.; Fettinger, J. C.; Davis, J. T. Angew. Chem. Int. Ed. 2001, 40, 2827-2831.
10. Chung, T. D.; Park, J.; Kim, J.; Lim, H.; Choi, M.-J.; Kim, J. R.; Chang, S.K.; Kim, H. Anal. Chem. 2001, 73, 3975-3980.
11. Yang, R. H.; Wang, K. M.; Long, L. P.; Xiao, D.; Yang, X. H.; Tan, W. H. Anal. Chem. 2002, 74, 1088-1096.
12. Sakai, N.; Matile. S. J. Am. Chem. Soc. 2002, 124, 1184-1185.
13. Nabeshima, T.; Hashiguchi, A.; Saiki, T.; Akine, S. Angew. Chem. Int. Ed. 2002, 41, 481-484.
14. Lakowicz, J. R. In Topics in Fluorescence Spectroscopy; Lakowicz, J. R., Ed.; Plenum Press: New York, 1994; Vol. IV, p 3.
15. Crynkiewicz, G.; Poenie, M.; Tsien, R. Y. J. Biol. Chem. 1985, 260, 3440-3448.
16. Bright, G. R.; Fisher, G. W.; Rogowska, J.; Taylor, D. L. In Methods in Cell Biology; Taylor, D. L.; Wang, Y.-L., Eds.; Academic Press: New York, 1989; Vol. 30, pp 157-192.
17. Tan, W.; Shi, Z.-Y.; Smith, S.; Birnbaum, D.; Kopelman, R. Science 1992, 258, 778-787.
18. Godwin, H. A.; Berg, J. M. J. Am. Chem. Soc. 1996, 118, 6514-6515.
19. Song, A.; Parus, S.; Kopelman, R. Anal. Chem. 1997. 69, 863-867.
20. Xu, Z.; Rollins, A.; Alcala, R.; Marchant. R. E. J. Biomed. Mater. Res. 1998, 39, 9-15.
21. Deo, S.; Godwin, H. A. J. Am. Chem. Soc. 2000, 122, 174-175.
22. Kawanishi, Y.; Kikuchi, K.; Takakusa, H.; Hizukami, S.; Urano, Y.; Higuchi, T.; Nagano, T. Angew. Chem. Int. Ed. 2000, 39, 3438-3440.
23. Mohr, G. J.; Klimant, I.; Spichiger-Keller, U. E.; Wolfbeis, O. S. Anal. Chem. 2001, 73, 1053-1056.
24. Mello, J. V.; Finney, N. S. Angew. Chem. Int. Ed. 2001, 40, 1536-1539.
25. Swanson, J. A. Methodol. Microbiol. 2002, 31, 1-18.
26. Fausto da Silva, J. J. R.; Williams, R. J. P. The Biological Chemistry of the Elements; Oxford University Press: New York, 1992.
27. Assaf, S. Y.; Chung, S.-H. Nature 1984, 308, 734-736.
28. Zalewski, P. D.; Forbes, I. J.; Seamark, R. F.; Borlinghaus, R.; Betts, W. H.; Lincoln, S. F.; Ward, A. D. Chem. Biol. 1994, 1, 153-161.
29. Vallee, B. L.; Falchuk, K. H. Physiol. Rev. 1993, 73, 79-118.
30. Berg, J. M.; Shi, Y. Science 1996, 271, 1081-1085.
31. Paker, M. M.; Humaller, F. L.; Mahler, D. J. Clin, Chem. 1967, 13, 40-44
32. Frederick, C. J.; Kasarskis, E. J.; Ringo, D.; Fredericksorc, R. E. J. Neurosci. Methods 1987, 20, 91-103.
33. Savage, D. D.; Montano, C. Y.; Kasarskis, E. J, Brain. Res. 1989, 496, 257-267.
34. Coyle, P.; Zalewski, P. D.; Philcox, J. C.; Forbes, I. J.; Ward, A. D.; Lincoln, S. F.; Mahaderan. I.; Rofe, A. M. Biochem. J. 1994, 303, 781-786.
35. Hendrickson, K. M.; Rodopoulos, T.; Pittet, P.-A.; Mahadevan, I.; Lincoln, S. F.; Ward, A. D.; Kurucsev, T.; Duckworth, P. A.; Forbes, I. J.; Zalewski, P. D.; Betts, W. H. J. Chem. Soc. Dalton Trans. 1997, 3879-3882.
36. Walkup, G. K.; Imperiali, B. J. Am. Chem. Soc. 1996, 118, 3053-3054.
37. Kimura, E.; Koike T. Chem. Soc. Rev. 1998, 27, 179-184.
38. Barigelletti, F.; Flamigni, L.; Calogero, G.; Hammarström, L.; Sauvage, J.-P.; Collin, J.-P. Chem. Commun. 1998, 2333-2334.
39. Fahrni, C. J.; O'Halloran. T. V. J. Am. Chem. Soc. 1999, 121, 11448-11458.
40. Hirano, T.; Kikuchi, K.; Urano, Y.; Higuchi, T.; Nagano, T. Angew. Chem. Int. Ed. 2000, 39, 1052-1054.
41. Qian, W. J.; Aspinwall, C. A.; Battiste, M. A.; Kennedy, R. T. Anal. Chem. 2000, 72, 711-717.
42. Hitomi, Y.; Outten, C. E.; O'Halloran, T. V. J. Am. Chem. Soc. 2001, 123, 8614-8615.
43. Ong, C. H.; Wang, J. H.; Gong, H.; Chang, H. S. O. Int. J. Mod, Phys. 2002, 16, 314-321.
44. In several books, the problems of UV excitation were described. For example: Mason, W. T., Ed. Fluorescent and Luminescent Probes for Biological Activity, 2nd ed.; Academic Press: San Diego, 1999; pp 108-113.
45. Gee, K. R.; Zhou, Z. L.; Ton-That, D.; Sensi, S. L.; Weiss, J. H. Cell Calcium 2002, 31, 245-251.
46. Gee, K. R.; Zhou, Z. L.; Qian, W. L.; Kennedy, R. J. Am. Chem. Soc. 2002, 124, 776-778.
47. Tabta, M.; Tanaka, M. Trends Anal. Chem. 1991, 10, 128-133.
48. Grigg, R.; Norbert, W. D. A. J. J. Chem. Soc. Chem. Commun. 1992, 1298-1300.
49. Fudickar, W.; Zimmermann, J.; Ruhlmann, L.; Schneider, J.; Röder, B.; Siggel, U.; Fuhrhop, J. H. J. Am. Chem. Soc. 1999, 121, 9539-9545.
50. Purrello, R.; Gurrieri, S.; Lauceri, R. Coord. Chem. Rev. 1999, 190-192, 683-706.
51. Tabata, M.; Kumamoto, M.; Nishimoto, J. Anal. Chem. 1996, 68, 758-762.
52. Bellacchio, E.; Gurrieri, S.; Lauceri, R.; Magri, A.; Scolaro, L. M.; Purrello, R.; Romeo, A. Chem. Commun. 1998, 1333-1334.
53. Rizzarelli, E.; Vecchio, G. Coord, Chem. Rev. 1999, 188, 343-364.
54. Ge, Z. X.; Li, Y. L.; Sun, N.; Wang, S.; Zhu, D. B. Supramol. Chem. 2001, 12, 451-455.
55. Li, S.; Purdy, W. C. Anal. Chem. 1992, 64, 1405-1412.
56. Breslow, R.; Dong, S. D. Chem. Rev. 1998, 98, 1997-2012.
57. Vilaplana, R.; González-Vilchez. f.; Pasternack, R. F. J. Chem. Soc., Dalton Trans 1991, 1831-1834.
58. Lang, K.; Kubát, P.; Lhoták, P.; Mosinger, J.; Wagnerová, D. M. Photochem. Photobiol. 2001, 74, 558-565.
59. Yang. R. H.; Wang, K. M.; Xiao, D.; Yang, X. H. Fresenius J. Anal. Chem. 2000, 367, 429-435.
60. Yang, R. H.; Wang, K. M.; Xiao, D.; Yang, X. H. Spectrochim. Acta A 2001, 57, 1595-1602.
61. Yang, R. H.; Wang, K. M.; Xiao, D.; Yang, X. H.; Zhang, L. D. Chem. J. Chin. Univ. 2001, 22, 38-42.
62. Kostov, Y.; Rao, G. Rev. Sci. Instrum. 1999, 70, 4466-4470.
63. Yassine, M.; Salmon, J. M.; Vigo, J.; Viallet P. J. Photochem. Photobiol. B 1997, 37, 18-25.
64. Yang, R. H.; Wang, K. M.; Xiao, D.; Yang, X. H. Anal. Chim. Acta 2000, 404, 205-211.
65. Hesketh, T. R.; Smith, G. A.; Moore, J. P.; Taylor, M. R.; Methcalfe, J. C. J. Biol, Chem. 1983, 258, 4876-4882.
66. Yang, R. H.; Wang. K. M.; Xiao, D.; Yang, X. H. J. Microchem. 2000, 64, 213-220.
67. Yang, R. H.; Wang, K. M.; Xiao, D.; Yang, X. H. Analyst 2000, 125, 1411-1445.
68. Quimby, D. J.; Longo, F. R. J. Am. Chem. Soc. 1975, 97. 5111-5117.
69. Mohr, G. J.; Tirelli, N.; Spichiger-Keller, U. E. Anal. Chem. 1999, 71, 1534-1539.
70. Hungerford, G.; Ferreria, M. I. C.; Pereira, M. R.; Ferreria, J. A.; Coelho, A. F. J. Fluoresc. 2000, 10, 283-290.
71. Pasternack, R. F.; Schaefer, K. F.; Hambright, P. Inorg. Chem. 1994, 33, 2063-2065.
72. Pasternack, R. F.; Gibbs, E. J.; Collings, P. J.; dePaula, J. C.; Turzo, L. C.; Terracina, A. J. Am. Chem. Soc. 1998, 120, 5872-5878.
73. Yang, R. H.; Li, K. A.; Wang, K. M.; Liu, F.; Li, N.; Zhao, F. L. Spectrochim. Acta A 2003, 59, 153-161.
74. Zhao, F.; Zhang, J.; Kaneko, M. J. Photochem, Photobiol. A 1998, 119, 53-60.
75. Tabata, M.; Tanaka, M. Inorg. Chem. 1988, 27, 203-205.
76. Hunter, C. A.; Sanders, J. K. M. J. Am. Chem, Soc. 1990, 112, 5525-5534.
77. McGlynn, S. P.; Azumi, T.; Kinoshita, M. Molecular Spectroscopy of the Triplet State; Prentice Hall: Englewood Cliffs, NJ, 1969; pp 261-283.
78. Ramachandram, B.; Saroja, G.; Sankaran, N. B.; Scamanta, A. J. Phys. Chem. B 2000, 104, 11824-11832.
79. Wieser, C.; Dieleman, C. B.; Matt, D. Coord. Chem. Rev. 1997, 165, 93-161.
80. Choi, M. M. F.; Wu, X. J.; Li, Y. R. Anal. Chem. 1999, 71, 1342-1349.
81. Dick. D. L.; Rao, T. V. S.; Sukumaran, D.; Lawrence, D. S. J. Am. Chem. Soc. 1992, 114, 2664-2669.
82. Venema, F.; Rowan, A. E.; Nolte, R. J. M. J. Am. Chem. Soc. 1996, 118, 257-258.
83. Manka, J. S.; Lawrence, D. S. J. Am. Chem. Soc. 1990, 112, 2440-2442.