One- and two-photon absorption and emission properties of a Zn(II) chemosensor

Journal of Physical Chemistry A

Volumn 110, Issue 20, 2006, Pages 6459-6464

  Bozio, Renato ^a   Cecchetto, Elio ^a   Fabbrini, Graziano ^a   Ferrante, Camilla ^a   Maggini, Michele ^a   Menna, Enzo ^a   Pedron, Danilo ^a   Riccò, Raffaele ^a   Signorini, Raffaella ^a   Zerbetto, Michele ^a  

^a UNIVERSITY OF PADOVA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

ABSORPTION; FLUORESCENCE; MICROSCOPIC EXAMINATION; MOLECULAR STRUCTURE; PHOTONS; SPECTRUM ANALYSIS;

CHEMOSENSORS; DIMETHYL SULFOXIDE; DISTYRYLBENZENE (DSB); TWO PHOTON-INDUCED ABSORPTION (TPA);

BENZENE;

1,4,7,10 TETRAAZACYCLODODECANE; BENZENE DERIVATIVE; DISTYRYLBENZENE; DIVALENT CATION; FLUORESCENT DYE; HETEROCYCLIC COMPOUND; ORGANOMETALLIC COMPOUND; STYRENE DERIVATIVE; ZINC;

ABSORPTION; ARTICLE; CHEMICAL MODEL; CHEMISTRY; FLUORESCENCE MICROSCOPY; PHOTON; ULTRAVIOLET SPECTROPHOTOMETRY;

ABSORPTION; BENZENE DERIVATIVES; CATIONS, DIVALENT; FLUORESCENT DYES; HETEROCYCLIC COMPOUNDS; MICROSCOPY, FLUORESCENCE; MODELS, CHEMICAL; ORGANOMETALLIC COMPOUNDS; PHOTONS; SPECTROPHOTOMETRY, ULTRAVIOLET; STYRENES; ZINC;

EID: 33745793880     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp057582x     Document Type: Article

References (59)

1. This technique exploits the simultaneous absorption, by a suitable dye, of two photons whose frequency is lower than the threshold frequency for one-photon absorption. The excited dye then emits at a frequency higher than that of the exciting photons.
2. Zipfel, W. R.; Williams, R. M.; Webb, W. W. Nature Biotech. 2003, 21, 1369.
3. Rudolf, R.; Mongillo, M.; Rizzato, R.; Pozzan, T. Nature 2003, 4, 579.
4. Cahalan, M. D.; Parker, I.; Wei, S. H.; Miller, M. J. Nature Rev. Immunol. 2002, 2, 873.
5. Denk, W.; Strickler, J. H.; Webb, W. W. Science 1990, 248, 73.
6. Gura, T. Science 1997, 276, 1988.
7. Xu, C.; Webb, W. W. J. Opt. Soc. Am. B 1996, 13, 481.
8. Abbotto, A.; Beverina, L.; Bozio, R.; Facchetti, A.; Ferrante, C.; Pagani, G. A.; Pedron, D.; Signorini, R. Org. Lett. 2002, 4, 1945.
9. Abbotto, A.; Beverina, L.; Bozio, R.; Facchetti, A.; Ferrante, C.; Pagani, G. A.; Pedron, D.; Signorini, R. Chem. Commun. 2003, 2144.
10. Albota, M.; Beljonne, D.; Brédas, J.-L.; Ehrlich, J. E.; Fu, J.-T.; Heikal, A. A.; Hess, S. E.; Kogej, T.; Levin, M. D.; Marder, S. R.; McCord-Maughon, D.; Perry, J. W.; Röckel, H.; Rumi, M.; Subramaniam, G.; Webb, W. W.; Wu, X.-L.; Xu, C. Science 1998, 281, 1653.
11. Reinhardt, B. A.; Brott, L. L.; Clarson, S. J.; Dillard, A. G.; Bhatt, J. C.; Kannan, R.; Yuan, L.; He, G. S.; Prasad, P. N. Chem. Mater. 1998, 10, 1863
12. Mongin, O.; Porrés, L.; Moreaux, L.; Mertz, J.; Blanchard-Desce, M. Org. Lett. 2002, 4, 719.
13. Woo, H. Y.; Hong, J. W.; Mikhailovsky, A.; Korystov, D.; Bazan, G. C. J. Am. Chem. Soc. 2005, 127, 820.
14. Rumi, M.; Ehrlich, J. E.; Heikal, A. A.; Perry, J. W.; Barlow, S.; Hu, Z.; McCord-Maughon, D.; Parker, T. C.; Röckel, H.; Thayumanavan, S.; Marder, S. R.; Beljonne, D.; Brédas, J.-L. J. Am. Chem. Soc. 2000, 122, 9500.
15. Barzoukas, M.; Blanchard-Desce, M. J. Chem. Phys. 2000, 113, 3951
16. Hahn, S.; Kin, D.; Cho, M. J. Phys. Chem. B 1999, 103, 8221.
17. da Silva, J. J. R. F.; Williams, R. J. P. The Biological Chemistry of the Elements; Clarendon Press: Oxford, U.K., 1993.
18. Berg, J. M.; Shi, Y. Science 1996, 271, 1081.
19. Vallee, B. N.; Falchuk, K. H. Physiol. Rev. 1993, 73, 79.
20. O'Halloran, T. V. Science 1993, 261, 715.
21. Ho, E.; Ames, B. N. Proc. Natl. Acad. Sci. U.S.A. 2002, 99, 16770.
22. Burdette, S. C.; Lippard, S. J. Proc. Natl. Acad. Sci. U.S.A. 2003, 100, 3605.
23. Frederickson, C. J.; Suh, S. W.; Silva; D.; Frederickson, C. J.; Thompson, R. B. J. Nutr. 2000, 130, 1471S.
24. Finney, L. A.; O'Halloran, T. V. Science 2003, 300, 931.
25. Chang, C. J.; Jaworski, J.; Nolan, E. M.; Sheng, M.; Lippard, S. J. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 1129.
26. Lim, C.; Freake, H. C.; Brückner, C. Chem. Eur. J. 2005, 11, 38.
27. Ajayaghosh, A.; Carol, P.; Sreejith, S. J. Am. Chem. Soc. 2005, 127, 14962.
28. Komatsu, K.; Kikuchi, K.; Kojima, H.; Urano, Y.; Nagano, T. J. Am. Chem. Soc. 2005, 127, 10197.
29. Bunz, U. H. F.; Wilson, J. N. J. Am. Chem. Soc. 2005, 127, 4124.
30. Fluorescent Sensors, Guest Editor Issue, de Silva, A. P., Tecilla, P., Eds.; J. Mater. Chem. 2005, 15, 2619.
31. Kikuchi, K.; Komatsu, K.; Nagano, T. Curr. Opin. Chem. Biol. 2004, 8, 182.
32. Jiang, P.; Guo, Z. Coord. Chem. Rev. 2004, 248, 205.
33. Chang, C. J.; Jaworski, J.; Nolan, E. M.; Sheng, M.; Lippard S. I. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 1129 and references therein.
34. Woodroofe, C. C.; Masalha, R.; Barnes, K. R.; Frederickson, C. J.; Lippard, S. J. Chem. Biol. 2004, 11, 1659.
35. Fahrni, C. J.; O'Halloran, T. V. J. Am. Chem. Soc. 1999, 121, 11448.
36. Kimura, E.; Koike, T. Chem. Soc. Rev. 1998, 27, 179.
37. de Silva, A. P.; Gunaratne, H. Q. N.; Gunnlaugsson, T.; Huxeley, A. J. M.; McCoy, C. P.; Rademacher, J. T.; Rice, T. E. Chem. Rev. 1997, 97, 1515.
38. Hancock, R. D.; Wade, P. W.; Ngwenya, M. P.; de Sousa, A. S.; Damu, K. V. Inorg. Chem. 1990, 29, 1968.
39. Mareque-Rivas, I. C.; Prabaharan, R.; Torres Martin de Rosales, R. Chem. Commun. 2004, 76.
40. Hirano, T.; Kikuchi, K.; Urano, Y.; Higuchi, T.; Nagano, T. Angew. Chem., Int. Ed. 2000, 39, 1052.
41. Ahn, H. C.; Yang, S. K.; Kim, H. M.; Li, S.; Jeon, S.-J.; Cho, B. R. Chem. Phys. Lett. 2005, 410, 312.
42. Kim, H. M.; Jeong, M.-Y.; Ahn, H. C.; Jeon, S.-J.; Cho, B. R. J. Org. Chem. 2004, 69, 5749
43. Pond, S. J. K.; Tsutsumi, O.; Rumi, M.; Kwon, O.; Zojer, E.; Brédas, J.-L.; Marder, S. R.; Perry, J. W. J. Am. Chem. Soc. 2004, 126, 9291.
44. Taki, M.; Wolford, J. L.; O'Halloran, T. V. J. Am. Chem. Soc. 2004, 125, 712.
45. Charier, S.; Ruel, O.; Baudin, J.-B.; Alcor, D.; Allemand, J.-F.; Meglio, A.; Jullien, L. Angew. Chem. Int. Ed. 2004, 43, 4785.
46. Werts, M. H. W.; Gmouh, S.; Mongin, O.; Pons, T.; BlanchardDesce, M. J. Am. Chem. Soc. 2004, 126, 16294.
47. Woo, H. Y.; Liu, B.; Kohler, B.; Korystov, D.; Mikhailovsky, A.; Bazan, G. C. J. Am. Chem. Soc. 2005, 127, 14721.
48. Woo, H. Y.; Hong, J. W.; Liu, B.; Mikhailovsky, A.; Korystov, D.; Bazan G. C. J. Am. Chem. Soc. 2005, 127, 820
49. Downie, I. M.; Earle, J.; Heaney, H.; Shuhaibar, K. F. Tetrahedron 1993, 19, 4015.
50. Birks, J. B. Photophysics of Aromatic Molecules; Wiley-Interscience: London, 1970.
51. Demas, J. N.; Crosby, G. A. J. Phys. Chem. 1971, 75, 991.
52. Scientist 2.01, Micromath Scientific Software, Salt Lake City, 1995.
53. Günther, H. NMR Spectroscopy. An Introduction; J. Wiley and Sons: New York, 1980.
54. Fabbrini, G. M.; Riccò, R.; Menna, E.; Maggini, M.; Amendola, V.; Garbin, M.; Meneghetti, M. Submitted for publication.
55. Pond, S. J. K.; Rumi, M.; Levin, M. D.; Parker, T. C.; Beljonne, D.; Day, M. W.; Brédas, J.-L.; Marder, S. R.; Perry, J. W. J Phys. Chem. A 2002, 106, 11470.
56. He, G. S.; Swiatckiewicz, J.; Yang, Y.; Prasad, P. N.; Reinhardt, B. A.; Tan, L.-S.; Kannan R. J. Phys. Chem. A 2000, 104, 4805.
57. Dick, B.; Hochstrasser, R. M.; Trommsdorff, H. P. In Nonlinear Optical properties of organic molecules and crystals; Chemla, D. S., Zyss, J., Eds.: Academic Press: Orlando, FL 1987; p 159.
58. Drobizhev, M.; Karotki, A.; Kruk, M.; Mamardashvili, N.; Rebane, A. Chem. Phys. Lett. 2002, 361 504.
59. Lu, Y.; Hasegawa, F.; Goto, T.; Ohkuma, S.; Fukuhara, S.; Kawazu, Y.; Totani, K.; Yamashita, T.; Watanabe, T. J. Luminescence 2004, 110, 1.