Exploring the picosecond time domain of the solvation dynamics of coumarin 153 within β-cyclodextrins

Journal of Physical Chemistry B

Volumn 112, Issue 30, 2008, Pages 8990-8998

  Rodriguez, Javier ^a,b   Martí, Jordi ^c   Guardia, Elvira ^c   Laria, Daniel ^a,b  

^a DEPARTAMENTO DE FÍSICA   (Argentina)

^b UNIVERSIDAD DE BUENOS AIRES   (Argentina)

^c UNIVERSITAT POLITÈCNICA DE CATALUNYA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLODEXTRINS; DATA STORAGE EQUIPMENT; ELECTRIC EXCITATION; GLUCOSE; HYDROPHOBICITY; MOLECULAR DYNAMICS; QUANTUM CHEMISTRY; SOLUTIONS; SOLVATION; TIME DOMAIN ANALYSIS;

AQUEOUS SOLUTIONS; COUMARIN 153; CYCLODEXTRINS (CD); DIFFUSIVE MOTIONS; DYNAMICAL CHARACTERISTICS; DYNAMICAL RESPONSE; EARLY STAGES; ELECTRONIC EXCITATIONS; HYDROPHOBIC CAVITIES; HYDROXYL CHAINS; INTERCONVERSIONS; INTRA-MOLECULAR MOTION; MOLECULAR DYNAMICS SIMULATION; PICOSECOND TIME DOMAIN; ROTATIONAL DYNAMICS; ROTATIONAL MOTIONS; SIMPLE MODELING; SOLVATION DYNAMICS; SOLVATION RESPONSE; STOKES SHIFTS; SUBPICOSECOND; TIME DOMAIN OCT; VERTICAL EXCITATION;

DYNAMICS;

EID: 49349097726     PISSN: 15206106     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp8023765     Document Type: Article

References (89)

1. For comprehensive information about cyclodextrins, see the special issue Chem. Rev. 1998, 98.
2. Kano, K.; Kato, Y.; Kodera, N. J. Chem. Soc., Perkin Trans. 1996, 2, 1211.
3. (a) Kuwabara, T.; Shiba, K.; Ozawa, M.; Miyajima, N.; Yasutada, S. Tetrahedron Lett. 2006, 47, 4433.
4. (b) Clark, J. L.; Peinado, J.; Stezowski, J. J.; Void, R. L.; Huang, Y.; Hoatson, G. L. J. Phys. Chem. B 2006, 110, 26375.
5. (c) Menuel, S.; Duval, R. E.; Cue, D.; Mutzenhardt, P.; Marsura, A. New J. Chem. 2007, 31, 995.
6. Bhattacharyya, K. Acc. Chem. Res. 2003, 36, 95.
7. Sen, P.; Roy, D.; Mondai, S. K.; Sahu, K.; Ghosh, S.; Bhattacharyya, K. J. Phys. Chem. A 2005, 109, 9716.
8. Douhal, A.; Fiebig, T.; Chachisvilis, M.; Zewail, A. H. J. Phys. Chem. A 1998, 102, 1657.
9. Douhal, A. Chem. Rev. 2004, 104, 1955.
10. Douhal, A. J. Photochem. Photobiol, A 2005, 173, 229.
11. Reija, B.; Al-Soufi, W.; Novo, M.; Tato, J. V. J. Phys. Chem. B 2005, 109, 1364.
12. Okazaki, M.; Kuwata, K. J. Phys. Chem. 1984, 88, 4181.
13. Uccello-Barretta, G.; Chiavacci, C.; Bertucci, C.; Salvadoi, P. Carbohydr. Res. 1993, 243, 1.
14. Behr, J. P.; Lehn, J. M. J. Am. Chem. Soc. 1976, 98, 1743.
15. Pistolis, G.; Balomenou, I. J. Phys. Chem. B 2006, 110, 16428.
16. Singh, M. K.; Pal, H.; Koti, A. S. R.; Sapre, A. V. J. Phys. Chem. A 2004, 108, 1465.
17. El-Kemary, M.; Organero, J. A.; Santos, L.; Douhal, A. J. Phys. Chem. B 2006, 110, 14128.
18. Sen, S.; Sukul, D.; Dutta, P.; Bhattacharyya, K. J. Phys. Chem. A 2001, 105, 10635.
19. Vajda, S.; Jimenez, R.; Rosenthal, S. J.; Fidlert, V.; Fleming, G. R.; Castner, E. Q., Jr J. Chem. Soc., Faraday. Trans 1995, 91, 867.
20. Balabai, N.; Linton, B.; Napper, A.; Priyadarshy, S.; Sukharevsky, A. P.; Waldeck, D. H. J. Phys. Chem. B 1998, 102, 9617.
21. Roy, D.; Mondai, J.; Sahu, K.; Ghosh, S.; Sen, P.; Bhattacharyya, K. J. Phys. Chem. A 2005, 109, 7359.
22. Das, P.; Chakrabarty, A.; Haldar, B.; Mallick, A.; Chattopadhyay, N. J. Chem. Phys. B 2007, 111, 7401.
23. Sen, P.; Roy, D.; Mondal, S. K.; Sahu, K.; Ghosh, S.; Bhattacharyya, K. J. Phys. Chem. A 2005, 109, 9716.
24. Harzeba, W.; Walker, G. C.; Johnson, A. E.; Barbara, P. F. Chem. Phys. 1991, 152, 57.
25. (a) Horng, M.-L.; Gardecki, J. A.; Papazyan, A.; Maroncelli, M. J. Phys. Chem. 1995, 99, 17311.
26. (b) Horng, M.-L.; Gardecki, J. A.; Maroncelli, M. J. Phys. Chem. A 1997, 101, 1030.
27. (a) Chakrabarty, D.; Chakraborty, A.; Seth, D.; Hazra, P.; Sarkar, N. Chem. Phys. Lett. 2005, 412, 255.
28. (b) Harza, P.; Chakraborty, D.; Sarkar, N. Chem. Phys. Lett. 2003, 371, 553.
29. Chakrabarty, D.; Chakraborty, A.; Seth, D.; Hazra, P.; Sarkar, N. Chem. Phys. Lett. 2004, 397, 469.
30. Jin, H.; Baker, G. A.; Arzhantsev, S.; Dong, J.; Maroncelli, M. J. Phys. Chem. 2007, 111, 7191, and references therein.
31. Hazra, P.; Chakrabarty, D.; Chakraborty, A.; Sarkar, N. Biochem. Biophys. Res. Commun. 2004, 314, 543.
32. Kometani, N.; Hoshihara, Y.; Yonezawa, Y.; Kajimoto, O.; Hara, K.; Ito, N. J. Phys. Chem. A 2004, 108, 9479.
33. Baumann, R.; Ferrante, C.; Kneuper, E.; Deeg, F.-W.; Bräuchle, C. J. Phys. Chem. A 2003, 107, 2422.
34. Nandi, N.; Bagchi, B. J. Phys. Chem. 1996, 100, 13914.
35. Nandi, N.; Bagchi, B. J. Phys. Chem. A 1997, 101, 10954.
36. Pizzitutti, F.; Marchi, M.; Sterpone, F.; Rossky, P. J. J. Phys. Chem. B. 2007, 111, 7584.
37. Bhattacharyya, K.; Bagchi, B. J. Phys. Chem. A 2000, 104, 10603.
38. For a comprhensive review article on simulation studies of cyclodextrins, see Lipkowitz, K. B. Chem. Rev 1998, 98, 1829, and references therein.
39. Yu, Y.; Chipot, C.; Cai, W.; Shao, X. J. Phys. Chem. B 2006, 110, 6372.
40. Naidoo, K. J.; Chen, J. Y.-J.; Jansson, J. L. M.; Widmalm, G.; Maliniak, A. J. Phys. Chem. B 2004, 108, 4236.
41. Manunza, B.; Deiana, S.; Pintore, M.; Gessab, C. J. Mol. Struct. (THEOCHEM) 1997, 419, 133.
42. Starikov, E. V.; Bräsicke, K.; Knapp, E. W.; Saenger, W. Chem. Phys. Lett. 2001, 336, 504.
43. (a) Koehler, J. R. H.; Saenger, W.; van Gunsteren, W. F. Eur. Biophys. J. 1988, 16, 153.
44. (b) Koehler, J. R. H.; Saenger, W.; van Gunsteren, W. F. J. Mol. Biol. 1988, 203, 241.
45. Varady, J.; Wu, X.; Wang, S. J. Phys. Chem. B 2002, 106, 4863.
46. Heine, T.; Dos Santos, H. F.; Patchkovski, S.; Duarte, H. A. J. Phys. Chem. A 2007, 111, 5648.
47. Raffaini, G.; Ganazzoli, F. Chem. Phys. 2007, 333, 128.
48. Oana, M.; Tintaru, A.; Gavriliu, D.; Maior, O.; Hillebrand, M. J. Phys. Chem. B 2002, 106, 257.
49. See, for example, Engelsen, S. B.; Hervédu Penhoat, C.; Pérez, S. J. Phys. Chem. 1995, 99, 13334.
50. Shikata, T.; Takahashi, R.; Satokawa, Y. J. Phys. Chem. B. 2007, 111, 12239.
51. Kumar, P. V.; Maroncelli, M. J. Chem. Phys. 1995, 103, 3038.
52. Baumann, R.; Ferrante, C.; Kneuper, E.; Deeg, F.-W.; Bräuchte, C. J. Phys. Chem. A 2003, 107, 2422.
53. Martins, L.; Tamashiro, A.; Laria, D.; Skaf, M. S. J. Chem. Phys. 2003, 118, 5955.
54. Martins, L.; Skaf, M. Chem. Phys. Lett. 2003, 370, 683.
55. Cichos, F.; Brown, R.; Rempel, U.; von Borzyskowski, C. J. Phys. Chem. A 1999, 103, 2506.
56. (a) Re, M.; Laria, D. J. Phys. Chem. 1997, 101, 10494.
57. (b) Tamashiro, A.; Rodriguez, J.; Laria, D. J. Phys. Chem. A 2002, 106, 215.
58. (a) Day, T. J. F.; Patey, G. N. J. Chem. Phys. 1999, 110, 10937.
59. (b) Laria, D.; Skaf, M. S. J. Chem. Phys. 1999, 111, 300.
60. Fonseca, T.; Ladanyi, B. J. Phys. Chem. 1991, 95, 2116.
61. Ladanyi, B.; Maroncelli, M. J. Chem. Phys. 1998, 709, 3204.
62. Thompson, W. H. J. Chem. Phys. 2002, 117, 6618.
63. (a) Thompson, W. H. J. Chem. Phys. 2004, 120, 8125.
64. (b) Gomez, J. A.; Thompson, W. H. J. Chem. Phys. B 2004, 108, 20144.
65. (a) Berendsen, H. J. C.; Postma, J. P. M.; van Gunsteren, W. F.; Hermans, J. In lntermolecular Forces; Pullman, B., Ed.; Reidel: Dordrecht, The Netherlands, 1981; p 331.
66. (b) Berweger, C. D.; van Gunsteren, W. F.; Müller-Plathe, F. Chem. Phys. Lett. 1995, 232, 429.
67. (a) Moylan, C. R. J. Phys. Chem. 1994, 98, 13513.
68. (b) Baumann, W.; Nagy, Z. Pure Appl. Chem. 1993, 65, 1729.
69. Atomic coordinates for β-CD can be found at http://xray.bmc.uu.se/ hicup/BCD/.
70. (a) Koehler, J. R. H.; Saenger, W.; van Gunsteren, W. F. Eur. Biophys. J. 1987, 15, 197.
71. (b) Koehler, J. R. H.; Saenger, W.; van Gunsteren, W. F. Eur. Biophys. J. 1987, 15, 211.
72. Lawtrakul, L.; Viernstein, H.; Wolschann, P. Int. J. Pharm. 2003, 256, 33.
73. Yua, H.; Amannb, M,.; Hanssona, T.; Köhlerb, J.; Wichb, G.; van Gunsteren, W. F. Carbohydr. Res. 2004, 339, 1697.
74. Luzhkov, V.; Åqvist, J. J. Am. Chem. Soc. 1998, 120, 6131.
75. (a) Darden, T. A.; York, D. M.; Pedersen, L. G. J. Chem. Phys. 1993, 98, 10089.
76. (b) Essmann, U.; Perera, L,.; Berkowitz, M. L.; Darden, T.; Lee, H.; Pedersen, L. G. J. Chem. Phys. 1995, 103, 8577.
77. Rodriguez, J.; Rico, D. H.; Dommeniani, L.; Laria, D. J. Phys. Chem. B. 2008, 112, 7522-7529.
78. Betzel, C.; Saenger, W.; Hingerty, B. E.; Brown, G. M. J. Am. Chem. Soc. 1974, 96, 3630.
79. Fleming, G. R.; Morris, J. M.; Robinson, G. W. Chem. Phys. 1976, 17, 91.
80. Lipari, G.; Szabo, A. Biophys. J. 1980, 30, 489.
81. Schröder, G.; Alexiev, U.; Grubmüller, H. Biophys. J. 2005, 89, 3757.
82. (a) Kinosita, K., Jr.; Kawato, S.; Ikegami, A. Biophys. J. 1977, 20, 289.
83. (b) Kawato, S.; Kinosita, K., Jr Biophys. J. 1981, 36, 111.
84. Chandler, D. In Introduction to Modern Statistical Mechanics; Oxford University Press: New York, 1987; Chapt. 8.
85. For review articles on solvation dynamics, see for example (a) Maroncelli, M. J. Mol Liq. 1993, 57, 1.
86. (b) Barbara, P. F.; Jarzeba, W. Adv. Photochem. 1990, 75, 1.
87. (c) Bagchi, B. Annu. Rev. Phys. Chem. 1989, 40, 115.
88. (d) Hynes, J. T. In Ultrafast Dynamics of Chemical Systems; Simon, J. D., Ed.; Kluwer: Dordrecht, The Netherlands, 1994; p 345.
89. Liu, L.; Guo, Q.-X. J. Inclusion Phenom. Macrocyclic Chem. 2002, 42, 1.