Photophysics and photochemistry of thymine deoxy-dinucleotide in water: A PCM/TD-DFT quantum mechanical study

Journal of Physical Chemistry B

Volumn 116, Issue 49, 2012, Pages 14261-14274

  Improta, Roberto ^a  

^a CNR   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; BUTANE; CHARGE TRANSFER; CONTINUUM MECHANICS; DENSITY FUNCTIONAL THEORY; DIMERS; EXCITED STATES; QUANTUM THEORY;

CHARGE-TRANSFER EXCITED STATE; CYCLOBUTANE PYRIMIDINE DIMERS; OXETANES; PHOTOPHYSICAL; PHOTOPHYSICS; PHOTOPRODUCTS; PHYSICAL EFFECTS; POLARIZABLE CONTINUUM MODEL; QUANTUM-MECHANICAL STUDY; SOLVENT EFFECTS; TIME-DEPENDENT DFT;

NUCLEOTIDES;

EID: 84962460688     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/jp3093385     Document Type: Article

References (97)

1. Cadet, J.; Vigny, P. In The Photochemistry of Nucleic Acids; Morrison, H., Ed.; Wiley: New York, 1990.
2. Taylor, J. S. Acc. Chem. Res. 1994, 27, 76
3. Schreier, W. J.; Schrader, T. E.; Kohler, F. O.; Gilch, P.; Crespo-Hernandez, C. E.; Swaminathan, V. N.; Carell, T.; Zinth, W.; Kohler, B. Science 2007, 315, 625
4. Schreier, W. J.; Kubon, J.; Regner, N.; Haiser, K.; Schrader, T. E.; Zinth, W.; Clivio, P.; Gilch, P. J. Am. Chem. Soc. 2009, 131, 5038
5. Marguet, S.; Markovitsi, D. J. Am. Chem. Soc. 2005, 127, 5780
6. Hariharan, M.; Lewis, F. D. J. Am. Chem. Soc. 2008, 130, 11870
7. Pan, Z.; Chen, J.; Schreier, W. J.; Kohler, B.; Lewis, F. D. J. Phys. Chem. B 2012, 116, 698-704
8. Pan, Z.; Hariharan, M.; Arkin, J. D.; Jalilov, A. S.; McCullagh, M.; Schatz, G. C.; Lewis, F. D. J. Am. Chem. Soc. 2011, 133, 20793-20798
9. Pan, Z.; McCullagh, M.; Schatz, G. C.; Lewis, F. D. J. Phys. Chem. Lett. 2011, 2, 1432
10. Douki, T.; Court, M.; Sauvaigo, S.; Odin, F.; Cadet, J. J. Biol. Chem. 2000, 275, 11678
11. Kwok, W. M.; Ma, C.; Phillips, D. L. J. Am. Chem. Soc. 2008, 130, 5131-5139
12. Cuquerella, M. C.; Lhiaubet-Vallet, V.; Cadet, J.; Miranda, M. A. Acc. Chem. Res. 2012, 45, 1558-1570
13. Bosca, F.; Lhiaubet-Vallet, V.; Cuquerella, M. C.; Castell, J. V.; Miranda, M. A. J. Am. Chem. Soc. 2006, 128, 63186319
14. Desnous, C.; Babu, B. R.; McIriou, C.; Mayo, J. U. O.; Favre, A.; Wengel, J.; Clivio, P. J. Am. Chem. Soc. 2008, 130, 30-31
15. Santini, G. P. H.; Pakleza, C.; Auffinger, P.; Moriou, C.; Favre, A.; Clivio, P.; Cognet., J. A. C. J. Phys. Chem. B 2007, 111, 9400-9409
16. Ostrowski, T.; Maurizot, J.-C.; Adeline, M.-T.; Fourrey, J.-L.; Clivio, P. J. Org. Chem. 2003, 68, 6502-6510
17. Lemaire, D.; Ruzsicska, B. P. Photochem. Photobiol. 1993, 57, 755
18. Law, Y. K.; Azadi, J.; Crespo-Hernandez, C. E.; Olmon, E.; Kohler, B. Biophys. J. 2008, 94, 3590
19. Johnson, A. T.; Wiest, O. J. Phys. Chem. B 2007, 111, 14398
20. Hariharan, M.; McCullagh, M.; Schatz, G. C.; Lewis, F. D. J. Am. Chem. Soc. 2010, 132, 12856
21. McCullagh, M.; Hariharan, M.; Lewis, F. D.; Markovitsi, D.; Douki, T.; Schatz, G. C. J. Phys. Chem. B 2010, 114, 5215-5221
22. Onidas, D.; Markovitsi, D.; Marguet, S.; Sharonov, A.; Gustavsson, T. J. Phys. Chem. B 2002, 106, 11367-11374
23. Banyasz, A.; Vaya, I.; Changenet-Barret, P.; Gustavsson, T.; Douki, T.; Markovitsi, D. J. Am. Chem. Soc. 2011, 133, 5163-5165
24. Boggio-Pasqua, M.; Groenhof, G.; Schaefer, L. V.; Grubmuller, H.; Robb, M. A. J. Am. Chem. Soc. 2007, 129, 10996
25. Blancafort, L.; Migani, A. J. Am. Chem. Soc. 2007, 129, 14540-14541
26. Serrano-Perez, J. J.; Gonzalez-Ramirez, I.; Coto, P. B.; Merchan, M.; Serrano-Andres, L. J. Phys. Chem. B 2008, 112, 14096
27. Climent, T.; Gonzalez-Ramirez, I.; Gonzalez-Luque, R.; Merchan, M.; Serrano-Andres, L. J. Phys. Chem. Lett. 2010, 1, 2072-2076
28. Du, Q.; Zhao, H.; Song, D.; Liu, K.; Su, H. J. Phys. Chem. B 2012, 116, 11117-11123
29. Zhang, R. B.; Eriksson, L. A. J. Phys. Chem. B 2006, 110, 7556-7562
30. Yang, Z. B.; Zhang, R. B.; Eriksson, L. A. Phys. Chem. Chem. Phys. 2011, 13, 8961-8966
31. Varghese, A. J.; Wang, S. Science 1967, 156, 955
32. Banyasz, A.; Douki, T.; Improta, R.; Gustavsson, T.; Onidas, D.; Vayá, I.; Perron, M.; Markovitsi, D. J. Am. Chem. Soc. 2012, 134, 14834-14845
33. Crespo-Hernandez, C. E.; Cohen, B.; Hare, P. M.; Kohler, B. Chem. Rev. 2004, 104, 1977-2020
34. Middleton, C. T.; de La Harpe, K.; Su, C.; Law, Y. K.; Crespo-Hernandez, C. E.; Kohler, B. Annu. Rev. Phys. Chem. 2009, 60, 217
35. Gustavsson, T.; Improta, R.; Markovitsi, D. J. Phys. Chem. Lett. 2010, 1, 2025
36. Gustavsson, T.; Banyasz, A.; Lazzarotto, E.; Markovitsi, D.; Scalmani, G.; Frisch, M. J.; Barone, V.; Improta, R. J. Am. Chem. Soc. 2006, 128, 607
37. Santoro, F.; Barone, V.; Gustavsson, T.; Improta, R. J. Am. Chem. Soc. 2006, 128, 16312-16322
38. Hare, P. M.; Crespo-Hernandez, C. E.; Kohler, B. Proc. Nat. Acad. Sci. U.S.A. 2007, 104, 435
39. Kang, H.; Lee, K. T.; Jung, B.; Ko, Y. J.; Kim, S. K. J. Am. Chem. Soc. 2002, 124, 12958
40. Canuel, C.; Mons, M.; Piuzzi, F.; Tardivel, B.; Dimicoli, I.; Elhanine, M. J. Chem. Phys. 2005, 122, 074316
41. Ullrich, S.; Schultz, T.; Zgierski, M. Z.; Stolow, A. Phys. Chem. Chem. Phys. 2004, 6, 2796
42. Gonzalez-Vazquez, J.; Gonzalez, L.; Samoylova, E.; Schultz, T. Phys. Chem. Chem. Phys. 2009, 11, 3927
43. Busker, M.; Nispel, M.; Haber, T.; Kleinermanns, K.; Etinski, M.; Fleig, T. ChemPhysChem 2008, 9, 1570
44. Gustavsson, T.; Sarkar, N.; Lazzarotto, E.; Markovitsi, D.; Improta, R. Chem. Phys. Lett. 2006, 429, 551
45. Improta, R.; Barone, V.; Lami, A.; Santoro, F. J. Phys. Chem. B 2009, 113, 14491
46. Asturiol, D.; Lasorne, B.; Robb, M. A.; Blancafort, L. J. Phys. Chem. A 2009, 113, 10211
47. Asturiol, D.; Lasorne, B.; Worth, G. A.; Robb, M. A.; Blancafort, L. Phys. Chem. Chem. Phys. 2010, 12, 4949
48. Perun, S.; Sobolewski, A. L.; Domcke, W. J. Phys. Chem. A 2006, 110, 13238
49. Merchan, M.; Gonzalez-Luque, R.; Climent, T.; Serrano-Andres, L.; Rodriguez, E.; Reguero, M.; Pelaez, D. J. Phys. Chem. B 2006, 110, 26471
50. Szymczak, J. J.; Barbatti, M.; Soo Hoo, J. T.; Adkins, J. A.; Windus, T. L.; Nachtigallova, D.; Lischka, A. J. Phys. Chem. A 2009, 113, 12686
51. Hudock, H. R.; Levine, B. G.; Thompson, A. L.; Satzger, H.; Townsend, D.; Gador, N.; Ullrich, S.; Stolow, A.; Martinez, T. J. J. Phys. Chem. A 2007, 111, 8500
52. Lan, Z.; Fabiano, E.; Thiel, W. J. Phys. Chem. B 2009, 113, 3548
53. Etinski, M.; Fleig, T.; Marian, C. M. J. Phys. Chem. A 2009, 113, 11809
54. Picconi, D.; Barone, V.; Lami, A.; Santoro, F.; Improta, R. ChemPhysChem 2011, 12, 1957-1968
55. Improta, R.; Barone, V. Angew. Chem. 2011, 50, 12016
56. Santoro, F.; Barone, V.; Improta, R. J. Am. Chem. Soc. 2009, 131, 15232-15245
57. Dargiewicz, M.; Biczysko, M.; Improta, R.; Barone, V. Phys. Chem. Chem. Phys. 2012, 14, 8981-8989
58. Santoro, F.; Barone, V.; Improta, R. ChemPhysChem 2008, 9, 2531-2537
59. Improta, R. Phys. Chem. Chem. Phys. 2008, 10, 2656-2664
60. Zhao, Y.; Schultz, N. E.; Truhlar, D. G. J. Chem. Theor. Comput. 2006, 2, 364
61. Zhao, Y.; Truhlar, D. G. Acc. Chem. Res. 2008, 41, 157-167
62. Aquino, A.J.A.i; Nachtigallova, D.; Hobza, P.; Truhlar, D. G.; Hattig, C.; Lischka, H. J. Comput. Chem. 2011, 32, 1217-1227
63. Dreuw, A.; Head-Gordon, M. Chem. Rev. 2005, 105, 4009
64. Lange, A. W.; Herbert, J. M. J. Am. Chem. Soc. 2009, 131, 3913-3922
65. Perun, S.; Sobolewski, A. L.; Domcke, W. J. Phys. Chem. A 2006, 110, 9031
66. Improta, R.; Barone, V. Theor. Chem. Acc. 2008, 120, 491-497
67. Adamo, C.; Barone, V. J. Chem. Phys. 1999, 110, 6158
68. Zhao, Y.; Truhlar, D. G. Theor. Chem. Acc. 2008, 120, 215-241
69. Miertus, S.; Scrocco, E.; Tomasi J. Chem. Phys. 1981, 55, 117
70. Tomasi, J.; Mennucci, B.; Cammi, R. Chem. Rev. 2005, 105, 2999
71. Improta, R. UV-Visible Absorption and Emission Energies in Condensed phase by PCM-TD-DFT methods. In Computational Strategies for Spectroscopy: from Small Molecules to Nanosystems; Barone, V., Ed.; John Wiley & Sons: Chichester, U.K., 2011; pp 39-76.
72. Scalmani, G.; Frisch, M. J.; Mennucci, B.; Tomasi, J.; Cammi, R.; Barone, V. J. Chem. Phys. 2006, 124, 094107
73. Improta, R.; Barone, V.; Scalmani, G.; Frisch, M. J. J. Chem. Phys. 2006, 125, 54103
74. Improta, R.; Scalmani, G.; Frisch, M. J.; Barone, V. J. Chem. Phys. 2007, 127, 74504
75. Onidas, D.; Gustavsson, T.; Lazzarotto, E.; Markovitsi, D. J. Phys. Chem. B 2007, 111, 9644-9650
76. Avila Ferrer, F. J.; Improta, R.; Santoro, F.; Barone, V. Phys. Chem. Chem. Phys. 2011, 13, 17007
77. Marcus, R. A. J. Chem. Phys. 1965, 43, 1261
78. Frisch, M. J.; Gaussian 09; Gaussian, Inc.: Wallingford, CT, 2009.
79. Tapavicza, E.; Tavernelli, I.; Rothlisberger, U. Phys. Rev. Lett. 2007, 98, 023001
80. Tapavicza, E.; Tavernelli, I.; Rothlisberger, U.; Filippi, C.; Casida, M. E. J. Chem. Phys. 2008, 129, 124108
81. Levine, B. G.; Ko, C.; Quenneville, J.; Martinez, T. J. Mol. Phys. 2006, 104, 1039
82. Gonzales, L.; Escudero, D.; Serrano-Andres, L. ChemPhysChem 2012, 13, 28-51
83. Haiser, K.; Fingerhut, B. P.; Heil, K.; Glas, A.; Herzog, T. T.; Pilles, B. M.; Schreier, W. J.; Zinth, W.; de Vivie-Riedle, R.; Carell, T. Angew. Chem. Int. Ed. 2012, 51, 408
84. Churchill, C. D. M.; Wetmore, S. D. Phys. Chem. Chem. Phys. 2011, 13, 16373-16383
85. Improta, R.; Barone, V.; Santoro, F. Angew. Chem., Int. Ed. 2007, 46, 405-408
86. Improta, R.; Barone, V.; Santoro, F. J. Phys. Chem. B 2007, 111, 14080
87. Santoro, F.; Improta, R.; Lami, A.; Bloino, J.; Barone, V. J. Chem. Phys. 2007, 126, 084509
88. Santoro, F.; Lami, A.; Improta, R.; Barone, V. J. Chem. Phys. 2007, 126, 184102
89. Schreiber, M.; Silva, M. R. J.; Sauer, S. P. A.; Thiel, W. J. Chem. Phys. 2008, 128, 134110
90. Szalay, P. G.; Watson, T.; Perera, A.; Lotrich, V. F.; Bartlett, R. J. J. Phys. Chem. A 2012, 116, 6702-6710
91. Biemann, L.; Kovalenko, S. A.; Kleinermanns, K.; Mahrwald, R.; Markert, M.; Improta, R. J. Am. Chem. Soc. 2011, 133, 19664-19667
92. Dargiewicz, M.; Biczysko, M.; Roberto Improta, R.; Barone, V. Phys. Chem. Chem. Phys. 2012, 14, 8981-8989
93. Burghardt, I.; Hynes, J. T. J. Phys. Chem. A 2006, 110, 11411-11423
94. Laage, D.; Burghardt, I.; Hynes, T. J. Nonequilibrium Solvation and Conical Intersections. In Continuum Solvation Models in Chemical Physics: Theory and Application; Cammi, R.; Mennucci, B., Eds.; Wiley-VCH: Weinheim, 2007; pp 429.
95. Toniolo, A.; Olsen, S.; Manohar, L.; Martnez, T. J. Faraday Discuss. 2004, 127, 149-63
96. Improta, R.; Santoro, F.; Barone, V.; Lami, A. J. Phys. Chem. A 2009, 113, 15346-15354
97. Yuan, S.; Zhang, W.; Liu, L.; Dou, Y.; Fang, W.; Lo, G. V. J. Phys. Chem. A 2011, 115, 13291-13297