Valence and dipole-bound anions of the most stable tautomers of guanine

Journal of the American Chemical Society

Volumn 127, Issue 2, 2005, Pages 699-706

  Haranczyk, Maciej ^a,b   Gutowski, Maciej ^a  

^a PACIFIC NORTHWEST NATIONAL LABORATORY   (United States)

^b UNIVERSITY OF GDA SK   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

CORRELATION METHODS; ELECTRON TRANSITIONS; FUNCTIONS; NEGATIVE IONS; PHOTOELECTRON SPECTROSCOPY; PYROLYSIS;

DIPOLE-BOUND ANIONS; PHOTOELECTRON SPECTROSCOPIC (PES) EXPRIMENT; RYBERG ELECTRON TRANSFER (RET) EXPERIMENT; TAUTOMERS;

NUCLEIC ACIDS;

AMINO ACID; ANION; GUANINE; NUCLEIC ACID BASE;

ARTICLE; CANONICAL ANALYSIS; CLUSTER ANALYSIS; DECOMPOSITION; DENSITY FUNCTIONAL THEORY; DIPOLE; ELECTRON TRANSPORT; ENERGY; EXCITATION CONTRACTION COUPLING; NUCLEIC ACID STRUCTURE; X RAY PHOTOELECTRON SPECTROSCOPY;

EID: 84962339854     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja046622s     Document Type: Article

References (59)

1. Sanche, L. Mass Spectrom. Rev. 2002, 21, 349-369.
2. Boudaïffa, B.; Cloutier, P.; Hunting, D.; Huels, M. A.; Sanche, L. Science 2000, 287, 1658-1660.
3. Cai, Z.; Sevilla, M. D. J. Phys. Chem. B 2000, 104, 6942-6949.
4. (b) Messer, A.; Carpenter, K.; Forzley, K.; Buchanan, J.; Yang, S.; Razskazovskii, Y.; Cai, Z.; Sevilla, M. D. J. Phys. Chem. B 2000, 104, 1128-1136.
5. (c) Cai, Z.; Gu, Z.; Sevilla, M. D. J. Phys. Chem. B 2000, 104, 10406-10411.
6. Berlin, Y. A.; Burin, A. L.; Ratner, M. A. J. Am. Chem. Soc. 2001, 123, 260-268 and references therein.
7. Bixon, M.; Jortner, J. J. Phys. Chem. A 2001, 105, 10322-10328 and references therein.
8. Voityuk, A. A.; Michel-Beyerle, M. E.; Rosch, N. Chem. Phys. Lett. 2001, 342, 231-238.
9. Sevilla, M. D.; Becker, D.; Yan, M.; Summerfield, S. R. J. Phys. Chem. 1991, 95, 3409-3415.
10. Sevilla, M. D.; Becker, D. Electron Spin Resonance; Royal Society of Chemistry: Cambridge, U.K., 1994; Vol. 14. Chapter 5 and references therein,
11. (b) von Sonntag, C. Physical and Chemical Mechanism in Molecular Radiation Biology; Glass, W. E., Varma, M. N., Eds.; Plenum: New York, 1991.
12. (c) Steenken, S. Chem. Rev. 1989, 89, 503-520.
13. Li, X.; Cai, Z.; Sevilla, M. D. J. Phys. Chem. A 2002, 106, 1596-1603.
14. Pullman, B.; Pullman, A. Quantum Biochemistry; Wiley-Interscience: New York, 1963.
15. Younkin, J. M.; Smith, L. J.; Compton, R. N. Theor. Chim. Acta 1976, 41, 157-176.
16. Compton, R. N.; Yoshioka Y.; Jordan, K. D. Theor. Chim. Acta 1980, 54, 259-260.
17. Adamowicz, L. J. Phys. Chem. 1993, 97, 11122-11123.
18. Oyler, N. A.; Adamowicz, L. Chem. Phys. Lett. 1994, 219, 223-227.
19. Roehrig, G. H.; Oyler, N. A.; Adamowicz, L. Chem. Phys. Lett. 1994, 225, 265-272.
20. Hendricks, J. H.; Lyapustina, S. A.; de Clercq, H. L.; Snodgrass, J. T.; Bowen, K. H. J. Chem. Phys. 1996, 104, 7788-7791.
21. Defrancois, C.; Abdoul-Carime, H.; Schermann, J. P. J. Chem. Phys. 1996, 104, 7792-7794.
22. Schiedt, J.; Weinkauf, R.; Neumark, D. M.; Schlag, E. W. Chem. Phys. 1998, 239, 511-524.
23. Hendricks, J. H.; Lyapustina, S. A.; de Clercq, H. L.; Bowen, K. H. J. Chem. Phys. 1998, 108, 8-11.
24. Aflatooni, K.; Gallup, G. A.; Burrow, P. D. J. Phys. Chem. A 1998, 102, 6205-6207.
25. Wetmore, S. D.; Boyd, R. J.; Eriksson, L. A. Chem. Phys. Lett. 2000, 322, 129-135.
26. Wesolowski, S. S.; Leininger, M. L.; Pentchev, P. N.; Schaefer, H. F., III. J. Am. Chem. Soc. 2001, 123, 4023-4028.
27. We use eV for adiabatic electron affinities and vertical detachment energies, and kcal/mol for relative energies of tautomers of guanine in the neutral and anionic state. We use a conversion factor 1 eV = 23.068 kcal/mol.
28. Hanus, M.; Ryjacek, F.; Kabelac, M.; Kubar, T.; Bogdan, T. V.; Trygubenko, S. A.; Hobza, P. J. Am. Chem. Soc. 2003, 125, 7678-7688.
29. Leszczynski, J. In Encyclopedia of Computational Chemistry; Schleyer, P. v. R., Ed.; John Wiley: Chichester, U.K., 1998; p 2951.
30. Szczepaniak, K.; Szczesniak, M. J. Mol. Struct. 1987, 156, 29-42.
31. Dolgounitcheva, O.; Zakrzewski, V. G.; Ortiz, J. V. J. Am. Chem. Soc. 2000, 122, 12304-12309.
32. Leszczynski, J. J. Phys. Chem. A 1998, 102, 2357-2362.
33. Colominas, C.; Luque, F. J.; Orozco. M. J. Am. Chem. Soc. 1996, 118, 6811-6821.
34. Piuzzi, F.; Mons, M.; Dimicoli, I.; Tardivel, B.; Zhao, Q. Chem. Phys. 2001, 270, 205-214.
35. Mons, M.; Dimicoli, I.; Piuzzi, F.; Tardivel, B.; Elhamine, M. J. Phys. Chem. A 2002, 106, 5088-5094.
36. Bowen, K. H.; Shermann, J. P. Private communication.
37. Illenberger, E.; Presented at the Workshop on Interaction of Slow Electrons with Molecular Solids and Biomolecules, Harvard-Smithsonian Center for Astrophysics, October 16-18, 2003 (http://itamp.harvard.edu/slowelectrons.html) .
38. Miertus, S.; Tomasi, J. Chem. Phys. 1982, 65, 239-245.
39. Miertus, S.; Scrocco, E.; Tomasi, J. Chem. Phys. 1981, 55, 117-129.
40. Becke, A. D. Phys. Rev. A 1988, 38, 3098-3100.
41. Becke, A. D. J. Chem. Phys. 1993, 98, 5648-5652.
42. Lee, C.; Yang, W.; Paar, R. G. Phys. Rev. B 1988, 37, 785-789.
43. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A.; Jr.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Salvador, P.; Dannenberg, J. J.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K. Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Baboul, A. G.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi. I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Andres, J. L.; Gonzalez, C.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98; Gaussian, Inc.: Pittsburgh. PA, 2001.
44. Gutowskj, M.; Simons, J. J. Chem. Phys. 1990, 93, 3874-3880.
45. Taylor, P. R. In Lecture Notes in Quantum Chemistry 11; Roos, B. O., Ed.; Springer-Verlag: Berlin, 1994.
46. Rittby, M.; Bartlett, R. J. J. Phys. Chem. 1988, 92, 3033-3036.
47. Knowles, P. J.; Hampel, C.; Werner, H.-J. J. Chem. Phys. 1994, 99, 5219-5227.
48. Deegan, J. J. O.; Knowles, P. J. Chem. Phys. Lett. 1994, 227, 321-326.
49. Gutowski, M.; Skurski, P. J. Phys. Chem. B 1997, 101, 9143-9146.
50. Gutowski, M.; Jordan, K. D.; Skurski, P. J. Phys. Chem. A 1998, 102, 2624-2633.
51. Rak, J.; Skurski, P.; Gutowski, M. J. Chem. Phys. 2001, 114, 10673-10681.
52. Simons, J.; Jordan, K. D. Chem. Rev. 1987, 87, 535-555.
53. Gutowski, M.; Simons, J. J. Chem. Phys. 1990, 93, 2546-2553.
54. Gutowski, M.; Dabkowska, I.; Rak, J.; Xu, S.; Nilles, J. M.; Radisic, D.; Bowen, K. H. Eur. Phys. J. D 2002, 20, 431-439.
55. High Performance Computational Chemistry Group, NWChem: A Computational Chemistry Package for Parallel Computers, version 4.5; Pacific Northwest National Laboratory: Richland, WA. 2003.
56. MOLPRO is a package of ab initio programs: Werner, H. J.; Knowles, P. J.; Almlof, J. et al. MOLPRO; Universität Stuttgart and University of Birmingham: Stuttgart, Germany and Birmingham, England, 2000.
57. Schaftenaar, G.; Noordik, J. H. J. Comput.-Aided Mol. Des. 2000, 14, 123-134.
58. Fogarasi, G. J. Phys. Chem. A 2002, 106, 1381-1390.
59. Dabkowska, I.; Gutowski, M.; Rak, J. J. Am. Chem. Soc. In press.