Hydrogen bond vibrations of 2-aminopyridine·2-pyridone, a Watson-Crick analogue of adenine·uracil

Journal of the American Chemical Society

Volumn 124, Issue 48, 2002, Pages 14486-14494

  Müller, Andreas ^a   Talbot, Francis ^a   Leutwyler, Samuel ^a  

^a UNIVERSITY OF BERN   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

VIBRONIC SPECTRA;

EMISSION SPECTROSCOPY; HYDROGEN BONDS; IONIZATION; NITROGEN COMPOUNDS;

AMINO ACIDS;

2 AMINOPYRIDINE DERIVATIVE; ADENINE DERIVATIVE; PYRIDONE DERIVATIVE; URACIL DERIVATIVE;

ARTICLE; BASE PAIRING; CALCULATION; CHEMICAL BINDING; DENSITY; HYDROGEN BOND; IONIZATION; MEASUREMENT; REACTION ANALYSIS; STRUCTURE ANALYSIS;

ADENINE; AMINOPYRIDINES; BASE PAIRING; HYDROGEN BONDING; MODELS, MOLECULAR; PYRIDONES; SPECTROMETRY, FLUORESCENCE; URACIL;

EID: 0037021510     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0209969     Document Type: Article

References (57)

1. Saenger, W. Principles of Nucleic Acid Structures; Springer: Berlin, 1984.
2. Jeffrey, G. A.; Saenger, W. Hydrogen Bonding in Biological Structures: Springer: Berlin, 1991.
3. Dickerson, R. E.; et al. EMBO J. 1989, 8, 1-4.
4. Chen, Y. Z.; Prohofsky, E. W. J. Chem. Phys. 1984, 80, 6291.
5. Chen, Y. Z.; Prohofsky, E. W. J. Chem. Phys. 1991, 94, 4665.
6. Cocco, S.; Monasson, R. J. Chem. Phys. 2000, 112, 10017.
7. MacKerell, A. D., Jr.; et al. J. Phys. Chem. B 1998, 102, 3586.
8. Cieplak, P. In The Encyclopedia of Computational Chemistry; v. R. Schleyer, P., Allinger, N. L., Clark, T., Gasteiger, J., Kollman, P. A., Schaefer, H. F., III, Schreiner, P. R., Eds.; John Wiley: Chichester, U.K., 1998.
9. Urabe, H.; Hayashi, H.; Tominaga, Y.; Nishimura, Y.; Kubota, K.; Tsuboi, M. J. Chem. Phys. 1985, 82, 531.
10. Urabe, H.; Sugawara, Y.; Tsukakoshi, M.; Kasuya, T. J. Chem. Phys. 1991, 95, 5519.
11. Spirko, V.; S̃poner, J.; Hobza, P. J. Chem. Phys. 1997, 106, 1472.
12. Brameld, K.; Dasgupta, S.; Goddard, W. A., III. J. Phys. Chem. B 1997, 101, 4851.
13. S̃poner, J.; Leszczynski, J.; Hobza, P. J. Chem. Phys. 1996, 100, 1965.
14. Kratochvil, M.; Engkvist, O.; Sponer, J.; Jungwirth, P.; Hobza, P. J. Phys. Chem. A 1998, 102, 6921.
15. Bertran, J.; Oliva, A.; Rodriguez-Santiago, L.; Sodupe, M. J. Am. Chem. Soc. 1998, 120, 8159.
16. Zhanpeisov, N. U.; Leszczynski, J. J. Phys. Chem. A 1998, 102, 6167.
17. Guerra, C. F.; Bickelhaupt, F. M. Angew. Chem., Int. Ed 1999, 38, 2942.
18. Yanson, I. K.; Teplitzky, A. B.; Sukhodub, L. F. Biopolymers 1979, 18, 1149.
19. Nir, E.; Janzen, C.; Imhof, P.; Kleinermanns, K.; de Vries, M. S. J. Chem. Phys. 2001, 115, 4604.
20. Nir, E.; Janzen, C.; Imhof, P.; Kleinermanns, K.; de Vries, M. S. Phys. Chem. Chem. Phys. 2002, 4, 740.
21. Lamola, A. A.; Eisinger, J. Biochim. Biophys. Acta 1971, 240, 313.
22. Daniels, M.; Hauswirth, W. Science 1971, 171, 675.
23. Callis, P. R. Annu. Rev. Phys. Chem. 1983, 34, 329.
24. Fujii, M.; Tamura, T.; Mikami, N.; Ito, M. Chem. Phys. Lett. 1986, 126, 583.
25. Tsuchiya, Y.; Tamura, T.; Fujii, M.; Ito, M. J. Phys. Chem. 1988, 92, 1760.
26. Brady, B. B.; Peteanu, L. A.; Levy, D. H. Chem. Phys. Lett. 1988, 147, 538.
27. Nir, E.; Brauer, B.; Grace, L.; de Vries, M. S. J. Am. Chem. Soc. 1999, 121, 4896.
28. Kim, N. J.; Jeong, G.; Kim, Y. S.; Sung, J.; Kim, S. K.; Park, Y. D. J. Chem. Phys. 2000, 113, 10051.
29. Lührs, D.; Viallon, J.; Fischer, I. Phys. Chem. Chem. Phys. 2001, 3, 1827.
30. Plützer, C.; Nir, E.; de Vries, M. S.; Kleinermanns, K. Phys. Chem. Chem. Phys. 2001, 3, 5466.
31. Nir, E.; Imhof, P.; Kleinermanns, K.; de Vries, M. S. J. Am. Chem. Soc. 2000, 122, 8091.
32. Nir, E.; Imhof, P.; Kleinermanns, K.; de Vries, M. S. Nature (London) 2000, 408, 949.
33. Nir, E.; Janzen, C.; Imhof, P.; Kleinermanns, K.; de Vries, M. S. Phys. Chem. Chem. Phys. 2002, 4, 732.
34. Nir, E.; Müller, M.; Grace, L. I.; de Vries, M. S. Chem. Phys. Lett. 2002, 355, 59.
35. Kydd, R. A.; Mills, I. J. Mol. Struct. 1972, 42, 320.
36. Hollas, J. M.; Kirby, G. H.; Wright, R. A. Mol. Phys. 1970, 18, 327.
37. Hollas, J. M.; Musa, H.; Ridley, T. J. Mol. Struct. 1984, 104, 107.
38. Wallace, S. J. Phys. Chem. 1985, 86, 2218.
39. Hager, J.; Wallace, S. J. Phys. Chem. 1985, 89, 3833-3841.
40. Hager, J.; Ivanco, M.; Smith, M. A.; Wallace, S. Chem. Phys. 1985, 105, 397.
41. Borst, D. R.; Roscioli, J. R.; Pratt, D. W. J. Phys. Chem. A 2002, 106, 4022.
42. Nimlos, M. R.; Kelley, D. F.; Bernstein, E. R. J. Phys. Chem. 1989, 93, 643.
43. Held, A.; Champagne, B. B.; Pratt, D. J. Chem. Phys. 1991, 95, 8732.
44. Hatherley, L. D.; Brown, R. D.; Godfrey, P. D.; Pierlot, A. P.; Caminati, W.; Damiani, D.; Melandri, S.; Favero, L. B. G. J. Phys. Chem. 1993, 97, 46.
45. Guerra, C. F.; Bickelhaupt, F. M.; Snijders, J. G.; Baerends, E. J. J. Am. Chem. Soc. 2000, 122, 4117.
46. Gu, J.; Leszczynski, J. J. Phys. Chem. A 2000, 104, 1898.
47. Müller, A.; Talbot, F.; Leutwyler, S. J. Chem. Phys. 2000, 112, 3717.
48. Müller, A.; Talbot, F.; Leutwyler, S. J. Chem. Phys. 2001, 115, 5192.
49. Müller, A.; Talbot, F.; Leutwyler, S. J. Chem. Phys. 2002, 116, 2836.
50. Held, A.; Pratt, D. J. Am. Chem. Soc. 1990, 112, 8629.
51. Held, A.; Pratt, D. J. Chem. Phys. 1992, 96, 4869.
52. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; et al. GAUSSIAN 98, Revision A.11.A; Gaussian, Inc.: Pittsburgh, PA, 1998.
53. Florian, J.; Leszczynski, J.; Johnson, B. G. J. Mol. Spec. 1995, 349, 421.
54. Legon, A. C.; Millen, D. J. Faraday Discuss. Chem. Soc. 1982, 73, 71.
55. Legon, A. C.; Millen, D. J. Chem. Rev. 1986. 86, 635.
56. Legon, A. C.; Millen, D. J. Acc. Chem. Res. 1987, 20, 39.
57. The force constants given in the normal-mode analysis outputs of Gaussian98 are not suitable for comparison between different molecules or even different isotopomers of the same molecule. They result from an arbitrary normalization of the Cartesian normal-mode eigenvector to 1, thereby resulting in "force constants" which are mass-dependent; cf. www.Gaussian.com/vib.htm.