Probing hydrogen bonding and ion-carbonyl interactions by solid-state 17O NMR spectroscopy: G-ribbon and G-quartet

Journal of the American Chemical Society

Volumn 129, Issue 8, 2007, Pages 2398-2407

  Kwan, Irene C M ^a   Mo, Xin ^a   Wu, Gang ^a  

^a QUEEN S UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

GUANOSINE DERIVATIVES; ION BINDING; ION-CARBONYL INTERACTIONS; WATER MOLECULES;

BINDING ENERGY; CHEMICAL SHIFT; HYDRATION; MOLECULAR DYNAMICS; NUCLEAR MAGNETIC RESONANCE; SOLID STATE REACTIONS;

HYDROGEN BONDS;

2',3',5' O TRIACETYLGUANOSINE; CARBONYL DERIVATIVE; GUANOSINE; GUANOSINE DERIVATIVE; ION CHANNEL; MEMBRANE PROTEIN; OXYGEN 17; PROTEIN; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; DNA BINDING; HYDROGEN BOND; MOLECULAR DYNAMICS; MOLECULAR INTERACTION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; QUANTUM CHEMISTRY; SOLID STATE;

CARBOHYDRATES; CARBON ISOTOPES; GUANOSINE; HYDROGEN BONDING; IONS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR STRUCTURE; OXYGEN ISOTOPES; POWDER DIFFRACTION; REFERENCE STANDARDS; SENSITIVITY AND SPECIFICITY;

EID: 33847644454     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja067991m     Document Type: Article

References (66)

1. Jeffrey, G. A.; Saenger, W. Hydrogen Bonding in Biological Structures; Springer-Verlag: Berlin, 1991.
2. Doyle, D. A.; Cabral, J. M.; Pfuetzner, R. A.; Kuo, A. L.; Gulbis, J. M.; Cohen, S. L.; Chait, B. T.; MacKinnon, R. Science 1998, 280, 69.
3. Morais-Cabral, J. H.; Zhou, Y.; MacKinnon, R. Nature 2001, 414, 37.
4. Zhou, Y. F.; Morais-Cabral, J. H.; Kaufman, A.; MacKinnon, R. Nature 2001, 414, 43.
5. MacKinnon, R. Angew. Chem., Int. Ed. 2004, 43, 4265.
6. Smith, R.; Thomas, D. E.; Atkins, A. R.; Separovic, F.; Cornell, B. A. Biochim. Biophys. Acta 1990, 1026, 161.
7. Tian, F.; Lee, K.-C.; Hu, W.; Cross, T. A. Biochemistry 1996, 35, 11959.
8. Tian, F.; Cross, T. A. J. Magn. Reson. 1998, 135, 535.
9. Kuroki, S.; Takahashi, A.; Ando, I.; Shoji, A.; Ozaki, T. J. Mol. Struct. 1994, 323, 197.
10. Takahashi, A.; Kuroki, S.; Ando, I.; Ozaki, T.; Shoji, A. J. Mol. Struct. 1998, 442, 195.
11. Wu, G.; Yamada, K.; Dong, S.; Grondey, H. J. Am. Chem. Soc. 2000, 122, 4215.
12. Yamada, K.; Dong, S.; Wu, G. J. Am. Chem. Soc. 2000, 122, 11602.
13. Dong, S.; Ida, R.; Wu, G. J. Phys. Chem. A 2000, 104, 11194.
14. Wu, G.; Hook, A.; Dong, S.; Yamada, K. J. Phys. Chem. A 2000, 104, 4102.
15. Wu, G.; Dong, S.; Ida, R. Chem. Commun. 2001, 891.
16. Wu, G.; Dong, S. J. Am. Chem. Soc. 2001, 123, 9119.
17. Wu, G.; Dong, S.; Ida, R.; Reen, N. J. Am. Chem. Soc. 2002, 124, 1768.
18. Wu, G.; Yamada, K. Solid State Nucl. Magn. Reson. 2003, 24, 196.
19. Zhang, Q. W.; Chekmenev, E. Y.; Wittebort, R. J. J. Am. Chem. Soc. 2003, 125, 9140.
20. Lemaitre, V.; Pike, K. J.; Watts, A.; Anupold, T.; Samoson, A.; Smith, M. E.; Dupree, R. Chem. Phys. Lett. 2003, 371, 91.
21. Pike, K. J.; Lemaitre, V.; Kukol, A.; Anupold, T.; Samoson, A.; Howes, A. P.; Watts, A.; Smith, M. E.; Dupree, R. J. Phys. Chem. B 2004, 108, 9256.
22. Yates, J. R.; Pickard, C. J.; Payne, M. C.; Dupree, R.; Profeta, M.; Mauri, F. J. Phys. Chem. A 2004, 108, 6032.
23. Gervais, C.; Dupree, R.; Pike, K. J.; Bonhomme, C.; Profeta, M.; Pickard, C. J.; Mauri, F. J. Phys. Chem. A 2005, 109, 6960.
24. Wong, A.; Pike, K. J.; Jenkins, R.; Clarkson, G. J.; Anupold, T.; Howes, A. P.; Crout, D. H. G.; Samoson, A.; Dupree, R.; Smith, M. E. J. Phys. Chem. A 2006, 110, 1824.
25. Waddell, K. W.; Chekmenev, E. Y.; Wittebort, R. J. J. Phys. Chem. B 2006, 110, 22935.
26. Hu, J.; Chekmenev, E. Y.; Gan, Z.; Gor'kov, P. L.; Saha, S.; Brey, W. W.; Cross, T. A. J. Am. Chem. Soc. 2005, 127, 11922.
27. Chekmenev, E. Y.; Waddell, K. W.; Hu, J.; Gan, Z.; Wittebort, R. J.; Cross, T. A. J. Am. Chem. Soc. 2006, 128, 9849.
28. Chekmenev, E. Y.; Gor'kov, P. L.; Cross, T. A.; Alaouie, A. M.; Smirnov, A. I. Biophys. J. 2006, 91, 3076.
29. Davis, J. T. Angew. Chem., Int. Ed. 2004, 43, 668.
30. Wu, G.; Wong, A. Chem. Commun. 2001, 2658.
31. Wong, A.; Fettinger, J. C.; Forman, S. L.; Davis, J. T.; Wu, G. J. Am. Chem. Soc. 2002, 124, 742.
32. Wong, A.; Wu, G. J. Am. Chem. Soc. 2003, 125, 13895.
33. Wu, G.; Wong, A.; Gan, Z. H.; Davis, J. T. J. Am. Chem. Soc. 2003, 125, 7182.
34. Wu, G.; Wong, A. Biochem. Biophys. Res. Commun. 2004, 323, 1139.
35. Ida, R.; Wu, G. Chem. Commun. 2005, 4294.
36. Wu, G.; Wong, A. Solid-state nuclear magnetic resonance studies of alkali metal ions in nucleic acids and related systems. In NMR Spectroscopy of Biological Solids; Ramamoorthy, A., Ed.; CRC Press: Boca Raton, FL. 2006; p 317.
37. Pham, T. N.; Masiero, S.; Gottarelli, G.; Brown, S. P. J. Am. Chem. Soc. 2005, 127, 16018.
38. Hud, N. V.; Smith, F. W.; Anet, F. A. L.; Feigon, J. Biochemistry 1996, 35, 15383.
39. Haider, S.; Parkinson, G. N.; Neidle, S. J. Mol. Biol. 2002, 320, 189.
40. Thewalt, U.; Bugg, C. E.; Marsh, R. E. Acta Crystallogr. 1971, B27, 2358.
41. Thewalt, U.; Bugg, C. E.; Marsh, R. E. Acta Crystallogr. 1970, B26, 1089.
42. Wilson, C. C.; Low, J. N.; Tollin, P. Acta Crystallogr. 1985, C41, 1123.
43. Low, J. N.; Tollin, P.; Wilson, C. C.; Scrimgeour, S. N. Acta Crystallogr. 1986, C42, 700.
44. Giorgi, T.; Grepioni, F.; Manet, I.; Mariani, P.; Masiero, S.; Mezzina, E.; Pieraccini, S.; Saturni, L.; Spada, G. P.; Gottarelli, G. Chem.-Eur. J. 2002, 8, 2143.
45. Shi, X. D.; Mullaugh, K. M.; Fettinger, J. C.; Jiang, Y.; Hofstadler, S. A.; Davis, J. T. J. Am. Chem. Soc. 2003, 125, 10830.
46. Rayat, S.; Majumdar, P.; Tipton, P.; Glaser, R. J. Am. Chem. Soc. 2004, 126, 9960.
47. Forman, S. L.; Fettinger, J. C.; Pieraccini, S.; Gottareli, G.; Davis, J. T. J. Am. Chem. Soc. 2000, 122, 4060.
48. Kunwar, A. C.; Turner, G. L.; Oldfield, E. J. Magn. Reson. 1986, 69, 124.
49. Frisch, M. J.; et al. Gaussian 03, revision C.02; Gaussian, Inc.: Wallingford, CT, 2004.
50. SHELXTL Crystal Structure Analysis Package, version 5; Bruker Analytical X-ray System, Siemens: Madison, WI, 1995.
51. Pyykko, P. Mol. Phys. 2001, 99, 1617.
52. Wasylishen, R. E.; Bryce, D. L. J. Chem. Phys. 2002, 117, 10061.
53. Sadlej, A. J. Theor. Chim. Acta 1992, 81, 45.
54. LaJohn, L. A.; Christiansen, P. A.; Ross, R. B.; Atashroo, T.; Ermler, W. C. J. Chem. Phys. 1987, 87, 2812.
55. Sugawara, Y.; Iimura, Y.; Iwasaki, H.; Urabe, H.; Saito, H. J. Biomol. Struct. Dyn. 1994, 11, 721.
56. Wong, A.; Howes, A. P.; Pike, K. J.; Lemaitre, V.; Watts, A.; Anupold, T.; Past, J.; Samoson, A.; Dupree, R.; Smith, M. E. J. Am. Chem. Soc. 2006, 128, 7744.
57. Meyer, M.; Steinke, T.; Brandl, M.; Suhnel, J. J. Comput. Chem. 2001, 22, 109.
58. Meyer, M.; Hocquet, A.; Suhnel, J. J. Comput. Chem. 2005, 26, 352.
59. Shi, X. D.; Fettinger, J. C.; Davis, J. T. J. Am. Chem. Soc. 2001, 123, 6738.
60. Kotch, F. W.; Fettinger, J. C.; Davis, J. T. Org. Lett. 2000, 2, 3277.
61. Shi, X.; Fettinger, J. C.; Davis, J. T. Angew. Chem., Int. Ed. 2001, 40, 2827.
62. Laughlan, G.; Murchie, A. I. H.; Norman, D. G.; Moore, M. H.; Moody, P. C. E.; Lilley, D. M. J.; Luisi, B. Science 1994, 265, 520.
63. Horvath, M. P.; Schultz, S. C. J. Mol. Biol. 2001, 310, 367.
64. Ida, R.; Kwan, I. C. M.; Wu, G. Chem. Commun., published online Nov 15, 2006 http://dx.doi.org/10.1039/b613105k.
65. de Dios, A. C.; Oldfield, E. J. Am. Chem. Soc. 1994, 116, 11485.
66. Wei, Y. F.; Lee, D.-K.; Ramamoorthy, A. J. Am. Chem. Soc. 2001, 123, 6118.