Modified purine nucleosides as dangling ends of DNA duplexes: The effect of the nucleobase polarizability on stacking interactions

Journal of the Chemical Society. Perkin Transactions 2

Volumn 2, Issue 4, 2002, Pages 746-750

  Rosemeyer, Helmut ^a   Seela, Frank ^a  

^a UNIVERSITY OF OSNABRÜCK   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

DNA; HYDROGEN BONDS; MASS SPECTROMETRY; POLARIZATION; THERMODYNAMIC STABILITY; ULTRAVIOLET RADIATION;

PURINE NUCLEOSIDES; STACKING INTERACTIONS;

OLIGOMERS;

EID: 0036009267     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/b200077f     Document Type: Article

References (39)

1. S. M. Freier, B. J. Burger, D. Alkema, T. Neilson, D. H. Turner Biochemistry 1983 22 6198.
2. D. H. Turner, N. Sugimoto, R. Kierzek, S. D. Dreiker J. Am. Chem. Soc. 1987 109 3783.
3. P. J. Romaniuk, D. W. Hughes, R. J. Gregoire, T. Neilson, R. A. Bell J. Am. Chem. Soc. 1978 100 3971.
4. N. Sugimoto, R. Kierzek, D. H. Turner Biochemistry 1987 26 4554.
5. S. M. Freier, D. Alkema, A. Sinclair, T. Neilson, T. H. Turner Biochemistry 1985 24 4533.
6. M. Senior, R. A. Jones, K. J. Breslauer Biochemistry 1988 27 3879.
7. E. T. Kool Chem. Rev. 1997 97 1473.
8. S. Bommarito, N. Peyret, J. SantaLucia, Jr. Nucleic Acids Res. 2000 28 1929.
9. T. Sugiyama, E. Schweinberger, Z. Kazimierczuk, N. Ramzaeva, H. Rosemeyer, F. Seela Chem. Eur. J. 2000 6 369.
10. M. J. Doktycz, T. M. Paner, M. Amaratunga, A. S. Benight Biopolymers 1990 30 829.
11. H. Grosjean, D. G. Söll, D. M. Crothers J. Mol. Biol. 1976 103 499.
12. S. Ball, M. A. Reeve, P. S. Robinson, F. Hill, D. M. Brown, D. Loakes Nucleic Acids Res. 1998 26 5225.
13. J. C. Williams, S. C. Case-Green, K. U. Mir, E. M. Southern Nucleic Acids Res. 1994 22 1365.
14. Y. Benenson, T. Paz-Elizur, R. Adar, E. Keinan, Z. Livneh, E. Shapiro Nature 2001 414 430 and literature cited therein.
15. A. J. Gutierrez, T. J. Terhorst, M. D. Matteucci, B. C. Froehler J. Am. Chem. Soc. 1994 116 5540.
16. K. M. Guckian, B. A. Schweitzer, R. X.-F. Ren, C. J. Sheils, P. L. Paris, D. C. Tahmassebi, E. T. Kool J. Am. Chem. Soc. 1996 118 8182.
17. L. E. Xodo, G. Manzini, F. Quadrifoglio, G. A. van der Marel, J. H. van Boom Nucleic Acids Res. 1991 19 5625.
18. T. J. Povsic, P. B. Dervan J. Am. Chem. Soc. 1990 111 3059.
19. Y. S. Sanghvi, G. D. Hoke, S. M. Freier, M. C. Zounes, C. Gonzales, L. Cummins, H. Sasmor, P. D. Cook Nucleic Acids Res. 1993 21 3197.
20. S. Wang, E. T. Kool Biochemistry 1995 34 4125.
21. B. C. Froehler, S. Wadwani, T. J. Terhorst, S. R. Gerrard Tetrahedron Lett. 1992 33 5307.
22. J. Sagi, A. Szemzo, K. Ebinger, A. Szabolcs, G. Sagi, E. Ruff, L. Ötvös Tetrahedron Lett. 1993 34 2191.
23. L. C. Sowers, B. Ramsay Shaw, W. D. Sedwick Biochem. Biophys. Res. Commun. 1987 148 790.
24. K. M. Guckian, B. A. Schweitzer, R. X.-F. Ren, C. J. Sheils, D. C. Tahmassebi, E. T. Kool J. Am. Chem. Soc. 2000 122 2213.
25. F. Seela, M. Zulauf Chem.-Eur. J. 1998 4 1781.
26. N. Ramzaeva, F. Seela Helv. Chim. Acta 1996 79 1549.
27. F. Seela, G. Becher Nucleic Acids Res. 2001 29 2069.
28. F. Seela, H. Berg, H. Rosemeyer Biochemistry 1989 28 6193.
29. F. Seela and T. Wiglenda unpublished work.
30. F. Seela and E. Feiling unpublished work.
31. N. Ramzaeva, H. Rosemeyer and F. Seela unpublished work.
32. H. Rosemeyer, N. Ramzaeva, E. Albertmann, E. Feiling and F. Seela unpublished work.
33. N. Ramzaeva, C. Mittelbach, F. Seela Nucleosides Nucleotides 1999 18 1439.
34. N. Ramzaeva, F. Seela Chem. Res. Toxicol. 1994 7 643.
35. J. A. McDowell, D. H. Turner Biochemistry 1996 35 14077.
36. F. Seela, R. Kröschel, Y. He Nucleosides, Nucleotides Nucleic Acids 2001 20 1283.
37. F. Seela and R. Kröschel unpublished results.
38. B. C. Froehler, Protocols of Oligonucleotides and Analogs, in Methods in Molecular Biology, Ed. E. S. Agrawal Humana Press, Tutowa, New Jersey 1994, vol. 20, p. 33.
39. F. Seela, S. Lampe Helv. Chim. Acta 1991 74 1790.