Oligonucleotide analogues containing (2″S)- And (2″R)-2′-O,3′-C-((2″-C-hydroxymethyl)ethylene)-linked bicyclic nucleoside monomers: F Synthesis, RNA-selective binding, and diastereoselective formation of a very stable homocomplex based on T : T base pairing

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 17, 1999, Pages 2543-2551

  Raunkjœr, Michael ^a   Olsen, Carl E ^b   Wengel, Jcsper ^b  

^a UNIVERSITY OF COPENHAGEN   (Denmark)

^b UNIVERSITY OF COPENHAGEN   (Denmark)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000235039     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (32)

1. P. Herdevvijn, LiebigsAnn., 1996, 1337.
2. E. T. Kool, Client. Rev., 1997,97, 1473.
3. M. Tarköy and C. Leumann, Angen: Chem., Int. Ed Engl, 1993,32, 1432.
4. M. Tarköy, M. Dolli and C. Leumann, Helv. Chim. Ada, 1994, 77, 716.
5. K..-H. Altmann, R. Kesselring, E. Francotte and G. Rihs, Tetrahedron Lett., 1994,35,2331,
6. V. E. Marquez, M. A. Siddiqui, A. Ezzitouni, P. RUSS, J. Wang, R. W. Wagner and M. D. Matteucci, J. Med. Chem., 1996,39, 3739.
7. R. Steflens and C. J. Leumann, J. Am. Chem. Soc., 1997,119, 11548.
8. P. Nielsen, H. M. Pfundheller and J. Wengel, Chem. Commun., 1997, 825.
9. P. Nielsen, H. M. Pfundheller,C. E. Olsen and J. Wengel, J. Chem. Soc, Perkin Trans, l, 1997, 3423.
10. N. K. Christensen, M. Petersen, P. Nielsen, J. P. Jacobsen, C. E. Olsen and J. Wengel, J. Am. Chem. Soc., 1998,120, 5458.
11. S. K. Singh, P. Nielsen, A. A. Koshkin and J. Wengel, Chem. Commun, 1998, 455.
12. A. A. Koshkin, S. K. Singh, P. Nielsen, V. K. Rajwanshi, R. Kumar, M. Meldgaard, C. E. Olsen and J. Weneel, Tetrahedron, 1998, 54, 3607.
13. S. K. Singh and J. Wengel, Chem. Commun., 1998,1247.
14. S. Obika, D. Nanbu, Y. Hari, J. Andoh, K. Morio, T. Doi and T. Imanishi, Tetrahedron Lett., 1998,39, 5401.
15. A. A. Koshkin, P. Nielsen, M. Meldgaard, V. K. Rajwanshi, S. K. Singh and J. Wengel, J. Am. Chem. Soc., 1998,120, 13252. :
16. J. Wengel, Ace. Chem. Res., 1999,32, 301.
17. S. K. Singh, R. Kumar and J. Wengel,- J. Org. Chem., 1998, 63, 10035.
18. R. Kumar, S. K. Singh, A. A. Koshkin, V. K. Rajwanshi, M. Meldgaard and J. Wengel, Bioorg. Med. Chem. Lett., 1998,8, 2219.
19. A. A. Koshkin and J. Wengel, J. Org. Chem., 1998,63,2778.
20. M. von Buren, G. V. Petersen, K. Rasmussen, G. Brandenburg, J. Wengel and F. Kirpekar, Tetrahedron, 1995,51, 8491.
21. M. Meldgaard, N. K. Nielsen, M. Bremner, O. S. Petersen, C. E. Olsen and J. Wengel, J. C/iem. Suc., Pcrkin Trans, l, 1997, 1951.
22. H. Hattori, M. Tanaka, M. Fukushima, T. Sasaki and A. Matsuda, J. A fed. Chem., 1996,39, 5005.
23. K. B. Sharpless, W. Amberg, Y. L. Bennani, G. A. Crispino, J. Härtung, K.-S. Jeong, H.-L. Kwong, K. Morikawa, Z.-M. Wang, D. Xu and X.-L. Zhang, J. Org. Clicm., 1992, 57, 2768.
24. J. Wengel, M. L. Svendsen, P. N. Jorgensen and C. Nielsen, Nucleosides Nucleotides, 1995, 14, 1465.
25. J. Fensholdt and J. Wengel, Ada Client. Scand, 1996,50, 1157.
26. K.. K. Ogilvie, K. L. Sadana, E. A. Thompson, M. A. Quilliam and J. B. Westmore, Tetrahedron Lett., 1974,2861.
27. S. A. Scarringe, C. Francklyn and N. Usman, Nucleic Acids Res., 1990,18, 5433.
28. M. H. Caruthers, Ace. Clicm. Res., 1991,24,278.
29. J. Hûnziker, H.-J. Roth, M. Böhringer, A. Giger, U. Diderichsen, M. Göbel, R. Krishnan, B. Jaun, C. Leumann and A. Eschenmoser, Heh. Chim. Ada, 1993,76, 259.
30. W. Saenger, in Principles of Nucleic Acid Structure, Springer Advanced Texts in Chemistry, Springer-Verlag, New York, 1984, Ch. 13.
31. U. Neidlein and C. Leumann, Tetrahedron Lett., 1992,33,8057.
32. C. Hendrix, H. Rosemeyer, I. Verheggen, F. Seela, A. Van Aerschot and P. Herdewijn, Chem. Eur. J., 1997,3, 110.