Convenient approaches to the synthesis of oligonucleotide macrocycles containing non-nucleotide linkers

Nucleosides and Nucleotides

Volumn 17, Issue 1-3, 1998, Pages 379-396

  Efimov, V A ^a   Buryakova, A A ^a   Kalinkina, A L ^a   Choob, M V ^a   Chakhmakhcheva, O G ^a   Ojwang, J O ^b   Rando, R F ^b  

^a SHEMYAKIN OVCHINNIKOV INSTITUTE OF BIOORGANIC CHEMISTRY   (Russian Federation)

^b Antigenics Inc   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

HETEROCYCLIC COMPOUND; OLIGONUCLEOTIDE;

ARTICLE; CYCLIZATION; NUCLEOTIDE METABOLISM; SYNTHESIS; TECHNIQUE;

EID: 0031936138     PISSN: 07328311     EISSN: None     Source Type: Journal    
DOI: 10.1080/07328319808005185     Document Type: Article

References (36)

1. Uhlmann, E.; Peyman, A. Chem.Rev., 1990, 90, 543-584.
2. Kool, E. T. J. Am. Chem. Soc, 1991, 113, 6265-6266.
3. Wang, S.; Kool, E. T. Nucleic Acids Res., 1994, 22, 2326-2333.
4. Dolinnaya, N. G., Blumenfeld, M., Merenkova, I.N., Oretskaya, T. S., Krynetskaya, F., Ivanovskaya, M. G., Vasseur, M.; Shabarova, Z. A. Nucleic Acids Res., 1993, 21, 5403-5407.
5. Yamakawa, H., Ishibashi, T., Nakashina, H., Yamamoto, N., Takai, K.; Takaku, H. Nucleosides Nucleotides, 1995, 14, 1149-1152.
6. Clisel, C., Ugarte, E., Enjolras, N., Vasseur, M ; Blumenfeld, M. Nucleic Acids Res., 1993, 21, 3405-3411.
7. Nilsson, M., Malmgren, H., Samiotaki, M., Kwiatkowski, M., Chowdray, B. P.; Landegren, U. Science, 1994, 265, 2085-2088.
8. Ma, M. Y.-X., McCallum, K., Climie, S.C., Kuperman, R., Lin, W.C., Summer-Smith, M.; Barnett, R.W. Nucleic Acids Res., 1993, 21, 2585-2589.
9. Ramney IV, S.; Kool, E. T. Angew. Chem. Int. Ed. Engl., 1992, 31, 1617-1619.
10. Gao, H., Chidambaram, N., Chen, B. C., Pelham, D. E., Patel, R., Yang, M., Zhou, L., Cook, A.; Cohen, J. S. Bioconjugate Chem., 1994, 5, 445-453.
11. Gao, H., Yang,M., Patel, R.; Cook, A.F. Nucleic Acids Res., 1995, 23, 2025-2029.
12. Cload, S.T.; Schepartz, A. J. Am. Chem. Soc., 1991, 113, 6324-6326.
13. Efimov, V. A., Kalinkina, A. L.; Chakhmakhcheva, O. G. Bioorg. Khim., 1995, 21, 612-616.
14. Haralambidis, J., Duncan, L., Angus, K.; Tregear, G.W. Nucleic Acids Res., 1990, 18, 493-499.
15. Efimov, V.A., Kalinkina, A.L.; Chakhmakhcheva, O.G. Nucleic Acids Res., 1993, 21, 5337-5344.
16. Kume, A., Hata, T.; Sekine, M. Chem. Lett., 1983, 10, 1597-1600
17. Kumar, A. Nucleotides Nucleosides, 1994, 13, 2125-2134.
18. Giovannangeli, C., Montenay-Garestier, T., Rougee, M., Chassignol, M., Thuong, N.T.; Helen, C. J. Am. Chem. Soc., 1992, 113, 7775-7776.
19. Efimov, V. A., Kalinkina, A. L.; Chakhmakhcheva, O. G. Bioorg. Khim., 1996, 22, 153-156.
20. Wang, S.; Kool, E. T. Nucleic Acids Res., 1995, 23, 1157-1164.
21. Jones, G. D., Lesnik, E. A., Owens, S. R., Risen, L. M.; Walker, R. T. Nucleic Acids Res., 1996, 24, 4117-4123.
22. Mazumder, A., Neamati, N., Ojwang, J.O., Sunder, S., Rando, R.F.; Pommier, Y. Biochemistry, 1996, 55, 13762-13771.
23. Rao, M. V.; Reese, C. B. Nucleic Acids Res., 1989, 17, 8221-8239.
24. de Vroom, E., Broxterman, H.J.G., Sliedregt, L.A.J.M., van der Marel, G.A.; van Boom, J.H. Nucleic Acids Res., 1988, 16, 4607-4620.
25. Barbato, S., Napoli L. De, Mayol, L., Piccialli, G.; Santacroce, C. Tetrahedron Lett., 1987, 12, 351-358.
26. Glick, G. D., Osborn, S. E., Knitt, D. S.; Marino, J.P.J. J Am. Chem. Soc., 1992, 114, 5447-54448.
27. Polushin, N. N., Pashkova, I. N.; Efimov, V. A. Nucl. Acid Sym. Ser., 1991, No.24, 49-50.
28. Dolinnaya, N. G., Merenkova, I. N.; Shabarova, Z. A. Nucleosides Nucleosides, 1994, 13, 2169-2183.
29. Nakajima, N.; Ikada, Y. Bioconjugate Chem., 1995, 6, 123-130.
30. Guzaev, A., Salo, H., Azhayev, A., Lonnberg, H. Bioconjugate Chem., 1996, 7, 240-248.
31. Levy, A.P., Levy, N.S., Wegner, S.; Goldberg, M.A. J. Biol. Chem., 1995, 270, 13333-13340.
32. Pennica, D., Nedwin, G.E., Hayflick, J.S., Seeburg, P.H., Derynck, R., Palladino, M.A., Kohr, W., Aggarwal, B.; Goeddel, D.V. Nature, 1984, 312, 724-729.
33. Nophar, Y., Kemper, O., Brakebusch, C., Engelmann, H., Zwang, R., Aderka, D., Holtmann, H.; Wallach, D. EMBO Journal, 1990, 9, 3269-3278.
34. Rando, R. F., Ojwang, J., Elbaggari, A., Reyes, G., Tinder, R., McGrath, M.; Hogan, M. J. Biol. Chem., 1995, 270, 1754-1760.
35. Economou, J.S., Rhoades, K., Essner, R., McBride, W.H., Gasson, J.C.; Morton, D.L. J. Exp. Med., 1989, 170, 321-326.
36. Bensi, G., Raugel, G., Palla, E., Carici, V., Tornese Buonamassa, T.; Melli, M. Gene, 1987, 52, 95-101.