Synthesis and Triple Helix Formation by Alternate Strand Recognition of Oligonucleotides Containing 3′-3′ Phosphodiester Bonds

Journal of Organic Chemistry

Volumn 62, Issue 26, 1997, Pages 9024-9030

  De Napoli, Lorenzo ^a   Messere, Anna ^a   Montesarchio, Daniela ^a   Pepe, Antonietta ^a   Piccialli, Gennaro ^a   Varra, Michela ^a  

^a UNIVERSITY OF NAPLES FEDERICO II   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001198677     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo970589t     Document Type: Article

References (32)

1. For a general review, see: Thuong, N. T.; Helene, C. Angew. Chem., Int. Ed. Engl. 1993, 32, 666.
2. Griffin, L. C.; Kiessling, L. L.; Beal, P. A.; Gillespie, P.; Dervan, P. B. J. Am. Chem. Soc. 1992, 114, 7976.
3. Stilz, H. U.; Dervan, P. B. Biochemistry 1993, 32, 2177.
4. Huang, C.-Y.; Cushman, C. D.; Miller, P. S. J. Org. Chem. 1993, 58, 5048.
5. Durland, R. H.; Rao, T. S.; Bodepudi, V.; Seth, D. M.; Jayaraman, K.; Revanker, G. R. Nucl. Acids Res. 1995, 23, 647.
6. Zimmerman, S. C; Schmitt, P. J. Am. Chem. Soc. 1995, 117, 10769.
7. Horne, D. A.; Dervan, P. B. J. Am. Chem. Soc. 1990, 112, 2435.
8. Ono, A.; Chen, C. N.; Kan, L. Biochemistry 1991, 30, 9914.
9. McCurdy, S.; Moulds, C.; Froehler, B. Nucleosides Nucleotides 1991, 10, 287.
10. Froehler, B. C.; Terhorst, T.; Shaw, J. P.; McCurdy, S. N. Biochemistry 1992, 31, 1603.
11. Durand, M.; Peloille, S.; Thuong, N. T.; Maurizot, J. C. Biochemistry 1992, 37, 9197.
12. Beal, P. A.; Dervan, P. B. J. Am. Chem. Soc. 1992, 114, 4976.
13. Jayasena, S. D.; Johnston, B. H. Nucl. Acids Res. 1992, 20, 5279.
14. Asseline, U.; Thuong, N. T. Tetrahedron Lett. 1993, 34, 4173.
15. Asseline, U.; Thuong, N. T. Tetrahedron Lett. 1994, 35, 5221.
16. Zhou, B. W.; Marchand, C.; Asseline, U.; Thuong, N. T.; Sun, J. S.; Garestier, T.; Helene, C. Bioconjugate Chem. 1995, 6, 516.
17. Barbato, S.; De Napoli, L.; Mayol, L; Piccialli, G.; Santacroce, C. Tetrahedron Lett. 1987, 28, 5727.
18. Barbato, S.; De Napoli, L.; Mayol, L; Piccialli, G.; Santacroce, C. Tetrahedron 1989, 45, 4523.
19. Conte, M. R.; Mayol, L.; Montesarchio, D.; Piccialli, G.; Santacroce, C. Nucleosides Nucleotides 1993, 12, 351.
20. De Napoli, L.; Galeone, A.; Mayol, L.; Messere, A.; Montesarchio, D.; Piccialli, G. Bio. Med. Chem. 1995, 3, 1325.
21. Bayer, E. Angew. Chem. Int. Ed. Engl. 1991, 103, 117.
22. Gao, H.; Gaffney, B. L.; Jones, R. A. Tetrahedron Lett. 1991, 32, 5477.
23. Gait, M., Ed. Oligonucleotide synthesis: a practical approach; IRL Press: Oxford, U.K., 1984.
24. Caruthers, M. H.; Kierzek, R.; Tang, J. Y. Synthesis of oligonucleotide using the phosphoramidite method. In Biophosphates and their analogues-Synthesis, Structure, Metabolism and Activity; Bruzik, K. S., Stec, W. J., Eds; Elsevier: Amsterdam, 1987; pp 3-21.
25. Eckstein, F., Ed. Oligonucleotides and analogues: a practical approach; IRL Press: Oxford, U.K., 1991.
26. Moser, H. E.; Dervan, P. B. Science 1987, 238, 645.
27. Griffin, L. C.; Dervan, P. B. Science 1989, 245, 967.
28. Sober, H. A., Handbook of Biochemistry, 2nd ed.; CRC Press: Cleveland, 1970.
29. Singleton, S. F.; Dervan, P. B. Biochemistry 1992, 31, 10995.
30. Wilson, W. D.; Hopkins, H. P.; Mizan, S.; Hamilton, D. D.; Zon, G. J. Am. Chem. Soc. 1994, 116, 3607.
31. Shea, R. G.; Ng, P.; Bischofberger, N. Nucl. Acids Res. 1990, 18, 4859.
32. Vasquez, K. M.; Wensel, T. G.; Wilson, J. H. Biochemistry 1995, 34, 7243.