5-(1-propargylamino)-2'-deoxyuridine (U(P)): A novel thymidine analogue for generating DNA triplexes with increased stability

Nucleic Acids Research

Volumn 27, Issue 8, 1999, Pages 1802-1809

  Bijapur, Jeevan ^a   Keppler, Melanie D ^a   Bergqvist, Simon ^a   Brown, Tom ^a   Fox, Keith R ^a  

^a UNIVERSITY OF SOUTHAMPTON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

DEOXYURIDINE DERIVATIVE; OLIGONUCLEOTIDE; THYMIDINE DERIVATIVE; THYMINE;

ARTICLE; DNA FOOTPRINTING; DNA STRUCTURE; MELTING POINT; MOLECULAR STABILITY; NUCLEIC ACID BASE SUBSTITUTION; PH; PRIORITY JOURNAL; PROTON TRANSPORT; TEMPERATURE; TRIPLE HELIX; ULTRAVIOLET RADIATION;

EID: 0033560690     PISSN: 03051048     EISSN: None     Source Type: Journal    
DOI: 10.1093/nar/27.8.1802     Document Type: Article

References (45)

1. Felsenfeld, G., Davies, D.R. and Rich, A. (1957) J. Am. Chem. Soc., 79, 2023-2024.
2. Moser, H.E. and Dervan, P.B. (1987) Science, 238, 645-650.
3. Le Doan, T., Perrouault, L., Praseuth, D., Habhoub, N., Decout, J.L., Thuong, N.T., Lhomme, J. and Hélène, C. (1987) Nucleic Acids Res., 15, 7749-7760.
4. Thuong, N.T. and Hélène, C. (1993) Angew. Chem. Int. Ed. Engl., 32, 666-690.
5. Soyfer, V.N. and Potaman, V.N. (1996) Triple Nucleic Acids. Springer-Verlag, New York, Berlin, Heidelberg.
6. Hélène, C. (1991) Anticancer Drug Des., 6, 569-584.
7. Chan, P.P. and Glazer, P.M. (1997) J. Mol. Med., 75, 267-282.
8. Neidle, S. (1997) Anticancer Drug Des., 12, 433-442.
9. Vasquez, K.M. and Wilson, J.H. (1998) Trends Biochem. Sci., 23, 4-9.
10. Radhakrishnan, I. and Patel, D.J. (1994) Structure, 2, 17-32.
11. Beal, P.A. and Dervan, P.B. (1991) Science, 251, 1360-1363.
12. Beal, P.A. and Dervan, P.B. (1992) Nucleic Acids Res., 20, 2773-2776.
13. Radhakrishnan, I., de los Santos, C. and Patel, D.J. (1991) J. Mol. Biol., 221, 1403-1418.
14. Radhakrishnan, I. and Patel, D.J. (1993) Structure, 1, 135-152.
15. Assensio, J.L., Lane, A.N., Dhesi, J., Bergqvist, S. and Brown, T. (1998) J. Mol. Biol., 275, 811-822.
16. Povsic, T.J. and Dervan, P.B. (1989) J. Am. Chem. Soc., 111, 3059-3061.
17. Xodo, L.E., Manzini, G., Quadifoglio, F., van der Marel, G. and van Boom, J. (1991) Nucleic Acids Res., 19, 5625-5631.
18. Froehler, B.C. and Ricca, D.J. (1992) J. Am. Chem. Soc., 114, 8320-8322.
19. Huang, C.-Y., Bi, G. and Miller, P.S. (1996) Nucleic Acids Res., 24, 2606-2613.
20. Ono, A., Ts'o, P.O.P. and Kan, L. (1991) J. Am. Chem. Soc., 113, 4032-4033.
21. Miller, P.S., Bhan, P., Cushman, C.D. and Trapane, T.L. (1992) Biochemistry 31, 2999-3004.
22. Jetter, M.C. and Hobbs, F.W. (1993) Biochemistry, 32, 3249-3254.
23. Bates, P.J., Laughton, C.A., Jenkins, T.C., Capaldi, D.C., Roselt, P.D., Reese, C.B. and Neidle, S. (1996) Nucleic Acids Res., 24, 4176-4184.
24. Hildbtand, S., Blaser, A., Parel, S.P. and Leumann, C.J. (1997) J. Am. Chem. Soc., 119, 5499-5511.
25. Hildbrand, S. and Leumann, C. (1996) Angew. Chem. Int. Ed. Eng., 35, 1968-1970.
26. Malkov, V.A., Voloshin, O.N., Soyfer, V.N. and Frank-Kamenetskii, M.D. (1993) Nucleic Acids Res., 21, 585-591.
27. Volker, J., and Klump, H.H. (1994) Biochemistry, 33, 13502-13508.
28. Keppler, M.D. and Fox, K.R. (1997) Nucleic Acids Res., 25, 4464-4469.
29. Chaturvedi, S., Horn, T. and Letsinger, R.L. (1996) Nucleic Acids Res., 24, 2318-2323.
30. Dagle, J.M. and Weeks, D.L. (1996) Nucleic Acids Res., 24, 2143-2149.
31. Barawkar, D.A., Rajeev, K.G., Kumar, V.A. and Ganesh, K.N. (1996) Nucleic Acids Res., 24, 1229-1237.
32. Rajeev, K.G., Jadhav, V.R. and Ganesh, K.N. (1997) Nucleic Acids Res., 25 4187-4193.
33. Tung, C.-H., Breslauer, K.J. and Stein, S. (1993) Nucleic Acids Res., 21, 5489-5494.
34. Sund, C., Puri, N. and Chattopadhyaya, J. (1996) Tetrahedron, 52, 12275-12290.
35. Sund, C., Puri, N. and Chattopadhyaya, J. (1997) Nucl. Nucl., 16, 755-760.
36. Cuenoud, B., Casset, F., Husken, D., Natt, F., Wolf, R.M., Altmann, K.H., Martin, P. and Moser, H.E. (1998) Angew. Chem. Int. Ed. Engl., 37, 1288-1291.
37. Blommers, T.J.J., Natt, F., Jahnke, W. and Cuenoud, B. (1998) Biochemistry 37, 17714-17725.
38. Nara, H., Ono, A. and Matsuda, A. (1995) Bioconj. Chem., 6, 54-61.
39. Davison, A., McClean, J., Rao, V.M. and Brown, T. (1996) Biomed. Pept. Proteins Nucleic Acids, 1, 1-6.
40. Ebel, S., Lane, A.N. and Brown, T. (1992) Biochemistry, 31, 12083-12086.
41. Dabrowiak, J.C. and Goodisman, J. (1989) In Kallenbach, N.R. (ed.), Chemistry and Physics of DNA-Ligand Interactions. Adenine Press, New York, pp. 143-174.
42. Cassidy, S.A., Strekowski, L., Wilson, W.D. and Fox, K.R. (1994) Biochemistry, 33, 15338-15347.
43. Froehler, B.C., Wadwani, S., Terhorst, T.J. and Gerrard, S.R. (1992) Tetrahedron Lett., 33, 5307-5310.
44. Phipps, A.K., Tarkoy, M., Schultze, P. and Feigon, J. (1998) Biochemistry, 37, 5820-5830.
45. Kiessling, L.L, Griffin, L.C. and Dervan, P.B. (1992) Biochemistry, 31, 2829-2834.