Synthesis and ESR studies of nitronyl nitroxide-tethered oligodeoxynucleotides

Tetrahedron Letters

Volumn 46, Issue 5, 2005, Pages 791-795

  Okamoto, Akimitsu ^a   Inasaki, Takeshi ^a   Saito, Isao ^b  

^a KYOTO UNIVERSITY   (Japan)

^b NIHON UNIVERSITY   (Japan)

Author keywords

Fluorescence; Oligodeoxynucleotide; Pyrene; Quadruplex

Indexed keywords

NITROXIDE DERIVATIVE; OLIGODEOXYNUCLEOTIDE DERIVATIVE;

ANALYTIC METHOD; ARTICLE; CHEMICAL REACTION; DNA STRUCTURE; ELECTRON SPIN RESONANCE; HYBRIDIZATION; REACTION ANALYSIS; SPIN LABELING; SYNTHESIS;

EID: 11844256350     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.12.012     Document Type: Article

References (30)

1. B.H. Robinson, H. Thomann, A.H. Beth, P. Fajer, and L.R. Dalton EPR and Advanced EPR Studies of Biological Systems 1985 CRC New York
2. W.L. Hubbell, H.S. Mchaourab, C. Altenbach, and M.A. Lietzow Structure 4 1996 779 783
3. C.S. Klug, W. Su, and J.B. Feix Biochemistry 36 1997 13027 13033
4. L.J. Brown, K.L. Sale, R. Hills, C. Rouviere, L. Song, X. Zhang, and P.G. Fajer Proc. Natl. Acad. Sci. U.S.A. 99 2002 12765 12770
5. A.N. Hoofnagle, J.W. Stoner, T. Lee, S.S. Eaton, and N.G. Ahn Biophys. J. 86 2004 395 403
6. K.M. Hurth, M.J. Nilges, K.E. Carlson, A. Tamrazi, R.L. Belford, and J.A. Katzenellenbogen Biochemistry 43 2004 1891 1907
7. A.H. Buchaklian, A.L. Funk, and C.S. Klug Biochemistry 43 2004 8600 8606
8. O.K. Strobel, D.D. Kryak, E.V. Bobst, and A.M. Bobst Bioconjugate Chem. 2 1991 89 95
9. S.C. Tyagi J. Biol. Chem. 266 1991 17936 17940
10. K. Makino, S. Nagahara, Y. Konishi, M. Mukae, H. Ide, and A. Murakami Free Radical Res. Commun. 19 Suppl. 1 1993 S109 116
11. A. Murakami, M. Mukae, S. Nagahara, Y. Konishi, H. Ide, and K. Makino Free Radical Res. Commun. 19 Suppl. 1 1993 S117 128
12. C. Giordano, F. Fratini, D. Attanasio, and L. Cellai Synthesis 2001 565 572
13. A. Okamoto, T. Inasaki, and I. Saito Bioorg. Med. Chem. Lett. 14 2004 3415 3418
14. A. Spaltenstein, B.H. Robinson, and P.B. Hopkins J. Am. Chem. Soc. 110 1988 1299 1301
15. A. Spaltenstein, B.H. Robinson, and P.B. Hopkins J. Am. Chem. Soc. 111 1989 2303 2305
16. A. Spaltenstein, B.H. Robinson, and P.B. Hopkins Biochemistry 28 1989 9484 9495
17. P.Z. Qin, K. Hideg, J. Feigon, and W.L. Hubbell Biochemistry 42 2003 6772 6783
18. T. Akaike, M. Yoshida, Y. Miyamoto, K. Sato, M. Kohno, K. Sasamoto, K. Miyazaki, S. Ueda, and H. Maeda Biochemistry 32 1993 827 832
19. A. Gibson, and E. Lilley Gen. Pharmacol. 28 1997 489 493
20. Y. Yoshie, and H. Ohshima Carcinogenesis 18 1997 1359 1363
21. Y. Yoshie, and H. Ohshima Chem. Res. Toxicol. 10 1997 1015 1022
22. C.Q. Li, L.J. Trudel, and G.N. Wogan Chem. Res. Toxicol. 15 2002 527 535
23. N(3) = 8.11 G
24. +] 993.5229, found 993.5220
25. -, calcd 6487.45, found 6487.82
26. R.S. Keyes, and A.M. Bobst Biochemistry 34 1995 9265 9276
27. B. Tiebel, N. Radzwill, L.M. Aung-Hilbrich, V. Helbl, H.J. Steinhoff, and W. Hillen J. Mol. Biol. 290 1999 229 240
28. H.J. Steinhoff, and B. Suess Methods 29 2003 188 195
29. O. Schiemann, N. Piton, Y. Mu, G. Stock, J.W. Engels, and T.F. Prisner J. Am. Chem. Soc. 126 2004 5722 5729
30. Both the exchange interaction and the dipolar interaction can contribute to the line broadening. Therefore, quantitative analysis is difficult in this case. K. Matsuda, M.T. Stone, and J.S. Moore J. Am. Chem. Soc. 124 2002 11836 11837