A molecular staple for DNA: Threading bis-intercalating [Ru(phen)2dppz]2+ dimer [10]

Journal of the American Chemical Society

Volumn 121, Issue 46, 1999, Pages 10846-10847

  Önfelt, Björn ^a   Lincoln, Per ^a   Nordén, Bengt ^a  

^a CHALMERS UNIVERSITY OF TECHNOLOGY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

DIMER; DNA; RUTHENIUM COMPLEX;

DNA BINDING; DNA STRUCTURE; ENANTIOMER; LETTER; LINEAR DICHROISM; NONHUMAN; STEREOISOMERISM; SYNTHESIS;

EID: 0033601093     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja991984z     Document Type: Letter

References (25)

1. (a) Capelle, N.; Barbet, J.; Dessen, P.; Blanquet, S.; Roques, P. B.; Le Pecq, J.-B. Biochemistry 1979, 18, 3354-3362.
2. (b) Atwell, G. J.; Leupin, W.; Twigden, S. J.; Denny, D. A. J. Am. Chem. Soc. 1983, 105, 2913-2914.
3. (c) Gaugain, B.; Markovits, J.; Le Pecq, J.-B.; Roques, B. P. FEBS 1984, 2, 123-126.
4. (d) Laugâa, P.; Markovits, J.; Delbarre, A.; Le Pecq, J.-B.; Roques, B. P. Biochemistry 1985, 24, 5567-5575.
5. (e) Wirth, M.; Buchardt, O.; Koch, T.; Nielsen, P. E.; Nordén, B. J. Am. Chem. Soc. 1988, 110, 932-939.
6. (a) Pelaprat, D.; Delbarre, A.; Le Guen, I.; Roques, B. P. J. Med. Chem. 1980, 23, 1336-1343.
7. (b) Pothier, J.; Delepierre, M.; Barsi, M.-C.; Garbay-Jaureguiberry, C.; Igolen, J.; Le Bret, M.; Roques, B. P. Biopolymers 1991, 31, 11, 1309-1323.
8. (c) Peek, M. E.; Lipscomb, L. A.; Bertrand, J. A.; Gao, Q.; Roques, B. P.; Garbay-Jaureguiberry, C.; Williams, L. D. Biochemistry 1994, 33, 3794-3800.
9. (a) Chaires, J. B.; Leng, F.; Przewloka, T.; Fokt, I.; Ling, Y. H.; Perez-Soler, R.; Priebe, W. J. Med. Chem. 1997, 40, 261-266.
10. (b) Hu, G. G.; Shui, X.; Leng, F.; Priebe, W.; Chaires, J. B.; Williams, L. D. Biochemistry 1997, 36, 5940-5946.
11. (c) Robinson, H.; Priebe, W.; Chaires, J. B.; Wang, A. H.-J. Biochemistry 1997, 36, 8663-8670.
12. (d) Leng, F.; Priebe, W.; Chaires, J. B. Biochemistry 1998, 37, 1743-1753.
13. Lokey, R. S.; Kwok, Y.; Guelev, V.; Pursell, C. J.; Hurley, L. H.; Iverson, B. L. J. Am.Chem. Soc. 1997, 119, 7202-7210.
14. 2 = N-(12-cyano-12,13-dihydro-11H-cyclopenta[b]dipyrido[3,2-h:2′,3′-j] phenazine-12-carbonyl)-1,4-diaminobutane; SDS = sodium dodecyl-sulphate.
15. (a) Freidman, A. E.; Chambron, J.-C; Sauvage, J.-P.; Turro, N. J.; Barton, J. K. J. Am.Chem. Soc. 1990, 112, 4960-4962.
16. (b) Jenkins, Y.; Freidman, A. E.; Turro, N. J.; Barton, J. K. Biochemistry 1992, 31, 10809-10816.
17. (c) Hjort, C.; Lincoln, P.; Nordén, B. J. Am.Chem. Soc. 1993, 115, 3448-3454.
18. (d) Haq, I.; Lincoln, P.; Suh, D.; Nordén, B.; Chowdhry, B. Z.; Chaires, J. B. J. Am.Chem. Soc. 1995, 117, 4788-4796.
19. (e) Lincoln, P.; Broo, A.; Nordén, B. J. Am.Chem. Soc. 1996, 118, 2644-2653.
20. (f) Tuite, E.; Lincoln, P.; Nordén, B. J. Am. Chem. Soc. 1997, 119, 239-240.
21. (g) Lincoln, P.; Nordén, B. J. Phys. Chem. B. 1998, 102, 9583-9594.
22. Lincoln, P.; Nordén, B. Chem. Commun. 1996, 2145-2146.
23. ⊥(λ). Samples of ruthenium complex and calf thymus DNA were oriented in flow gradient (700 rpm) in a Couette flow cell with an outer rotating cylinder and LD spectra measured on a Jasco J-500 spectrodichromeler. The orientation factor 5 (which can take values between 0 (isotropic sample) and 1 (perfectly oriented sample)) was calculated by comparing LD-spectra of DNA in the presence of Ru-complex at two different P/Ru values, and free DNA. (Lincoln, P., Ph.D. Thesis, Chalmers University of Technology, Gothenburg, 1998).
24. 2dppz subunits. Note that for a nearest neighbor-exclusion model, saturation of the DNA occurs at P/Ru = 4 for both 1 and 2.
25. Lincoln, P.; Önfelt, B.; Nordén, B., manuscript in preparation.