Functionalized Rhodium Intercalators for DNA Recognition

Inorganic Chemistry

Volumn 37, Issue 26, 1998, Pages 6874-6883

  Terhrueggen, Robert H ^a,b   Johann, Timothy W ^a,c   Barton, Jacqueline K ^a  

^a CALIFORNIA INSTITUTE OF TECHNOLOGY   (United States)

^b Clinical Micro Sensors   (United States)

^c Incyte Pharmaceuticals ^*  (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000292547     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic980837j     Document Type: Article

References (36)

1. (a) Johann. T. W.; Barton, J. K. Philos. Trans. R. Soc London A 1996, 354, 299 and references therein.
2. Chow. C, S.; Barton, J. K. Methods Enzymol. 1992, 212, 219.
3. (a) pyle, A, M.; Long, E. C.; Barton, J. K. J. Am. Chem. Soc. 1989, III, 4520-4522.
4. (b) Krotz, A, H.; Kuo, L. Y.; Barton, J, K, lnorg. Chem. 1993, 32, 5963.
5. Sitlani, A.; Long, E. C.; Pyle, A. M. Barton, J. K. J. Am. Chem. Soc, 1992, 114, 2303.
6. (a) Krotz, A. H.; Kuo, L. Y.; Shields, T. P.; Barton, J. K. J. Am. Chem. Soc. 1993, 115, 3877.
7. (b) Sitlani, A.; Barton. J. K. Biochemistry 1994, 33, 12100.
8. (c) Colling J. G.; Shields, T. P.; Barton, J. K. J. Am. Chem. Soc, 1994, 116, 9840.
9. (d) Shields, T, P.; Barton, J. K. Biochemisiry 1995, 34, 15049.
10. (e) Shields, T, P.; Barton, J. K. Biochemistry 1995, 34, 15037.
11. David, S. S.; Barton, J. K. J. Am. Chem. Soc. 1993, 115, 2984.
12. (a) Krotz, A. H.; Hudson, B, P.; Barton, J. K. J. Am. Chem. Soc. 1993, 115, 12577.
13. (b) Hudson, B. P.; Dupureur. C. M.; Barton, J. K. J. Am. Chem. Soc. 1995, 117, 9379,
14. (c) Hudson, B. P.; Barton, J. K. J. Am. Chem. Soc. 1998. 120, 6877.
15. Sardesai, N. Y.; Zimmerman, K.; Barton, J. K, J. Am. Chem. Soc. 1994, 116,1502.
16. Campisi, D.; Morii, T.; Barton, J. K. Biochemistry 1994, 33, 4130.
17. Sitlani, A.; Dupureur. C, M.; Barton, J. K. J. Am. Chem. Soc. 1993, 115, 12589.
18. Pabo, C. O.; Sauer, R. T. Annu. Rev. Biochem. 1992, 61, 1053.
19. Pavlerich, N. L.; Pabo, C. O. Science 1991, 252, 809.
20. Steitz. T. A. Q. Ren Biophys. 1990, 23, 205.
21. Terbruesgen, R. H.; Barton, J. K. Biochemistry 1995, 34, 8227.
22. Caruthers, M. H.; Barone, A, D.; Beaucage, S. L.; Dodds, D. R.; Fisher, E. F.; McBride, L. J.; Matteucci, M.; Stabinsky, Z.; Tang. J.-Y. Methods Enzymol 1987, 154, 287.
23. Pyle, A. M.; Chiage, M. Y.; Barton, J. K. Inorg. Chem. 1990, 29, 4487.
24. Maniatis, T.; Fritsch, E. F.; Sambrook, J. Molecular Cloning: Cold Spring Harbor Laboratory Press: Plainview, NY, S982.
25. Chandler, C. J.; Deady, L. W.; Reiss, J. A. J. Heterocyclic Chem. 1981, 18, 599.
26. (a) Delle Ciana, L.; Hamachi, I.: Meyer, T. J. J. Org. Chem. 1989, 54, 173 - 1735.
27. (b) Belser, P.; Bernhard, S.; Guerig, U. Tetrahedron, 1996, 52, 2937.
28. Singleton, S. F.; Dervan, P. B, J. Am. Chcm. Soc. 1992, 114, 6957.
29. Jackson, B. A.; Hastings, C. A.; Johann, T. J.; Hudson, B. P.; Barton, J. K. Manuscript in preparation.
30. 4. The best separation was obiained under isocratic conditions at 78/22 acetonitrile/aqueous phase.
31. Note that there is a three-band pattern at a site neighboring 5'-CATATG-3'.
32. 4
33. Pyle, A. M.; Rehmann, J. P.; Meshoyrer, R.; Kumar, C. V.; Turro, N. J.; Barton, J. K. J. Am. Chem. Soc. 1989, 111, 3051.
34. Whether the complex traps the target site in an unwound conformation or helps to induce the unwound structure has not been established.
35. 5+ bound to 5'-CGCATCTGAC-3' supports intercalation in the major groove. Franklin, S.; Barton, J. K. Biochemistry in press.
36. Newkome, G.; Lee, H.-W. J. Am. Chem. Soc. 1983, 105, 5956.