The Sal-XH motif for metal-mediated oxidative DNA-peptide cross-linking [11]

Journal of the American Chemical Society

Volumn 121, Issue 29, 1999, Pages 6956-6957

  Stemmler, Ann J ^a   Burrows, Cynthia J ^a  

^a UNIVERSITY OF UTAH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DNA; NICKEL COMPLEX; PEPTIDE; POLYCYCLIC AROMATIC COMPOUND;

DNA CROSS LINKING; DNA PROTEIN COMPLEX; LETTER; MOLECULAR INTERACTION; OXIDATION REDUCTION REACTION; PROTEIN CROSS LINKING; PROTEIN DNA BINDING;

EID: 0033612736     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja991164m     Document Type: Letter

References (29)

1. Harford, C.; Sarkar, B. Acc. Chem. Res. 1997, 30, 123-130.
2. Mack, D. P.; Iverson, B. L.; Dervan, P. B. J. Am. Chem. Soc. 1988, 110, 7572-7574.
3. Shullenberger, D. F.; Eason, P. D.; Long, E. C. J. Am. Chem. Soc. 1993, 115, 11038-11039.
4. Nagaoka, M.; Hagihara, M.; Kuwahara, J.; Sugiura, Y. J. Am. Chem. Soc. 1994, 116, 4085-4086.
5. Brown, K. C.; Yang, S.-H.; Kodadek, T. Biochemistry 1995, 34, 4733-4739.
6. Burrows, C. J.; Rokita, S. E. Acc. Chem. Res. 1994, 27, 295-301.
7. Morrow, J. T.; Kolasa, K. A. Inorg. Chim. Acta 1992, 195, 245.
8. Graven, D. J.; Griffin, J. H. Inorg. Chem. 1996, 35, 4837-4847.
9. Routier, S.; Bernier, J.-L.; Catteau, J.-P.; Bailly, C. Bioorg. Med. Chem. Lett. 1997, 7, 63-66.
10. Routier, S.; Bernier, J.-L.; Waring, M. J.; Colson, P.; Houssier, C.; Bailly, C. J. Org. Chem. 1996, 61, 2326-2331.
11. Sakurai, T.; Hongo, J.-I.; Nakahara, A. Inorg. Chim. Acta 1980, 46, 205-210.
12. Cole, B. M.; Shimizu, K. D.; Krueger, C. A.; Harrity, J. P. A.; Snapper, M. L.; Hoveyda, A. H. Angew. Chem., Int. Ed. Engl. 1996, 35, 1668-1671.
13. Mori, A.; Nitta, H.; Kudo, M.; Inoue, S. Tetrahedron Lett. 1991, 32, 4333-4336.
14. Shimizu, K. D.; Cole, B. M.; Krueger, C. A.; Kuntz, K. W.; Snapper, M. L.; Hoveyda, A. H. Angew. Chem., Int. Ed. Engl. 1997, 36, 1704-1707.
15. Sigman, M. S.; Jacobsen, E. N. J. Am. Chem. Soc. 1988, 110, 4901-4902.
16. 3, Z = 4, GOF = 1.089. Final R values (I > 2σI): R1 = 0.0334, wR2 = 0.0969.
17. Goldsby, K. A. J. Coord. Chem. 1988, 19, 83-90.
18. Muller, J. G.; Paikoff, S. J.; Rokita, S. E.; Burrows, C. J. J. Inorg. Biochem. 1994, 54, 199-206.
19. Burrows, C. J.; Muller, J. G. Chem. Rev. 1998, 98, 1109-1151.
20. Muller, J. G.; Kayser, L. A.; Paikoff, S. J.; Duarte, V.; Tang, N.; Perez, R. J.; Rokita, S. E.; Burrows, C. J. Coord. Chem. Rev. 1999, 185-186, 761-774.
21. Woodson, S. A.; Muller, J. G.; Burrows, C. J.; Rokita, S. E. Nucleic Acids Res. 1993, 21, 5524-5525.
22. Muller, J. G.; Hickerson, R. P.; Perez, R. J.; Burrows, C. J. J. Am. Chem. Soc. 1997, 119, 1501-1506.
23. 1 was used in higher concentration than 2 because of its lower electrostatic attraction for DNA. Extension of the peptide to include a DNA-binding moeity should greatly reduce the required concentration of metal complex.
24. Several other oligonucleotide sequences were used, and all gave the same G chemistry as described here.
25. Cadet, J.; Berger, M.; Buchko, G. W.; Joshi, P. C.; Raoul, S.; Ravanat, J.-L. J. Am. Chem. Soc. 1994, 116, 7403-7404.
26. Akanni, A.; Tabakovic, K.; Abul-Hajj, Y. J. Chem. Res. Toxicol. 1997, 10, 477-481.
27. Duarte, V.; Muller. J. G.; Burrows, C. J. Nucleic Acids Res. 1999, 27, 496-502.
28. Poje, M.; Sokolic-Maravic, L. Tetrahedron 1988, 44, 6723-6728.
29. Shibutani, S.; Gentles, R. G.; Iden, C. R.; Johnson, F. J. Am. Chem. Soc. 1990, 112, 5667-5668.