Time-resolved resonance Raman observation of the 2-fluorenylnitrenium ion reaction with guanosine to form a C8 intermediate

Journal of the American Chemical Society

Volumn 127, Issue 23, 2005, Pages 8246-8247

  Chan, Pik Ying ^a   Kwok, Wai Ming ^a   Lam, Sze Kui ^a   Chiu, Pauline ^a   Phillips, David Lee ^a  

^a UNIVERSITY OF HONG KONG   (Hong Kong)

Author keywords

[No Author keywords available]

Indexed keywords

2 FLUORENYLNITRENIUM; 8 (2 FLUORENYLAMINO)DEOXYGUANOSINE; AROMATIC AMINE; DEOXYGUANOSINE DERIVATIVE; FLUORENE; GUANOSINE; N (2 FLUORENYL)ACETAMIDE; UNCLASSIFIED DRUG;

ABSORPTION SPECTROSCOPY; ARTICLE; CHEMICAL BOND; CHEMICAL CARCINOGENESIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; INFRARED SPECTROSCOPY; RAMAN SPECTROMETRY;

2-ACETYLAMINOFLUORENE; CARCINOGENS; DEOXYGUANOSINE; DNA ADDUCTS; DNA DAMAGE; GUANOSINE; IONS; SPECTRUM ANALYSIS, RAMAN;

EID: 20444499338     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0505651     Document Type: Article

References (28)

1. (a) Miller, J. A. Cancer Res. 1970, 20, 559-576.
2. (b) Miller, E. C. Cancer Res. 1978, 38, 1479-1496.
3. (c) Miller, E. C.; Miller, J. A. Cancer 1981, 47, 2327-2345.
4. (d) Garner, R. C.; Martin, C. N.; Clayson, D. B. In Chemical Carcinogens, 2nd ed.; Searle, C. E., Ed.; ACS Monograph 182: American Chemical Society: Washington, DC, 1984; Vol. 1, pp 175-276.
5. (e) Famulok, M.; Boche, G. Angew. Chem., Int. Ed. Engl. 1989, 28, 468-469.
6. (f) Humphreys, W. G.; Kadlubar, K. K.; Guengerich, F. P. Proc. Natl. Acad. Sci. U.S.A. 1992, 89, 8278-8282.
7. (g) Kadlubar, F. F. In DNA Adducts of Carcinogenic Amines; Hemminiki, K., Dipple, A., Shuker, D. E. G., Kadlubar, K. K., Segerbach, D., Bartsch, H., Eds.; Oxford University Press: Oxford, U.K., 1994; pp 199-216.
8. (h) Dipple, A. Carcinogenesis 1995, 16, 437-441.
9. (a) Novak, M.; Kahley, M. J.; Lin, J.; Kennedy, S. A.; James, T. G. J. Org. Chem. 1995, 60, 8294-8304.
10. (b) Novak, M.; Kennedy, S. A. J. Am. Chem. Soc. 1995, 117, 574-575.
11. (c) Kennedy, S. A.; Novak, M.; Kolb, B. A. J. Am. Chem. Soc. 1997, 119, 7654-7664.
12. (d) Novak, M.; VandeWater, A. J.; Brown, A. J.; Sanzabacher, S. A.; Hunt, L. A.; Kolb, B. A.; Brooks, M. E. J. Org. Chem. 1999, 64, 6023-6031.
13. (a) McClelland, R. A.; Ahmad, A.; Dicks, A. P.; Licence, V. J. Am. Chem. Soc. 1999, 121, 3303-3310.
14. (b) Cheng, B.; McClelland, R. A. Can. J. Chem. 2001, 79, 1881-1886.
15. (a) McClelland, R. A.; Davidse, P. A.; Hadialic, G. J. Am. Chem. Soc. 1995, 117, 4173-4174.
16. (b) Srivasta, S.; Falvey, D. E. J. Am. Chem. Soc. 1995, 117, 10186-10193.
17. (c) Michalak, J.; Zhai, H. B.; Platz, M. S. J. Phys. Chem. 1996, 100, 14028-14036.
18. (d) McClelland, R. A.; Kahley, M. J.; Davidse, P. A.; Hadzialic, G. J. Am. Chem. Soc. 1996, 118, 4794-4803.
19. (e) Moran, R. J.; Falvey J. Am. Chem. Soc. 1996, 118, 8965-8966.
20. (f) Chiapperino, D.; McIlroy, S.; Falvey, D. E. J. Am. Chem. Soc. 2002, 124, 3567-3577.
21. (g) Winter, A. H.; Falvey, D. E.; Cramer, C. J. J. Am. Chem. Soc. 2004, 126, 9661-9668.
22. (a) Srivastava, S.; Toscano, J. P.; Moran, R. J.; Falvey, D. E. J. Am. Chem. Soc. 1997, 119, 11552-11553.
23. (b) Srivastava, S.; Ruane, P. H.; Toscano, J. P.; Sullivan, M. B.; Cramer, C. J.; Chiapperino, D.; Reed, E. C.; Falvey, D. E. J. Am. Chem. Soc. 2000, 122, 8271-8278.
24. (a) Zhu, P.; Ong, S. Y.; Chan, P. Y.; Leung, K. H.; Phillips, D. L. J. Am. Chem. Soc. 2001, 123, 2645-2649.
25. (b) Zhu, P.; Ong, S. Y.; Chan, P. Y.; Poon, Y. F.; Leung, K. H.; Phillips, D. L. Chem.-Eur. J. 2001, 7, 4928-4936.
26. (c) Chan, P. Y.; Ong, S. Y.; Zhu, P.; Leung, K. H.; Phillips, D. L. J. Org. Chem. 2003, 68, 5265-5273.
27. (d) Chan, P. Y.; Ong, S. Y.; Zhu, P.; Zhao, C.; Phillips, D. L. J. Phys. Chem. A 2003, 107, 8067-8074.
28. (e) Kwok, W. M.; Chan, P. Y.; Phillips, D. L. J. Phys. Chem. B 2004, 108, 19068-19075.