Inhibition of klenow fragment (exo-) catalyzed DNA polymerization by (5R)-5,6-dihydro-5-hydroxythymidine and structural analogue 5,6-dihydro-5- methylthymidine

Biochemistry

Volumn 36, Issue 46, 1997, Pages 14071-14079

  Greenberg, Marc M ^a   Matray, Tracy J ^a  

^a Immunology and Pathology   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

THYMIDINE DERIVATIVE;

ARTICLE; DNA DAMAGE; DNA SEQUENCE; DNA SYNTHESIS; OXIDATION REDUCTION REACTION; POLYMERIZATION; PRIORITY JOURNAL; RADIATION HAZARD;

DNA; DNA POLYMERASE I; DNA PRIMERS; EXODEOXYRIBONUCLEASE V; EXODEOXYRIBONUCLEASES; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, CHEMICAL; NUCLEIC ACID CONFORMATION; OLIGODEOXYRIBONUCLEOTIDES; STEREOISOMERISM; THYMIDINE;

EID: 0030670509     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi971630p     Document Type: Article

References (37)

1. von Sonntag, C. (1987) The Chemical Basis of Radiation Biology, Taylor and Francis, Philadelphia.
2. Dizdaroglu, M., Laval, J., and Boiteux, S. (1993) Biochemistry 32, 12105.
3. Gajewski, E., Rao, G., Nackerdien, Z., and Dizdaroglu, M. (1990) Biochemistry 29, 7876.
4. Dizdaroglu, M., Aruoma, O. I., and Halliwell, B. (1990) Biochemistry 29, 8447.
5. Aruoma, O. I., Halliwell, B., Gajewski, E., and Dizdaroglu, M. J. Biol. Chem. 264, 20509.
6. Doetsch, P. W., Zastawny, T. H., Martin, A. M., and Dizdaroalu, M. (1995) Biochemistry 34, 737.
7. Boorstein, R. J., Hilbert, T. P., Cadet, J., Cunningham, R. P., and Teebor, G. W. (1989) Biochemistry 28, 6164.
8. Modrich, P. (1994) Science 266, 1959.
9. Evans, J., Maccabee, M., Hatahet, Z., Courcelle, J., Bockrath, R., Ide, H., and Wallace, S. (1993) Mutat. Res. 299, 147.
10. Ide, H., Petrullo, L. A., Hatahet, Z., and Wallace, S. S. (1991) J. Biol. Chem. 266, 1469.
11. Clark, J. M., and Beardsley, G. P. (1987) Biochemistry 26, 5398.
12. Barvian, M. R., and Greenberg, M. M. (1993) J. Org. Chem. 58, 6151.
13. Matray, T. J., and Greenberg, M. M. (1994) J. Am. Chem. Soc. 116, 6931.
14. Matray, T. J., and Greenberg, M. M. (1994) J. Am. Chem. Soc. 116, 12135.
15. Miaskiewicz, K., Miller, J., Ornstein, R., and Osman, R. (1995) Biopolymers 35, 113.
16. Miaskiewicz, K., Miller, J., and Osman, R. (1994) Biochim. Biophys. Acta 1218, 283.
17. Shibutani, S., Takeshita, M., and Grollman, A. P. (1991) Nature 349, 431.
18. McAuley-Hecht, K. E., Leonard, G. A., Gibson, N. J., Thomson, J. B., Watson, W. P., Hunter, W. N., and Brown, T. (1994) Biochemistry 33, 677.
19. Grand, A., and Cadet, J. (1978) Acta Crytallogr., Sect. B 34B, 1524.
20. Venkatesan, H., and Greenberg, M. M. (1996) J. Org. Chem. 61, 525.
21. Hayakawa, Y., Wakabayashi, S., Kato, H., and Noyori, R. (1990) J. Am. Chem. Soc. 112, 1691.
22. Maniatis, T., Fritsch, E. F., and Sambrook, J. (1982) Molecular Cloning A Laboratory Manual, Cold Spring Harbor Laboratory, Cold Spring Harbor, NY.
23. Matray, T. J., Haxton, K. J., and Greenberg, M. M. (1995) Nucl. Acids Res. 23, 4642.
24. Goodman, M. F., Creighton, S., Bloom, L. B., and Petruska, J. (1993) Crit. Rev. Biochem. Mol. Biol. 28, 83.
25. Boosalis, M. S., Petruska, J., and Goodman, M. F. (1987) J. Biol. Chem. 262, 14689.
26. Greenberg, M. M., Barvian, M. R., Cook, G. P., Goodman, B. K., Matray, T. J., Tronche, C., and Venkatesan, H. (1997) J. Am. Chem. Soc. 119, 1828.
27. Hatahet, Z., Purmal, A. A., and Wallace, S. S. (1993) Nucleic Acids Res. 21, 1563.
28. Tebbs, R. S., and Romano, L. J. (1994) Biochemistry 33, 8998.
29. Reddy, G. R., and Marnett, L. J. (1995) J. Am. Chem. Soc. 117, 5007.
30. Molko, D., Delort, A. M., Guy, A., and Teoule. R. (1985) Biochimie 67, 801.
31. Schulhof, J. C., Molko, D., and Teoule, R. (1988) Nucleic Acids Res. 16, 319.
32. Gait, M. J. (1984) Oligonucleotide Synthesis a Practical Approach, IRL Press, Oxford.
33. Bergmann, F., Kueng, E., Iaiza, P., and Bannwarth, W. (1995) Tetrahedron 51, 6971.
34. MacMillan, A. M., and Verdine, G. L. (1990) J. Org. Chem. 55, 5931.
35. Ferentz, A. E., Keating, T. A., and Verdine, G. L. (1993) J. Am. Chem. Soc. 115, 9006.
36. Trost, B. M., and Verhoven, T. R. (1982) in Comprehensive Organometallic Chemistry (Wilkinson, G., Stone, F. G. A., and Abel, E. A., Eds.) Vol. 8, p 799, Pergamon, New York.
37. Hayakawa, Y., Kato, H., Uchiyama, M., Kajino, H., and Noyori, R. (1986) J. Org. Chem. 51, 2400.