Influence of the Oxidatively Damaged Adduct 8-Oxodeoxyguanosine on the Conformation, Energetics, and Thermodynamic Stability of a DNA Duplex

Biochemistry

Volumn 34, Issue 49, 1995, Pages 16148-16160

  Plum, G Eric ^a   Grollman, Arthur P ^b   Johnson, Francis ^b   Breslauer, Kenneth J ^a  

^a RUTGERS UNIVERSITY   (United States)

^b STONY BROOK UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DOUBLE STRANDED DNA; GUANOSINE DERIVATIVE;

AEROBIC METABOLISM; ARTICLE; BASE PAIRING; DNA CONFORMATION; DNA DAMAGE; DNA DEGRADATION; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; THERMODYNAMICS; THERMOSTABILITY;

BASE COMPOSITION; BASE SEQUENCE; CALORIMETRY, DIFFERENTIAL SCANNING; CIRCULAR DICHROISM; COMPARATIVE STUDY; DEOXYGUANOSINE; DNA; DNA DAMAGE; DRUG STABILITY; MATHEMATICS; MOLECULAR SEQUENCE DATA; NUCLEIC ACID CONFORMATION; OLIGODEOXYRIBONUCLEOTIDES; SPECTROPHOTOMETRY, ULTRAVIOLET; STRUCTURE-ACTIVITY RELATIONSHIP; SUPPORT, U.S. GOV'T, P.H.S.; THERMODYNAMICS;

EID: 0028783875     PISSN: 00062960     EISSN: 15204995     Source Type: Journal    
DOI: 10.1021/bi00049a030     Document Type: Article

References (70)

1. Aboul-ela, F., Koh, D., Tinoco, I., Jr., & Martin, F. H. (1985) Nucleic Acids Res. 13, 4811-4824.
2. Au, K. G., Clark, S., Miller, J. H., & Modrich, P. (1989) Proc. Natl. Acad. Sci. U.S.A. 86, 8877-8881.
3. Bessho, T., Tano, K., Nishimura, S., & Kasai, H. (1993a) Carcinogenesis 14, 1069-1071.
4. Bessho, T., Roy, R., Yamamoto, K., Kasai, H., Nishimura, S., Tano, K., & Mitra, S. (1993b) Proc. Natl. Acad. Sci. U.S.A. 90, 8901-8904.
5. Bessho, T., Tano K., Kasai, H., Ohtsuka, E., & Nishimura, S. (1993c) J. Biol. Chem. 268, 19416-19425.
6. Bevington, P. R. (1969) Data Reduction and Error Analysis for the Physical Sciences, McGraw-Hill, New York.
7. Bodepudi, V., Iden, C. R., & Johnson, F. (1991) Nucleosides Nucleotides 10, 755-761.
8. Bodepudi, V., Shibutani, S., & Johnson, F. (1992) Chem. Res. Toxicol. 5, 608-617.
9. Breslauer, K. J. (1986) in Thermodynamic Data for Biochemistry and Biotechnology (Hinz, H., Ed.) pp 402-427, Springer-Verlag, New York.
10. Breslauer, K. J., Frank, R., Blocker, H., & Marky, L. A. (1986) Proc. Natl. Acad. Sci. U.S.A. 83, 3746-3750.
11. Bush, C. A. (1974) in Basic Principles in Nucleic Acid Chemistry (T-so, P. O. P., Ed.) Vol. 2, pp 91-169, Academic, New York.
12. Cadet, J., & Berger, M. (1985) Int. J. Radiat. Biol. 47, 127-143.
13. Cantor, C. R., & Schimmel, P. R. (1980) Biophysical Chemistry, Part 2, p 413, W. H. Freeman Co., San Francisco.
14. Castaing, B., Geiger, A., Seliger, H., Nehls, P., Laval, J., Zelwer, C., & Boiteux, S. (1993) Nucleic Acids Res. 21, 2899-2905.
15. Cheng, K. C., Cahill, D. S., Kasai, H., Nishimura, S., & Loeb, L. A. (1992) J. Biol. Chem. 267, 166-172.
16. Cho, B. P., Kadlubar, F. F., Culp, S. J., & Evans, F. E. (1990) Chem. Res. Toxicol. 3, 445-452.
17. Culp, S. J., Cho, B. P., Kadlubar, F. F., & Evans, F. E. (1989) Chem. Res. Toxicol. 2, 416-421.
18. Demple, B., & Harrison, L. (1994) Annu. Rev. Biochem. 63, 915-948.
19. Felsenfeld, G., & Rich, A. (1957) Biochim. Biophys. Acta 26, 457-468.
20. Floyd, R. (1990) Carcinogenesis 11, 1447-1450.
21. Fraga, C. G., Shienaga, M. K., Park, J.-W., Degan, P., & Ames, B. N. (1990) Proc. Natl. Acad. Sci. U.S.A. 87, 4533-4537.
22. Gaffney, B. L., & Jones, R. A. (1989) Biochemistry 28, 5881-5889.
23. Gajewski, E., Rao, G., Nackerdien, Z., & Dizdaroglu, M. (1990) Biochemistry 29, 7876-7882.
24. Gao, X., & Patel, D. J. (1988) J. Am. Chem. Soc. 110, 5178-5182.
25. Gralla, J., & Crothers, D. M. (1973) J. Mol. Biol. 73, 497-511.
26. Grollman, A. P., & Moriya, M. (1993) Trends Genet. 9, 246-249.
27. Grollman, A. P., & Shibutani, S. (1994) in DNA Adducts: Identification and Biological Significance (Hemminki, A., et al., Eds.) pp 385-397, IARC Science Publication No. 125.
28. Grollman, A. P., & Takeshita, M. (1995) in Radiation Damage to DNA: Structure/Function Relationship of Early Times (Fuci-drelli, A. F., & Zimbrick, J. D., Eds.) pp 293-304, Batelle Press, Columbus OH.
29. Grollman, A. P., Johnson, F., Tchou, J., & Eisenberg, M. (1994) Ann. N.Y. Acad. Sci. 726, 208-214.
30. Halliwell, B., & Gutteridge, J. M. C. (1989) Free Radicals in Biology and Medicine, 2nd ed., Clarendon, Oxford.
31. Hayakawa, H., Taketomi, A., Sakumi, K., Kuwano, M., & Sekigu-chi, M. (1995) Biochemistry 34, 89-95.
32. Hutchinson, F. (1985) Prog. Nucleic Acid Res. Mol. Biol. 32, 115-154.
33. Jin, R., Breslauer, K. J., Jones, R. A., & Gaffney, B. L. (1990) Science 250, 543-546.
34. Job, P. (1928) Ann. Chim. (Paris) 9, 113-134.
35. Kamiya, H., Murata-Kamiya, N., Koizume, S., Inoue, H., Nishimura, S., & Ohtsuka, E. (1995) Carcinogenesis 16, 883-889.
36. Kasai, H., & Nishimura, S. (1984) Nucleic Acids Res. 12, 2137-2145.
37. Kasai, H., & Nishimura, S. (1991) in Oxidative Stress: Oxidants and Antioxidants (Sies, H., Ed.) pp 99-116, Academic, London.
38. Koizume, S., Kamiya, H., Inoue, H., & Ohtsuka, E. (1994) Nucleosides Nucleotides 13, 1517-1534.
39. Kouchakdjian, M., Bodepudi, V., Shibutani, S., Eisenberg, M., Johnson, F., Grollman, A. P., & Patel, D. J. (1991) Biochemistry 30, 1403-1412.
40. Lindahl, T. (1990) Mutat. Res. 238, 305-311.
41. Lipscomb, L. A., Peek, M. E., Momingstar, M. L., Verghis, S. M., Miller, E. M., Rich, A., Essigmann, J. M., & Williams, L. D. (1995) Proc. Natl. Acad. Sci. U.S.A. 92, 719-723.
42. Lumry, R., & Rajender, S. (1970) Biopolymers 9, 1125-1227.
43. Maki, H., & Sekiguchi (1992) Nature 355, 273-275.
44. Marky, L. A., & Breslauer, K. J. (1987) Biopolymers 26, 1601-1620.
45. McAuley-Hecht, K. E., Leonard, G. A., Gibson, N. J., Thomson, J. B., Watson, W. P., Hunter, W. N., & Brown, T. (1994) Biochemistry 33, 10266-10270.
46. Michaels, M. L., & Miller, J. H. (1992) J. Bacteriol. 174, 6321-6325.
47. Michaels, M. L., Cruz, C., Grollman, A. P., & Miller, J. H. (1992a) Proc. Natl. Acad. Sci. U.S.A. 89, 7022-7025.
48. Michaels, M. L., Tchou, J., Grollman, A. P., & Miller, J. H. (1992b) Biochemistry 31, 10964-10968.
49. Mo, J.-Y., Maki, H., & Sekiguchi, M. (1992) Proc. Natl. Acad. Sci. U.S.A. 89, 11021-11025.
50. Moriya, M. (1993) Proc. Natl. Acad. Sci. U.S.A. 90, 1122-1126.
51. Moriya, M., & Grollman, A. P. (1993) Mol. Gen. Genet. 239, 72-76.
52. Moriya, M., Ou, C., Bodepudi, V., Johnson, F., Takeshita, M., & Grollman, A. P. (1991) Mutat. Res. 254, 281-288.
53. Oda, Y., Uesugi, S., Ikehara, M., Nishimura, S., Kawase, Y., Ishikawa, H., Inoue, H., & Ohtsuka, E. (1991) Nucleic Acids Res. 19, 1407-1412.
54. Pavlov, Y. I., Minnick, D. T., Izuta, S., & Kunkel, T. A. (1994) Biochemistry 33, 4695-4701.
55. Petersheim, M., & Turner, D. H. (1983) Biochemistry 22, 256-263.
56. Pilch, D. S., Plum, G. E., & Breslauer, K. J. (1995) Curr. Opin. Struct. Biol. 5, 334-342.
57. Plum G. E., & Breslauer, K. J. (1994) Ann. N.Y. Acad. Sci. 726, 45-56.
58. Plum, G. E., Grollman, A. P., Johnson, F., & Breslauer, K. J. (1992) Biochemistry 31, 12096-12102.
59. Privalov, P. L., & Potekhin, S. A. (1986) Methods Enzymol. 131, 4-51.
60. Puglisi, J. D., & Tinoco, I., Jr. (1989) Methods Enzymol. 180, 304-325.
61. Shibutani, S., Takeshita, M., & Grollman, A. P. (1991) Nature 349, 431-434.
62. Snell, F. D., & Snell, C. T. (1949) Colorimetric Methods of Analysis, 3rd ed., Vol. 2, p 671, Van Nostrand, New York. Steenken, S. (1989) Chem. Rev. 89, 503-520.
63. Sturtevant, J. M. (1987) Annu. Rev. Phys. Chem. 38, 463-488.
64. Tchou, J., & Grollman, A. P. (1993) Mutat. Res. 299, 277-287.
65. Tchou, J., Kasai, H., Shibutani, S., Chung, M.-H., Laval, J., Grollman, A. P., & Nishimura, S. (1991) Proc. Natl. Acad. Sci. U.S.A. 88, 4690-4694.
66. Tomlinson, E. (1983) Int. J. Pharm. 13, 115-144.
67. Vesnaver, G., Chang, C.-N., Eisenberg, M., Grollman, A. P., & Breslauer, K. J. (1989) Proc. Natl. Acad. Sci. U.S.A. 86, 3614-3618.
68. Wood, M. L., Dizdaroglu, M., Gajewski, E., & Essigmann, J. M. (1990) Biochemistry 29, 7024-7032.
69. Wood, M. L., Esteve, A., Momingstar, M. L., Kuziemko, G. M., & Essigmann, J. M. (1992) Nucleic Acids Res. 20, 6023-6032.
70. Yeh, Y.-C., Chang, D.-Y., Masin, J., & Lu, A.-L. (1991) J. Biol. Chem. 266, 6480-6484.