Abstract
The covalent structure of DNA is unstable in aqueous solution. It tends to hydrolyze to its monomeric components, and they themselves are subject to various hydrolytic reactions. These processes are slow, when compared to most familiar chemical reactions. However, a reaction that is slow by these standards may still have great biological significance, if it occurs within the genetic material of an organism. A single base transformation within a DNA molecule may be sufficient to cause a mutation, or inactivate the DNA. Consider a reaction, for example, with a rate constant of 10−10 sec−1 at pH 7.4, 37°; it will have a half life of 220 years. Assume that, within a DNA, it affects two of the four bases. It will take place once every three hours per million base pairs of DNA, and thus be a significant source of damage.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
References
Shapiro, R. and Klein, R.S. (1966) Biochemistry 5: 2358–2362
Garrett, E.R. and Tsau, J. (1972) J. Pharm Sci. 61: 1052–1061
Budowsky, E.I., Sverdlov, D.D., Shibaeva, R.P., Monastyrkaya, G.S. and Kochetkov, N.K. (1971) Biochim. Biophys. Acta 246: 300–319
Notari, R.E., Chin, M.L. and Wittebort, R. (1972) J. Pharm Sci. 61: 1189–1196
Dudcz, E., Darzynkiewicz, E. and Shugar, D. (1977) Acta Biochim. Polon. 24: 207–214
Fisher, G.J. and Johns, H.E. (1976) In: S.Y. Wang (ed)“Photochemistry and Photobiology of Nucleic Acids’; Vol. I, Academic Press, New York, pp 169–224
Shapiro, R., DiFate, V. and Welcher, M. (1974) J. Amer. Chem. Soc. 96: 906–912
Slae, S. and Shapiro, R. (1978) J. Org. Chem. 43: 1721–1726
Hayatsu, H. (1976) Progr. Nucleic Acid Res. Mol. Biol. 16: 75124
Shapiro, R. (1977) Mutation Res. 39: 149–176
Lindahl, T. and Nyberg, B. (1972) Biochemistry 11: 3610–3618
Coulondre, C., Miller, J.H., Farabaugh, P.J. and Gilbert, W. (1978) Nature 274: 775–780
Jordan, D.O. (1960)“The Chemistry of Nucleic Acids,” Butter-worth’s, Washington, D.C., p 65
Jones, A.S., Mian, M. and Walker, R.T. (1966) J. Chem. Soc. (C):692–695
Kammen, H.O. and Spengler, S.J. (1970) Biochim. Biophys. Acta 213: 352–364
Ganguli, P.K., Reiner, A. and Gyenes, L. (1971) Biochim. Biophys. Acta 254: 167–171
Ullman, J.S. and McCarthy, B.J. (1973) Biochim. Biophys. Acta 294: 396–404
Lindahl, T. and Nyberg, B. (1979) Progr. Nucleic Acid Res. Mol. Biol. 22: 135–192
Capon, B. (1969) Chem. Rev. 69: 407–498
Shapiro, R. and Kang, S. (1969) Biochemistry 11: 1806–1810
Shapiro, R. and Danzig, M. (1972) Biochemistry 11: 23–29
Zoltewicz, J.A., Clark, D.F., Sharpless, T.W. and Grahe, G. (1970) J. Amer. Chem. Soc. 92: 1741–1750
Garrett, E.R. and Mehta, P.J. (1972) J. Amer. Chem. Soc. 94: 8532–8541
Zoltewicz, J.A. and Clark, D.F. (1972) J. Amer. Chem. 37: 1193 1197
Hevesi, L., Wolfson-Davidson, E., Nagy, J.B., Nagy, 0.B. and Bruylants, A. (1972) J. Amer. Chem. Soc. 94: 4715–4719
Romero, R.,,Stein, R., Bull, H.G. and Cordes, E.H. (1978) J. Amer.. Chem. Soc. 100: 7620–7624
Cadet, J. and Teoule, R. (1974) J. Amer. Chem. Soc. 96: 6517–6519
Garrett, E.R. and Mehta, P.J. (1972) J. Amer. Chem. Soc. 94: 8542–8547
Greer, S. and Zamenhof, S. (1962) J. Mol. Biol. 4: 123–141
Lindahl, T. and Nyberg, B. (1972) Biochemistry 11: 3610–3618
Jones, A.S., Mian, A.M. and Walker, R.T. (1966) J. Chem. Soc. (C):1784–1786
Lindahl, T. and Anderson, A. (1972) Biochemistry 11: 3618–3623
Brown, D.M. (1974) In: P.O.P. Ts’o (ed) “Basic Principles in Nucleic Acid Chemistry,” Vol. II, Academic Press, New York, pp 1–90
Crine, P. and Verly, W.G. (1976) Biochim. Biophys. Acta 442: 50–57
Lindahl, T. and Ljungquist, S. (1977) In: P.0 Hanamawalt and R.B. Setlow (eds) “Molecular Mechanisms for Repair of DNA,” Part A, Plenum Press, New York, pp 31–38
Eigner, J. Boedtker, H. and Michaels, G. (1961) Biochim. Biophys. Acta 51: 165–168
Lehninger, A.L. (1975)“Biochemistry,”Second Edition, Worth, New York, p 24
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1981 Plenum Press, New York
About this chapter
Cite this chapter
Shapiro, R. (1981). Damage to DNA Caused by Hydrolysis. In: Seeberg, E., Kleppe, K. (eds) Chromosome Damage and Repair. NATO Advanced Study Institutes Series, vol 40. Springer, New York, NY. https://doi.org/10.1007/978-1-4684-7956-0_1
Download citation
DOI: https://doi.org/10.1007/978-1-4684-7956-0_1
Publisher Name: Springer, New York, NY
Print ISBN: 978-1-4684-7958-4
Online ISBN: 978-1-4684-7956-0
eBook Packages: Springer Book Archive