Degradation of nucleic acids and nucleotides in several conditions with perspectives of retrieval: A review

Abstract

Deoxyribonucleic acid (DNA) or oligonucleotides, can be modified in several ways as chemical degradation by electrophilic reaction, attack of radicals, hydrolytic deamination or oxidative damage caused by ionizing radiation. This work discussed these degradation mechanisms, determining the effects on these biomolecules. The actual knowledge about DNA damages only permits partial enzymatic repair treatments.

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Reyes, J. , Medina Orozco, L. , Jaramillo, M. , Romero, I. and Soriano, A. (2014) Degradation of nucleic acids and nucleotides in several conditions with perspectives of retrieval: A review. Advances in Bioscience and Biotechnology, 5, 36-39. doi: 10.4236/abb.2014.51006.

Conflicts of Interest

The authors declare no conflicts of interest.

References

[1] Hofreiter, M., Serre, D. Poinar, H.N. Kuch, M. and Pääbo, S. (2001) Ancient DNA. Nature Reviews Genetics, 2, 353-359. http://dx.doi.org/10.1038/35072071
[2] Peters, K.E. Walters, C.C. and Moldowan, J.M. (2005) The biomarker guide, volume I: Biomarkers and isotopes in the environment and the human history. Cambridge University Press, Cambridge.
[3] Hurley, H.L. (2002) DNA and its associated processes as targets for cancer therapy. Nature Reviews Cancer, 2, 188-200. http://dx.doi.org/10.1038/nrc749
[4] Wolkenberg, S.E. and Boger, D.L. (2002) Mechanisms of in situ activation for DNA-targeting antitumor agents. Chemical Reviews, 102, 2477-2496.
http://dx.doi.org/10.1021/cr010046q
[5] Remers, A.P. ( 1991) Pharmaceutical chemistry. In: J.O. W.A.R. and Delgado, W.A. Eds., Antineoplastic Agents, Lippincott, Philadelphia, 313.
[6] Lawley, P.D. and Phillips D.H. (1996) DNA adducts from chemotherapeutic agents. Mutation Research, 355, 13-40. http://dx.doi.org/10.1016/0027-5107(96)00020-6
[7] Beranek, D.T. (1990) Distribution of methyl and ethyl adducts following alkylation with monofunctional alkylating agents. Mutation Research, 231, 11-30.
http://dx.doi.org/10.1016/0027-5107(90)90173-2
[8] Singer, B. and Grunberger, D. (1983) Molecular biology of mutagens and carcinogens. Plenum, New York.
http://dx.doi.org/10.1016/0027-5107(90)90173-2
[9] Moschel, R.C., Hudgins, W.R. and Dipple, A. (1979) Selectivity in nucleoside alkylation and aralkylation in relation to chemical carcinogenesis. The Journal of Organic Chemistry, 44, 3324.
http://dx.doi.org/10.1021/jo01333a010
[10] Loechler, E.L. (1994) A Violation of the swain-scott principle, and not SN1 versus Sn2 reaction mechanisms, explains why carcinogenic Alkylating Agents can form different proportions of adducts at oxygen versus nitrogen in DNA. Chemical Research in Toxicology, 7, 277.
http://dx.doi.org/10.1021/tx00039a001
[11] Lu, X., Heilman,J. M., Blans, P. and Fishbein, J.C. (2005) The structure of DNA dictates purine atom site selectivity in alkylation by primary diazonium ions. Chemical Research in Toxicology, 18, 1462.
http://dx.doi.org/10.1021/tx0501334
[12] Breen, A.P. and Murphy, J.A. (1995) Reactions of oxyl radicals with DNA. Free Radical Biology & Medicine, 18, 1033. http://dx.doi.org/10.1016/0891-5849(94)00209-3
[13] Burrows, C.J. and Muller, J.G. (1998) Oxidative nucleobase modifications leading to strand scission. Chemical Reviews, 98, 1109. http://dx.doi.org/10.1021/cr960421s
[14] Scholes, G., Ward, J.F. and Weiss, J. (1960) Mechanism of the radiation-induced degradation of nucleic acids. Journal of Molecular Biology, 2, 379.
http://dx.doi.org/10.1016/S0022-2836(60)80049-6
[15] Gajewski, E., Rao, G., Nackerdien, Z. and DIzdaroglu, M. (1990) Modification of DNA bases in mammalian chromatin by radiation-generated free radicals. Biochemistry, 29, 7876. http://dx.doi.org/10.1021/bi00486a014
[16] Wallace, S.S. (2002) Biological consequences of free radical-damaged DNA bases. Free Radical Biology & Medicine, 33, 1.
http://dx.doi.org/10.1016/S0891-5849(02)00827-4
[17] Dizdaroglu, M. (1994) [1]Chemical determination of oxidative DNA damage by gas chromatography-mass spectrometry. Methods in Enzymology, 234, 3.
http://dx.doi.org/10.1016/0076-6879(94)34072-2
[18] Dizdaroglu, M., Jaruga, P., Birincioglu, M. and Rodriguez, H. (2002) Free radical-induced damage to DNA: mechanisms and measurement. Free Radical Biology & Medicine, 32, 1102.
http://dx.doi.org/10.1016/S0891-5849(02)00826-2
[19] Evans, M.D., Dizdaroglu, M. and Cooke, M.S. (2004) Oxidative DNA damage and disease: Induction, repair and significance. Mutation Research, 567, 1.
http://dx.doi.org/10.1016/j.mrrev.2003.11.001
[20] Höss, M., Dilling, A., Currant, A. and Pääbo, S. (1996) Molecular phylogeny of the extinct ground sloth Mylodon darwinii. Proceedings of the National Academy of Sciences of the United States of America, 93, 181-185.
http://dx.doi.org/10.1073/pnas.93.1.181
[21] Lindahl, T. (1993) Recovery of antediluvian DNA. Nature, 365, 700. http://dx.doi.org/10.1038/365700a0
[22] Dizdaroglu, M. (1992) Oxidative damage to DNA in mammalian chromatin. Mutation Research, 275, 331-342.
http://dx.doi.org/10.1016/0921-8734(92)90036-O
[23] Paabo, S. (1989) Ancient DNA: Extraction, characterization, molecular cloning, and enzymatic amplification. Proceedings of the National Academy of Sciences of the United States of America, 86, 1939-1943.
http://dx.doi.org/10.1073/pnas.86.6.1939
[24] Dizdaroglu, M., (1991) Chemical determination of free radical-induced damage to DNA. Free Radical Biology & Medicine, 10, 225-242.
http://dx.doi.org/10.1016/0891-5849(91)90080-M
[25] Saiki, R.K., Scharf, S., Faloona, F., Mullis K.B. Horn, G. T., Erlich, H.A. and Arnheim, N. (1985) Enzimatic amplification of betaglobin genomic sequences and restriction analysis for diagnosis of sickle cell Anemia. Science, 230, 1350-1354.
http://dx.doi.org/10.1126/science.2999980
[26] Mullis, K.B. and Faloona, F. (1987) Specific synthesis of dna in vitro via a polymerase-catalyzed chain reaction. Methods in Enzymology, 155, 335-350.
http://dx.doi.org/10.1016/0076-6879(87)55023-6
[27] Thomas, R.H., Schaffner, W., Wilson, A.C. and Paabo, S. (1989) DNA Phylogeny of the extinct marsupial wolf. Nature, 340, 465-467.
http://dx.doi.org/10.1038/340465a0
[28] Cooper, A., Mourer-Chauvire, C., Chambers, G.K., Von Haeseler, A., Wilson, A.C. and Paabo, S. (1992) Independent origins of New Zealand moas and kiwis. Proceedings of the National Academy of Sciences of the United States of America, 89, 8741-8744.
http://dx.doi.org/10.1073/pnas.89.18.8741
[29] Sidow, A., Wilson, A.C. and Paabo, S. (1991) Bacterial DNA in clarkia fossils. Philosophical Transactions of the Royal Society B, 333, 429-433.
http://dx.doi.org/10.1098/rstb.1991.0093
[30] Richards, M.B., Sykes, B.C., Hedges, R. (1995) Authenticating DNA extracted from ancient skeletal remains. Journal of Archaeological Science, 22, 291-299.
http://dx.doi.org/10.1006/jasc.1995.0031
[31] Gilbert, M.T.P., Hansen, A.J., Willerslev, E., Barnes, I., Rudbeck, L., Lynnerup, N. and Cooper, A. (2003) Characterisation of genetic miscoding lesions caused by postmortem damage. The American Journal of Human Genetics, 72, 48-61. http://dx.doi.org/10.1086/345379
[32] Geigl, E.M. (2002) On the circumstances surrounding the preservation and analysis of very old DNA. Archaeometry, 44, 337-342.
http://dx.doi.org/10.1111/1475-4754.t01-1-00066
[33] Willerslev, E., Hansen, A.J., Brand, T.B., Rønn, R., Barnes, I., Wiuf, C., Gilichinsky, D.A., Mitchell, D. and Cooper, A. (2004) Long-term persistence of bacterial DNA. Current Biology, 14, R9-R10.
http://dx.doi.org/10.1016/j.cub.2003.12.012
[34] Willerslev, E., Hansen, A.J., Christensen, B., Steffensen, J.P. and Arctander, P. (1999) Diversity of holocene life forms in fossil glacier ice. Proceedings of the National Academy of Sciences of the United States of America, 96, 8017-8021. http://dx.doi.org/10.1073/pnas.96.14.8017
[35] Cooper, A., Lalueza-Fox, C., Anderson, S., Rambaut, A., Austin, J. and Ward, R. (2001) Complete mitochondrial genome sequences of two extinct moas clarify ratite evolution. Nature, 409, 704-707.
http://dx.doi.org/10.1038/35055536
[36] Hofreiter, M., Jaenicke, V., Serre, S., Von Haeseler, A. and Pääbo, S. (2001) DNA sequences from multiple amplifications reveal artifacts induced by cytosine deamination in ancient DNA. Nucleic Acids Research, 29, 4793-4799. http://dx.doi.org/10.1093/nar/29.23.4793
[37] Poinar, H.N., Hofreiter, M., Spaulding, G.S., Martin, P.S., Stankiewicz, A.B., Bland, H., Evershed, R.P., Possnert, G. and Pääbo, S. (1998) Molecular coproscopy: Dung and diet of the extinct ground sloth. Nothrotheriops Shastensis. Science, 281, 402-406.
http://dx.doi.org/10.1126/science.281.5375.402
[38] Di Bernardo, G., Del Gaudio, S., Cammarota, M., Galderisi, U., Cascino, A. and Cipollaro, M. (2002) Enzymatic repair of selected cross-linked homoduplex molecules enhances nuclear gene rescue from pompeii and herculaneum remains. Nucleic Acids Research, 30, E16.
http://dx.doi.org/10.1093/nar/30.4.e16

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