In situ sensing of DNA damage by a nitric oxide-releasing compound

Analytical Letters

Volumn 38, Issue 15, 2005, Pages 2525-2540

  Diculescu, Victor C ^a   Barbosa, Rui M ^b   Oliveira Brett, Ana Maria ^a  

^a UNIVERSITY OF COIMBRA   (Portugal)

^b UNIVERSITY OF COIMBRA   (Portugal)

Author keywords

8 nitroguanine; 8 oxoguanine; DNA damage; Electrochemical DNA biosensor; Nitric oxide; Oxidative damage; Peroxinitrite; Reactive nitrogen species

Indexed keywords

EID: 30744437404     PISSN: 00032719     EISSN: 1532236X     Source Type: Journal    
DOI: 10.1080/00032710500369737     Document Type: Article

References (30)

1. Aust, A.E. and Evelaigh, J.F. 1999. Mechanisms of DNA oxidation. Proc. Soc. Exp. Biol. Med., 222: 246-252.
2. Beckman, J.C., Beckman, T.W., Chen, J., Marshall, P.A., and Freeman, B.A. 1990. Apparent hydroxyl radical formation by peroxinitrite: Implications from endothelial injury from nitric oxide and superoxide. Proc. Natl. Acad. Sci. USA, 87 (4): 1620-1624.
3. Bowyer, M.C., Wills, R.B.H., Badiyan, D., and Ku, V.V.V. 2003. Extending the postharvest life of carnations with nitric oxide - comparison of fumigation and in vivo delivery. Postharvest Biol. Tec., 30 (3): 281-286.
4. Burney, S., Caulfield, J.L., Niles, J.C., Wishnok, J.S., and Tannenbaum, S.R. 1999. The chemistry of DNA damage from nitric oxide and peroxynitrite. Mutat. Res., 424: 37-49.
5. Chiorcea, A.-M. and Oliveira Brett, A.M. 2003. Atomic force microscopy characterization of an electrochemical DNA-biosensor. Bioelectrochemistry, 63: 229-232.
6. Christodoulou, D., Kudo, S., Cook, J.A., Krishna, M.C., Miles, A., Grisham, M.B., Murugesan, R., Ford, P.C., and Wink, D.A. 1996. Electrochemical methods for detection of nitric oxide. Method. Enzymol., 268: 69-83.
7. Douki, T., Cadet, J., and Ames, B.N. 1996. An adduct between peroxinitrite and 2′-deoxiguanosine: 4,5-dihydro-5-hydroxy-4-(nitosooxy)- 2′-deoxyguanosine. Chem. Res. Toxicol., 9: 3-7.
8. Ferreira, N.R., Ledo, A., Frade, J.G., Gerhardt, G.A., Laranjinha, J., and Barbosa, R.M. 2005. Electrochemical measurement of endogenously produced nitric oxide in brain slices using Nafion/o-phenylenediamine modified carbon fiber microelectrodes. Anal. Chim. Acta, 535: 1-7.
9. Fojta, M., Kubicarova, T., and Palecek, E. 2000. Electrode potential-modulated cleavage of surface-confined DNA by hydroxyl radicals detected by an electrochemical biosensor. Biosens. Bioelectron., 15: 107-115.
10. Halliwell, B. and Gutteridge, J.M.C. 1993. Oxidative stress: Adaptation, damage, repair and death. In Free Radicals in Biology and Medicine, 3rd Ed.; Oxford University Press Inc.: New York, 247-349.
11. Inoue, S. and Kawanishi, S. 1995. Oxidative DNA damage induced by simultaneous generation of nitric oxide and superoxide. FEBS Lett., 371: 86-88.
12. Kawanishi, S., Hiraku, Y., and Oikawa, S. 2001. Mechanism of guanine-specific DNA damage by oxidative stress and its role in carcinogenesis and aging. Mutat. Res., 488: 65-76.
13. Keefer, L.K., Nims, R.W., Davies, K.M., and Wink, D.A. 1996. "NONOates" (1-Substituted Diazen-1-ium-1,2-diolates) as nitric oxide donors: Convenient nitric oxide dosage forms. Method. Enzymol., 268: 281-293.
14. Kindler, D.D., Thiffault, C., Solenski, N.J., Dennis, J., Kostecki, V., Jenkins, R., Keeney, P.M., and Bennett, J.P., Jr. 2003. Neurotoxic nitric oxide rapidly depolarizes and permeabilizes mitochondria by dynamically opening the mitochondrial transition pore. Mol. Cell. Neurosci., 23: 559-573.
15. Lemaire, G., Alvarez-Pachon, F.-J., Beuneu, C., Lepoivre, M., and Petit, J.-F. 1999. Differential cytostatic effects of NO donors and NO producing cells. Free Radical Bio. Med., 26: 1274-1283.
16. Malinski, T., Mesaros, S., and Tomboulian, P. 1996. Nitric oxide measurements using electrochemical methods. Method. Enzymol., 268: 58-69.
17. Martinez, A., Urios, A., Felipo, V., and Blanco, M. 2001. Mutagenicity of nitric oxide-releasing compounds in Escherichia coli: effect of superoxide generation and evidence for two mutagenic mechanisms. Mutat. Res., 47: 159-167.
18. Musada, M., Nishino, H., and Ohshima, H. 2002. Formation of 8-nitroguanosine in cellular RNA as a biomarker of exposure to reactive nitrogen species. Chem.-Biol. Interact., 139: 187-197.
19. Niles, J.C., Burney, S., Singh, S.P., Wishnok, J.S., and Tannenbaum, S.R. 1999. Peroxynitrite reaction products of 3′,5′-di-O-acetyl-8-oxo-7, 8-dihydro-2′-deoxyguanosine. Proc. Natl. Acad. Sci. USA, 96 (21): 11729-11734.
20. Oliveira Brett, A.M. and Chiorcea, A.-M. 2003. Atomic force microscopy of DNA immobilized onto a highly oriented pyrolytic graphite electrode surface. Langmuir, 19: 3830-3839.
21. Oliveira Brett, A.M. and Diculescu, V.C. 2004. Electrochemical study of quercetin-DNA interaction: Part II. In situ sensing with DNA biosensor. Bioelectrochemistry, 64: 143-150.
22. Oliveira Brett, A.M., Piedade, J.A.P., and Diculescu, V.C. 2002. Electrochemical oxidation mechanism of guanine and adenine using a glassy carbon microelectrode. Bioelectrochem., 55: 61-62.
23. Oliveira Brett, A.M., Serrano, S.H.P., and Piedade, J.A.P. 1999. Electrochemistry of DNA. In Comprehensive Chemical Kinetics, Applications of Kinetic Modeling; Compton, R.G. and Hancock, G., eds.; Elsevier: Oxford, UK; Vol. 37, chapter 3, 91-119.
24. Oliveira Brett, A.M., Piedade, J.A.P., Silva, L.A., and Diculescu, V.C. 2004. Voltammetric determination of all DNA nucleotides. Anal. Biochem., 332: 321-329.
25. Oliveira Brett, A.M., Vivian, M., Fernandes, I.R., and Piedade, J.A.P. 2002. Electrochemical detection of in situ adriamycin oxidative damage to DNA. Talanta, 56 (5): 969-973.
26. Salom, J.B., Barbera, M.D., Centeno, J.M., Orti, M., Torregrosa, G., and Alborch, E. 1998. Relaxant effects of sodium nitroprusside and NONOates in rabbit basilar artery. Pharmacology, 57: 79-87.
27. Tretyakova, N.Y., Burney, S., Pamir, B., Wishnok, J.S., Dedon, P.C., Wogan, G.N., and Tannenbaum, S.R. 2000. Peroxinitrite-induced DNA damage in the supF gene: correlation with the mutational spectrum. Mutat. Res., 447: 287-303.
28. Yermilov, V., Rubio, J., Becchi, M., Friesen, M.D., Pignatelli, B., and Oshima, H. 1995a. Formation of 8-nitroguanine by the reaction of guanine with peroxynitrite in vitro. Carcinogenesis, 16: 2045-2050.
29. Yermilov, V., Rubio, J., and Oshima, H. 1995b. Formation of 8-nitroguanine in DNA treated with peroxinitrite in vitro and its rapid removal from DNA by depurination. FEBS Lett., 376: 207-210.
30. Zacharia, I. and Deen, W. 2005. Diffusivity and solubility of nitric oxide in water and saline. Ann. Biomed. Eng., 33 (2): 214-222.