Abstract
The formation of singlet molecular oxygen (1O2) has been shown to occur during photoexcitation of a variety of biological and also clinically applied compounds, such as porphyrins, psoralens and tetracyclines (see, for example references 1–3), but also occurs during enzymatic reactions including cyclooxygenase4 and chloroperoxidase.5 Regarding the biological consequences of 1O2 formation, DNA is of particular interest. 1O2 is known to react with guanine 6,7; however, results on biologically active DNA were conflicting, in particular regarding 1O2-dependent strand-break formation under neutral conditions, i.e. without alkaline treatment. 8-11 Here we emphasize two aspects of 1O2-mediated damage. First, the effect of 1O2 on the transforming activity of pBR322 and M1 3 DNA in E. coli is presented. Second, two different sources of 1O2 are employed for investigation of strand-break formation; these are microwave discharge and the thermodissociable endoperoxide of disodium 3,3′-(1,4-naphthylidene)dipropionate (NDPO2).
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
T.J. Dougherty, Photosensitization of malignant tumors, Seminars in Surgical Oncology 2:24 (1986).
W. Poppe, and L.I. Grossweiner, Photodynamic sensitization by 8-methoxypsoralen via the singlet oxygen mechanism, Photochem. and Photobiol. 22:217 (1975).
T. Hasan, and A.U. Khan, Phototoxicity of the tetracyclines: Photosensitized emission of singlet delta dioxygen, Proc. Natl. Acad. Sci. USA 83:4604 (1986).
E. Cadenas, H. Sies, W. Nastainczyk, and V. Ullrich, Singlet oxygen formation detected by low-level chemiluminescence during enzymatic reduction of prostaglandin G2 to H2, Hoppe-Seyler’s Z. Physiol. Chemie 364:519 (1983).
J.R. Kanofsky, Singlet oxygen production by chloroperoxidase-hydrogen peroxide-halide systems, J.Biol.Chem. 259:5596 (1984).
F.R. Hallett, B.P. Hallett, and W. Snipes, Reactions between singlet oxygen and the constituents of nucleic acids, Biophys. J. 10:305 (1970).
J. Cadet, C. Decarroz, S.Y. Wang, and W.R. Midden, Mechanisms and products of photosensitized degradation of nucleic acids and related model compounds, Israel Journal of Chemistry 2 3:420 (1983).
E. Boye, and J. Moan, The photodynamic effect of hematoporphyrin on DNA Photochem.Photobiol. 31:223 (1980).
R.J. Fiel, N. Datta-Gupta, E.H. Mark, and J.C. Howard, Induction of DNA damage by porphyrin photosensitizers, Cancer Research 41:3543 (1981).
A.W.M. Nieuwint, J.M. Aubry, F. Arwert, H. Kortbeek, S. Herzberg, and H. Joenje, Inability of chemically generated singlet oxygen to break the DNA backbone, Free Rad. Res. Comms. 1:1 (1985).
H. Wefers, D. Schulte-Frohlinde, and H. Sies, Loss of transforming activity of plasmid DNA (pBR322) in E.coli caused by singlet molecular oxygen, FEBS Lett. 211:49 (1987).
E.A. Ogryzlo, in: Singlet Oxygen (H.H. Wassermann and R.W. Murray, eds), pp. 35–56, Academic Press, New York (1979).
W.R. Midden, and S. Yi Wang, Singlet oxygen generation for solution kinetics: clean and simple, J. Am. Chem. Soc. 105:4129 (1983).
P. Di Mascio and H. Sies, Detection and quantification of singlet oxygen generated by thermolysis of a water-soluble endoperoxide, J. Am. Chem. Soc, submitted (1988).
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1988 Plenum Press, New York
About this chapter
Cite this chapter
Wefers, H., Di Mascio, P., Do-Thi, HP., Schulte-Frohlinde, D., Sies, H. (1988). Effects of Singlet Oxygen on the Biological Activity of DNA and Its Involvement in Single Strand-Break Formation. In: Simic, M.G., Taylor, K.A., Ward, J.F., von Sonntag, C. (eds) Oxygen Radicals in Biology and Medicine. Basic Life Sciences, vol 49. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-5568-7_73
Download citation
DOI: https://doi.org/10.1007/978-1-4684-5568-7_73
Publisher Name: Springer, Boston, MA
Print ISBN: 978-1-4684-5570-0
Online ISBN: 978-1-4684-5568-7
eBook Packages: Springer Book Archive