Fluorescence Spectral Characteristics and Fluorescence Decay Profiles of Covalent Polycyclic Aromatic Carcinogen-DNA Adducts
Many polycyclic aromatic hydrocarbons (PAH) are known to be mutagenic and carcinogenic. The relationships between structure, physico-chemical properties, and differences in biological activities of PAH compounds, have long been a source of fascination to chemists (Lehr et al., 1985; Harvey and Geacintov, 1988). In living cells, the sparingly soluble and relatively inert PAH molecules are metabolically converted to a variety of oxygenated derivatives (reviewed by Conney, 1982); results obtained in many different laboratories indicate that the ultimate mutagenic and tumorigenic forms of PAH compounds are diol epoxide derivatives.
KeywordsPolycyclic Aromatic Hydrocarbon Fluorescence Decay Linear Dichroism Polycyclic Aromatic Hydrocarbon Compound National Synchrotron Light Source
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- Conney, A. H., 1982, Induction of microsomal enzymes by foreign chemicals and carcinogenesis by polycyclic aromatic hydrocarbons, Cancer Res., 42: 4875.Google Scholar
- Geacintov, N. E., 1985, Mechanisms of interaction of polycyclic aromatic diol epoxides with DNA and structures of the adducts, In: “Polycyclic Hydrocarbons and Carcinogenesis,” R. G. Harvey, ed., ACS Symposium No. 83, The American Chemical Society, Washington, D.C.Google Scholar
- LeBreton, P. R., 1985, The intercalation of benzo[a]pyrene and 7,2-dimethylbenz[a]anthracene metabolites and metabolite model compounds into DNA, In: “Polycyclic Hydrocarbons and Carcinogenesis,” R.G. Harvey, ed., ACS Symposium No. 283, The American Chemical Society, Washington, D.C.Google Scholar
- Lehr, R. E., Kumar, S., Levin, W., Wood, A. W., Chang, R. L., Conney, A. H., Yagi, H., Sayer, J. M., and Jerina, D. M., 1985, The bay region theory of polycyclic aromatic hydrocarbon carcinogenesis, In: “Polycyclic Hydrocarbons and Carcinogenesis,” R.G. Harvey, ed., ACS Symposium Series No. 283, The American Chemical Society, Washington.Google Scholar
- Roche, C. J., 1987, “The physical and covalent interactions of polycyclic aromatic hydrocarbon epoxide derivatives with nucleic acids,” Ph.D. dissertation, New York University.Google Scholar
- Undeman, O., Lycksell, P. O., Graslund, A., Astlind, T., Ehrenberg, A., Jernstrom, B., Tjerneld, F., and Norden, B., 1983, Covalent complexes of DNA and two stereoisomers of benzo[a]pyrene 7,8-dihydrodiol-9, 10-epoxide studied by fluorescence and linear dichroism, Cancer Res., 43: 1851.Google Scholar