TOXI 46 |
| Covalent modification of cellular DNA by biologically reactive chemicals can lead to mutation and cancer. Therefore, extensive research has been carried out to correlate adduct structures and quantitative levels with biological impact. However, DNA adducts are formed at extremely low levels that are difficult to detect. A novel approach for addressing specific low-abundance adducts is to design synthetic nucleosides that selectively pair with adducts. Such unnatural nucleosides may serve as the chemical basis for molecular techniques for probing bulky carcinogen-DNA adducts. We have designed and synthesized a diaminonaphthyl-derived nucleoside (dNap) as a probe for O6-benzylguanine, a mutagenic DNA adduct. The dNap:O6-benzylguanine base pair is of comparable thermal stability in duplex DNA as the corresponding unmodified G:C pair. The synthesis, physical characterization, and structural selectivity of this novel base pair will be discussed. |
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Poster Session and Awards
6:00 PM-10:00 PM, Tuesday, August 21, 2007 BCEC -- 204 A/B, Poster
Division of Chemical Toxicology |