ORGN 106 |
| Intensive investigation of the oxidation of duplex DNA has shown that loss of an electron generates a radical cation ("hole") that migrates by a hopping mechanism until it is trapped irreversibly in a chemical reaction with H2O or O2, which usually occurs at a guanine or a Gn sequence. The N1 imino proton of guanine radical cation, which is hydrogen bonded to cytidine in a DNA duplex, is thought to play an important role in charge hopping and in these chemical reactions. 5-Fluoro-2'-deoxycytidine (F5dC) is incorporated at specific sites in a DNA oligomer complementary to G to study the effect of N1 imino proton transfer. Results suggest that charge hopping is unaffected; the reaction at the guanines complementary to F5dC slows down considerably. |
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Asymmetric Reactions and Syntheses, Physical Organic Chemistry, Combinatorial Chemistry, Total Synthesis
8:00 PM-10:00 PM, Sunday, 26 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster
Division of Organic Chemistry |