ORGN 133 |
| Much recent attention has been focused on the development of DNA photocleaving agents. The ability of these chemical systems to generate reactive organic intermediates has found successful applications in several skin disease treatments. Our interest in the design of new molecular systems, which are able to perform DNA cleavage began when we discovered a new photochemical C1-C5 (5-exo-dig) cyclization of enediynes. By taking advantage of the ability of positively charged amino acids to bind to DNA, we synthesized hybrid molecular systems 1-4, which contain enediyne moeity linked to lysine recognition element. Statistical analysis of DNA cleavage by water-soluble lysine-enediyne conjugates confirms that more double-strand breaks are produced than can be accounted for by coincident single-strand breaks. We also discuss specific conditions (pH, ionic strength, oxygen, radiation time) that influence the efficiency of double-strand cleavage of DNA.
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Heterocycles, Aromatics, Materials, Devices, Switches, Combinatorial Chemistry, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, 13 March 2005 Convention Center -- Hall D, Poster
Division of Organic Chemistry |
