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Covalent alkylation of DNA with duocarmycin A. Identification of abasic site structure
H Sugiyama1, M Hosoda, I Saito
1Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University, Kyoto, Japan.
Abstract:
Alkylation of d(CGTATACG) by antitumor antibiotic duocarmycin A was investigated. It was found that N3 of adenine6 (A6) attacks the cyclopropane subunit of duocarmycin A to produce covalently alkylated adduct 5. Upon heating (90 degrees C, 5 min) the adduct 5 decomposed to modified oligomer 1 with concomitant release of adenine adduct 2.
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