title: Conformations of complexes between mitomycin and decanucleotides. 2. Application of the model to mitomycin C derivatives. Extension to covalent binding with adenine.
abstract: Molecular mechanics simulation of the interactions of important mitomycin C analogues monocovalently bound to DNA models are presented. These analogues included substituents such as p-hydroxyphenyl, 2-mercaptoethyl, and dimethylamidinium on N7 of mitomycin C and the DNA models consisted of d(GCGCGCGCGC)2 and d(GCGCATGCGC)2. The excellent fits and strong binding affinities of these highly potent analogues support the usefulness of the model. The binding of a mitomycin-related N-phenylpyrrole with a carbamoyloxy substituent to 06 of guanine was studied. Finally, a reactive mitomycin intermediate proposed by Moore was shown to interact with DNA in a way consistent with the formation of a covalent adduct.
mesh_terms: D001483:Base Sequence; D055598:Chemical Phenomena; D002621:Chemistry; D004247:DNA; D007202:Indicators and Reagents; D016685:Mitomycin; D008937:Mitomycins; D008958:Models, Molecular; D009690:Nucleic Acid Conformation; D009842:Oligopeptides; D013329:Structure-Activity Relationship
chemical_list: D007202:Indicators and Reagents; D008937:Mitomycins; D009842:Oligopeptides; D016685:Mitomycin; D004247:DNA