Chemical modification of DNA with muta-carcinogens. II. Base sequence-specific binding to DNA of 2-amino-6-methyl-dipyrido[1,2-a:3',2'-d]imidazole (Glu-P-1).
2-Amino-6-methyldipyrido[1,2-a:3',2'-d]imidazole (Glu-P-1) binds covalently to DNA after metabolic activation to give 2-(C8-guanyl)amino-6-methyldipyrido[1,2-a:3',2'-d]imidazole (Gua-Glu-P-1). The importance of the intercalative ability of the Glu-P-1 skeleton into DNA base pairs for this reaction is emphasized. The reactive form of Glu-P-1, N-acetoxy-Glu-P-1 (N-OAc-Glu-P-1), reacts preferentially at the C8 position of guanine residues in G-C-rich regions of DNA.
D001483:Base Sequence; D002273:Carcinogens / Q000378:metabolism*; D004247:DNA / Q000378:metabolism*; D007093:Imidazoles / Q000378:metabolism* / Q000494:pharmacology; D007364:Intercalating Agents; D009152:Mutagenicity Tests; D009153:Mutagens / Q000378:metabolism*; D009154:Mutation; D010761:Phosphorus Radioisotopes; D012486:Salmonella typhimurium / Q000187:drug effects; D013329:Structure-Activity Relationship
D002273:Carcinogens; D007093:Imidazoles; D007364:Intercalating Agents; D009153:Mutagens; D010761:Phosphorus Radioisotopes; C023785:2-amino-6-methyldipyrido(1,2-a-3',2'-d)imidazole; D004247:DNA