Formation of 8-hydroxyguanine residues in DNA treated with 4-hydroxyaminoquinoline 1-oxide and its related compounds in the presence of seryl-AMP.
The mechanism whereby treatment of DNA with 4-hydroxyaminoquinoline 1-oxide (4HAQO) in the presence of seryl-AMP leads to the formation of 8-hydroxyguanine (8-OH-Gua) residues in DNA (Kohda et al., this journal, 139, 626, 1986) has been studied. In the survey of other N-arylhydroxylamines, only 4HAQO analogues which could bind to DNA produced 8-OH-Gua. The amount of 8-OH-Gua varied depending on the structure of 4HAQO analogues and that of DNA. The formation of 8-OH-Gua was not inhibited by active oxygen scavengers. Possible mechanisms are discussed.
D015108:4-Hydroxyaminoquinoline-1-oxide / Q000031:analogs & derivatives / Q000494:pharmacology*; D000249:Adenosine Monophosphate / Q000031:analogs & derivatives* / Q000494:pharmacology; D000634:Aminoquinolines / Q000494:pharmacology*; D000975:Antioxidants / Q000494:pharmacology; D004247:DNA / Q000187:drug effects; D004249:DNA Damage; D005609:Free Radicals; D006147:Guanine / Q000031:analogs & derivatives* / Q000032:analysis; D009690:Nucleic Acid Conformation; D010100:Oxygen / Q000378:metabolism; D012694:Serine / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000634:Aminoquinolines; D000975:Antioxidants; D005609:Free Radicals; D000249:Adenosine Monophosphate; D012694:Serine; D015108:4-Hydroxyaminoquinoline-1-oxide; C018661:L-seryl-AMP; C024829:8-hydroxyguanine; D006147:Guanine; D004247:DNA; D010100:Oxygen