Mechanistic studies on the neighboring base damage induced by KMnO4 oxidation of 8-oxoguanine in DNA.
New types of DNA substrates containing an 8-oxoguanine residue (8-oxo-G) were prepared in order to examine the mechanisms for the neighboring base damage initiated by KMnO4 oxidation of the 8-oxo-G. The results obtained from the reactions suggested that the damage at remote sites in the single strands can be explained by an electronic interaction (redox reaction) between an oxidized 8-oxo-G species and the base (to be damaged), which are close each other in a loop structure. For the inefficient damage observed in duplex substrates, electron transfer through stacked bases might be involved.
Fukuoka
M
M
Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, Japan.
Yamauchi
T
T
Koizume
S
S
Inoue
H
H
Ohtsuka
E
E
D001483:Base Sequence; D004247:DNA / Q000737:chemistry*; D004249:DNA Damage; D006147:Guanine / Q000031:analogs & derivatives*; D006868:Hydrolysis; D009690:Nucleic Acid Conformation; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis / Q000737:chemistry*; D010084:Oxidation-Reduction; D011196:Potassium Permanganate
D009838:Oligodeoxyribonucleotides; D011196:Potassium Permanganate; C024829:8-hydroxyguanine; D006147:Guanine; D004247:DNA