Further studies of KMnO4 oxidation of synthetic DNAs containing oxidatively damaged bases.
Recently we found that KMnO4 oxidation of DNA oligomers containing a 7,8-dihydro-8-oxoguanine (8-oxo-G) residue induces damage to the neighboring base residues; other modified bases, 7,8-dihydro-8-oxoadenine (8-oxo-A) and 5-hydroxyuracil (5-oh-U), show similar behavior in DNA. The present study indicated that the ability to induce damage, which could also occur by the oxidation of a 5-oh-C residue, was low as in the case of 5-oh-U. On the other hand, in order to examine the pathways and the intermediates for the oxidative degradation of 8-oxo-A, we have carried out the KMnO4 oxidation using an 8-oxo-2'-deoxyadenosine derivative as a model and have determined the structures of the three major products.
Terashima
Y
Y
Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo, Japan.
Fukuoka
M
M
Ohtsuka
E
E
Inoue
H
H
D000225:Adenine / Q000031:analogs & derivatives; D001483:Base Sequence; D004247:DNA / Q000138:chemical synthesis / Q000737:chemistry*; D004249:DNA Damage; D006147:Guanine / Q000031:analogs & derivatives; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry*; D010084:Oxidation-Reduction; D011196:Potassium Permanganate; D014498:Uracil / Q000031:analogs & derivatives
D009838:Oligodeoxyribonucleotides; D011196:Potassium Permanganate; C002992:8-hydroxyadenine; C045975:5-hydroxyuracil; C024829:8-hydroxyguanine; D014498:Uracil; D006147:Guanine; D004247:DNA; D000225:Adenine