NMR studies of a DNA containing 8-hydroxydeoxyguanosine.
The effects of hydroxylation at the C8 of a deoxyguanosine residue in DNA were studied by NMR analysis of a self-complementary dodecanucleotide, d(C1-G2-C3-oh8G4-A5-A6-T7-T8-C9-G10-C11-G12), which has an 8-hydroxy-2'-deoxyguanosine (oh8dG) residue at the 4th position. NMR data indicate that the 8-hydroxyguanine (oh8G) base takes a 6,8-diketo tautomeric form and is base-paired to C with Watson-Crick type hydrogen bonds in a B-form structure. The thermal stability of the duplex is reduced, but the overall structure is much the same as that of the unmodified d(CGCGAATTCGCG) duplex. The structural changes caused by 8-hydroxylation of the deoxyguanosine, if any, are localized near the modification site.
Oda
Y
Y
Faculty of Pharmaceutical Sciences, Osaka University, Japan.
Uesugi
S
S
Ikehara
M
M
Nishimura
S
S
Kawase
Y
Y
Ishikawa
H
H
Inoue
H
H
Ohtsuka
E
E
D000080242:8-Hydroxy-2'-Deoxyguanosine; D001482:Base Composition; D001483:Base Sequence; D004247:DNA / Q000737:chemistry*; D003849:Deoxyguanosine / Q000031:analogs & derivatives* / Q000737:chemistry; D006900:Hydroxylation; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D013696:Temperature
D000080242:8-Hydroxy-2'-Deoxyguanosine; D004247:DNA; D003849:Deoxyguanosine