Fluorescence detection of 8-oxoguanosine by G-clamp derivatives.
8-Oxoguanosine, which is derived by the oxidation of guanosine (dG), is known to induce transversion mutations (G:C-->T:A) in DNA. The compounds with small molecular weight for recognizing 8-oxoG were designed on the basis of the structure of the G-clamp, which is reported to have selective affinity toward guanosine. The G-clamp derivatives with the additional binding units toward 8-oxoG were effectively synthesized and named "8-oxoG-clamps". Binding properties were measured by fluorescence quenching of 8-oxoG-clamps. Among the synthesized derivatives, 8-oxoG-clamp with N-benzyloxycarbonyl (Cbz) unit completely discriminated 8-oxoG from other nucleosides by fluorescence quenching.
Nakagawa
Osamu
O
Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan.
Ono
Sayaka
S
Tsujimoto
Akira
A
Li
Zhichun
Z
Sasaki
Shigeki
S
D002219:Carbamates / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry*; D006151:Guanosine / Q000031:analogs & derivatives* / Q000032:analysis; D010078:Oxazines / Q000737:chemistry; D011744:Pyrimidinones / Q000737:chemistry*; D013050:Spectrometry, Fluorescence
C470812:9-(2-aminoethoxy)phenoxazine; D002219:Carbamates; C522074:Cbz-8-oxoG-clamp; D005456:Fluorescent Dyes; D010078:Oxazines; D011744:Pyrimidinones; D006151:Guanosine; C046215:8-hydroxyguanosine