Synthesis of new derivatives of 8-oxoG-clamp for better understanding the recognition mode and improvement of selective affinity.
8-Oxoguanosine (8-oxoG) is a representative metabolite derived by the oxidation of guanosine (G) and is regarded as a marker of oxidative stress in the cells. We previously reported the 8-oxoG-clamp as the first fluorescent probe for detection of 8-oxoG. In this study, new 8-oxoG-clamp derivatives having a variety of N-functional groups were synthesized and their recognition properties were investigated. The sp(3) oxygen atom of the carbamate unit was revealed to play a significant role in the hydrogen bonding interactions, and the pyrene group produced higher stability with 8-oxoG compared with the original 8-oxoG-clamp.
Li
Zhichun
Z
Graduate School of Pharmaceutical Sciences, Kyushu University, Higashi-ku, Fukuoka 812-8582, Japan.
Nakagawa
Osamu
O
Koga
Yohei
Y
Taniguchi
Yosuke
Y
Sasaki
Shigeki
S
D001665:Binding Sites; D015415:Biomarkers; D005456:Fluorescent Dyes / Q000138:chemical synthesis*; D006151:Guanosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D006860:Hydrogen Bonding; D018384:Oxidative Stress; D011721:Pyrenes
D015415:Biomarkers; D005456:Fluorescent Dyes; D011721:Pyrenes; D006151:Guanosine; C046215:8-hydroxyguanosine; C030984:pyrene