title: Development of new 1,3-diazaphenoxazine derivatives (thioG-grasp) to covalently capture 8-thioguanosine.
abstract: The derivatives of 8-thioguanosine are thought to be included in the signal transduction system related to 8-nitroguanosine. In this study, we attempted to develop new 1,3-diazaphenoxazine (G-clamp) derivatives to covalently capture 8-thioguanosine (thioG-grasp). It was expected that the chlorine atom at the end of the linker would be displaced by the nucleophilic attack by the sulfur atom of 8-thioguanosine via multiple hydrogen-bonded complexes. The thioG-grasp derivative with a propyl linker reacted efficiently with 8-thioguanosine to form the corresponding adduct.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan. fuchi@phar.kyushu-u.ac.jp.
authors.forename: Yasufumi
authors.initials: Y
authors.lastname: Fuchi
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan. 2PS14001P@s.kyushu-u.ac.jp.
authors.forename: Hideto
authors.initials: H
authors.lastname: Obayashi
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan. sasaki@phar.kyushu-u.ac.jp.
authors.forename: Shigeki
authors.initials: S
authors.lastname: Sasaki
mesh_terms: D001372:Aza Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D006151:Guanosine / Q000031:analogs & derivatives* / Q000737:chemistry; D008958:Models, Molecular; D009574:Nitro Compounds / Q000737:chemistry; D010078:Oxazines / Q000138:chemical synthesis / Q000737:chemistry*; D013872:Thionucleosides / Q000737:chemistry*; D013997:Time Factors
chemical_list: C000601117:1,3-diazaphenoxazine; C481144:8-nitroguanosine; D001372:Aza Compounds; D009574:Nitro Compounds; D010078:Oxazines; D013872:Thionucleosides; D006151:Guanosine; C037031:8-thioguanosine