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Molecules 2015, 20(1), 1078-1087; doi:10.3390/molecules20011078

Development of New 1,3-Diazaphenoxazine Derivatives (ThioG-Grasp) to Covalently Capture 8-Thioguanosine

Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan
Author to whom correspondence should be addressed.
Academic Editor: Fumi Nagatsugi
Received: 9 December 2014 / Accepted: 7 January 2015 / Published: 9 January 2015
(This article belongs to the Special Issue Nucleoside Modifications)
View Full-Text   |   Download PDF [887 KB, uploaded 9 January 2015]   |  


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. View Full-Text
Keywords: oxidative damage, oxidized nucleoside, 8-oxoguanosine, 8-nitroguanosine, 8-thioguanosine oxidative damage, oxidized nucleoside, 8-oxoguanosine, 8-nitroguanosine, 8-thioguanosine

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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Fuchi, Y.; Obayashi, H.; Sasaki, S. Development of New 1,3-Diazaphenoxazine Derivatives (ThioG-Grasp) to Covalently Capture 8-Thioguanosine. Molecules 2015, 20, 1078-1087.

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