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

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 at...

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Detalles Bibliográficos
Autores principales: Fuchi, Yasufumi, Obayashi, Hideto, Sasaki, Shigeki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6272678/
https://www.ncbi.nlm.nih.gov/pubmed/25584836
http://dx.doi.org/10.3390/molecules20011078
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author Fuchi, Yasufumi
Obayashi, Hideto
Sasaki, Shigeki
author_facet Fuchi, Yasufumi
Obayashi, Hideto
Sasaki, Shigeki
author_sort Fuchi, Yasufumi
collection PubMed
description 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.
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spelling pubmed-62726782018-12-28 Development of New 1,3-Diazaphenoxazine Derivatives (ThioG-Grasp) to Covalently Capture 8-Thioguanosine Fuchi, Yasufumi Obayashi, Hideto Sasaki, Shigeki Molecules Article 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. MDPI 2015-01-09 /pmc/articles/PMC6272678/ /pubmed/25584836 http://dx.doi.org/10.3390/molecules20011078 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Fuchi, Yasufumi
Obayashi, Hideto
Sasaki, Shigeki
Development of New 1,3-Diazaphenoxazine Derivatives (ThioG-Grasp) to Covalently Capture 8-Thioguanosine
title Development of New 1,3-Diazaphenoxazine Derivatives (ThioG-Grasp) to Covalently Capture 8-Thioguanosine
title_full Development of New 1,3-Diazaphenoxazine Derivatives (ThioG-Grasp) to Covalently Capture 8-Thioguanosine
title_fullStr Development of New 1,3-Diazaphenoxazine Derivatives (ThioG-Grasp) to Covalently Capture 8-Thioguanosine
title_full_unstemmed Development of New 1,3-Diazaphenoxazine Derivatives (ThioG-Grasp) to Covalently Capture 8-Thioguanosine
title_short Development of New 1,3-Diazaphenoxazine Derivatives (ThioG-Grasp) to Covalently Capture 8-Thioguanosine
title_sort development of new 1,3-diazaphenoxazine derivatives (thiog-grasp) to covalently capture 8-thioguanosine
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6272678/
https://www.ncbi.nlm.nih.gov/pubmed/25584836
http://dx.doi.org/10.3390/molecules20011078
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