English   español  
Por favor, use este identificador para citar o enlazar a este item: http://hdl.handle.net/10261/98812
Compartir / Impacto:
Estadísticas
Add this article to your Mendeley library MendeleyBASE
Citado 6 veces en Web of Knowledge®  |  Pub MebCentral Ver citas en PubMed Central  |  Ver citas en Google académico
Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL
Exportar otros formatos: Exportar EndNote (RIS)Exportar bibText (RIS)Exportar csv (RIS)
Título

Effects of sugar functional groups, hydrophobicity, and fluorination on carbohydrate-DNA stacking interactions in water

Autor Lucas, Ricardo ; Peñalver, Pablo ; Gomez-Pinto, Irene ; Vengut-Climent, E. ; Matashobya, L.; Cousin, J.; Maldonado, Olivia S.; Reynes, V. Aviñó, A.; Eritja Casadellà, Ramón; González, Carlos ; Linclau, B.; Morales, Juan C.
Fecha de publicación 5-mar-2014
EditorAmerican Chemical Society
Citación Journal of Organic Chemistry 79(6): 2419-2429 (2014)
ResumenCarbohydrate-aromatic interactions are highly relevant for many biological processes. Nevertheless, experimental data in aqueous solution relating structure and energetics for sugar-arene stacking interactions are very scarce. Here, we evaluate how structural variations in a monosaccharide including carboxyl, N-acetyl, fluorine, and methyl groups affect stacking interactions with aromatic DNA bases. We find small differences on stacking interaction among the natural carbohydrates examined. The presence of fluorine atoms within the pyranose ring slightly increases the interaction with the C-G DNA base pair. Carbohydrate hydrophobicity is the most determinant factor. However, gradual increase in hydrophobicity of the carbohydrate does not translate directly into a steady growth in stacking interaction. The energetics correlates better with the amount of apolar surface buried upon sugar stacking on top of the aromatic DNA base pair. © 2014 American Chemical Society.
Versión del editorhttp://dx.doi.org/10.1021/jo402700y
URI http://hdl.handle.net/10261/98812
DOI10.1021/jo402700y
Identificadoresdoi: 10.1021/jo402700y
issn: 1520-6904
Aparece en las colecciones: (IIQ) Artículos
(IQAC) Artículos
Ficheros en este ítem:
Fichero Descripción Tamaño Formato  
effects_ sugar_functional_Lucas.pdf786,17 kBAdobe PDFVista previa
Visualizar/Abrir
Mostrar el registro completo
 



NOTA: Los ítems de Digital.CSIC están protegidos por copyright, con todos los derechos reservados, a menos que se indique lo contrario.