English   español  
Please use this identifier to cite or link to this item: http://hdl.handle.net/10261/48716
Share/Impact:
Statistics
logo share SHARE logo core CORE   Add this article to your Mendeley library MendeleyBASE

Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL
Exportar a otros formatos:

Title

Highly Polar Carbohydrates Stack onto DNA Duplexes via CH/π Interactions

AuthorsLucas, Ricardo ; Gomez-Pinto, Irene ; Aviñó, Anna ; José J., Reina; Eritja Casadellà, Ramón ; González, Carlos ; Morales, Juan C.
Issue Date2011
PublisherAmerican Chemical Society
CitationJournal of the American Chemical Society
AbstractCarbohydrate−nucleic acid contacts are known to be a fundamental part of some drug−DNA recognition processes. Most of these interactions occur through the minor groove of DNA, such as in the calicheamicin or anthracycline families, or through both minor and major groove binders such as in the pluramycins. Here, we demonstrate that carbohydrate−DNA interactions are also possible through sugar capping of a DNA double helix. Highly polar mono- and disaccharides are capable of CH/π stacking onto the terminal DNA base pair of a duplex as shown by NMR spectroscopy. The energetics of the carbohydrate−DNA interactions vary depending on the stereochemistry, polarity, and contact surface of the sugar involved and also on the terminal base pair. These results reveal carbohydrate−DNA base stacking as a potential recognition motif to be used in drug design, supramolecular chemistry, or biobased nanomaterials.
Publisher version (URL)http://dx.doi.org/10.1021/ja108962j
URIhttp://hdl.handle.net/10261/48716
DOI10.1021/ja108962j
ISSN0002-7863
E-ISSN1520-5126
Appears in Collections:(IQAC) Artículos
(IQFR) Artículos
Files in This Item:
There are no files associated with this item.
Show full item record
Review this work
 

Related articles:


WARNING: Items in Digital.CSIC are protected by copyright, with all rights reserved, unless otherwise indicated.