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dc.contributor.authorLucas, Ricardo-
dc.contributor.authorGomez-Pinto, Irene-
dc.contributor.authorAviñó, Anna-
dc.contributor.authorJosé J., Reina-
dc.contributor.authorEritja Casadellà, Ramón-
dc.contributor.authorGonzález, Carlos-
dc.contributor.authorMorales, Juan C.-
dc.identifier.citationJournal of the American Chemical Societyes_ES
dc.description.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.es_ES
dc.description.sponsorshipFinancial support by Consejo Superior de Investigaciones Científicas (CSIC-PIF06-045), Ministerio de Ciencia e Innovación (grants CTQ2006-01123, CTQ2007-68014-C02-02, CTQ2009-13705, BFU2007-63287), Generalitat de Catalunya (2009/SGR/208), and Instituto de Salud Carlos III (CIBER-BNN, CB06_01_0019) is gratefully acknowledged. R.L. thanks CSIC for a JAE contract.es_ES
dc.publisherAmerican Chemical Societyes_ES
dc.titleHighly Polar Carbohydrates Stack onto DNA Duplexes via CH/π Interactionses_ES
dc.description.peerreviewedPeer reviewedes_ES
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