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Carbohydrate-DNA interactions at G-quadruplexes: Folding and stability changes by attaching sugars at the 5′-End

AutorGomez-Pinto, Irene ; Vengut-Climent, Empar; Lucas, Ricardo ; Aviñó, Anna; Eritja Casadellà, Ramón; Bustamante González, Carlos Alberto; Morales, Juan Carlos
Palabras clavecarbohydrates
DNA
G-quadruplexes
Hydrogen bonds
molecular interactions
Stacking
Fecha de publicación4-feb-2013
EditorWiley-VCH
CitaciónChemistry - A European Journal 19 (6): 1920-1927 (2013)
ResumenQuadruplex DNA structures are attracting an enormous interest in many areas of chemistry, ranging from chemical biology, supramolecular chemistry to nanoscience. We have prepared carbohydrate-DNA conjugates containing the oligonucleotide sequences of G-quadruplexes (thrombin binding aptamer (TBA) and human telomere (TEL)), measured their thermal stability and studied their structure in solution by using NMR and molecular dynamics. The solution structure of a fucose-TBA conjugate shows stacking interactions between the carbohydrate and the DNA G-tetrad in addition to hydrogen bonding and hydrophobic contacts. We have also shown that attaching carbohydrates at the 5′-end of a quadruplex telomeric sequence can alter its folding topology. These results suggest the possibility of modulating the folding of the G-quadruplex by linking carbohydrates and have clear implications in molecular recognition and the design of new G-quadruplex ligands. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Versión del editorhttp://dx.doi.org/10.1002/chem.201203902
URIhttp://hdl.handle.net/10261/136311
DOI10.1002/chem.201203902
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