title: Carbohydrate-DNA interactions at G-quadruplexes: folding and stability changes by attaching sugars at the 5'-end.
abstract: Quadruplex 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.
authors: Instituto de Química Física Rocasolano, CSIC, Serrano 119, 28006 Madrid, Spain.
authors: Irene
authors: I
authors: Gómez-Pinto
authors: Empar
authors: E
authors: Vengut-Climent
authors: Ricardo
authors: R
authors: Lucas
authors: Anna
authors: A
authors: Aviñó
authors: Ramón
authors: R
authors: Eritja
authors: Carlos
authors: C
authors: González
authors: Juan Carlos
authors: JC
authors: Morales
mesh_terms: D052157:Aptamers, Nucleotide / Q000737:chemistry* / Q000378:metabolism; D002241:Carbohydrates / Q000737:chemistry*; D004247:DNA / Q000737:chemistry* / Q000378:metabolism; D054856:G-Quadruplexes; D006801:Humans; D006860:Hydrogen Bonding; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D012996:Solutions; D016615:Telomere / Q000737:chemistry* / Q000378:metabolism
chemical_list: D052157:Aptamers, Nucleotide; D002241:Carbohydrates; D008024:Ligands; D012996:Solutions; D004247:DNA