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Title:CONFORMATIONAL STUDY OF DNA SUGARS: FROM THE GAS PHASE TO SOLUTION
Author(s):Uriarte, Iciar
Contributor(s):Davis, Benjamin G.; Corzana, Francisco; Cocinero, Emilio J.; Vallejo-López, Montserrat
Subject(s):Conformers, isomers, chirality, stereochemistry
Abstract:begin{wrapfigure}{r}{0pt}_x000d_ includegraphics[scale=0.25]{ribofuranose.eps}_x000d_ end{wrapfigure}_x000d_ _x000d_ Sugars are versatile molecules that play a variety of roles in the organism. For example, they are important in energy storage processes or as structural scaffolds. Here, we focus on the monosaccharide present in DNA by addressing the conformational and puckering properties in the gas phase of $alpha$- and mbox{$beta$-methyl-2-deoxy-ribofuranoside} and $alpha$- and $beta$-methyl-2-deoxy-ribopiranoside. Other sugars have been previously studied in the gas phasefootnote{E. J. Cocinero, A. Lesarri, P. Écija, F. J. Basterretxea, J.-U. Grabow, J. A. Fernández, F. Castaño, textit{Angew. Chem. Int. Edit.} 2012, textbf{51}, 3119.}$^{,}$footnote{P. Écija, I. Uriarte, L. Spada, B. G. Davis, W. Caminati, F. J. Basterretxea, A. Lesarri, E. J. Cocinero, textit{Chem. Commun.} 2016, textbf{52}, 6241.}._x000d_ _x000d_ The work presented here stems from a combination of chemical synthesis, ultrafast vaporization methods, supersonic expansions, microwave spectroscopy (both chirped-pulsed and Balle-Flygare cavity-based spectrometers) and NMR spectroscopy. Previous studies in the gas phase had been performed on mbox{2-deoxyribose}footnote{I. Peña, E. J. Cocinero, C. Cabezas, A. Lesarri, S. Mata, P. Écija, A. M. Daly, Á. Cimas, C. Bermúdez, F. J. Basterretxea, S. Blanco, J. A. Fernández, J. C. López, F. Castaño, J. L. Alonso, textit{Angew. Chem. Int. Edit.} 2013, textbf{52}, 11840.}, but only piranose forms were detected. However, thanks to the combination of these techniques, we have isolated and characterized for the first time the conformational landscape of the sugar present in DNA in its biologically relevant furanose form. Our gas phase study serves as a probe of the conformational preferences of these biomolecules under isolation conditions. Thanks to the NMR experiments, we can characterize the favored conformations in solution and extract the role of the solvent in the structure and puckering of the monosaccharides._x000d_
Issue Date:6/21/2017
Publisher:International Symposium on Molecular Spectroscopy
Citation Info:APS
Genre:CONFERENCE PAPER/PRESENTATION
Type:Text
Language:English
URI:http://hdl.handle.net/2142/96942
DOI:10.15278/isms.2017.WC04
Date Available in IDEALS:2017-07-27


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