|Title:||Carbohydrates in the gas phase: conformational preference ofd-ribose and 2-deoxy-d-ribose||Authors:||Azofra Mesa, Luis Miguel
Quesada-Moreno, María Mar
Avilés-Moreno, Juan Ramón
López-González, Juan Jesús
|UNESCO Clasification:||2307 Química física||Issue Date:||2014||Journal:||New Journal of Chemistry||Abstract:||A full exploration of the conformational landscape of D-ribose and 2-deoxy-D-ribose monosaccharides in the gas phase has been performed using DFT methods (B3LYP and M06-2X). Open-chain, furanose and pyranose configurations have been examined. Up to 954 and 668 stable structures have been obtained for D-ribose and 2-deoxy-D-ribose. Among these structures, up to 35 and 22 have relative energies smaller than 5 kJ mol1 with respect to the absolute minimum of each molecule, respectively. For D-ribose, pyranose in a- and b-forms is the most populated according to both functionals, the b-diastereoisomer being the most populated. For 2-deoxy-D-ribose, the a-pyranose form is in majority. The b/a relationship of pyranose forms presents different results for both functionals: for M06-2X it increases in D-ribose and decreases in 2-deoxy-D-ribose at 0 K with respect to the room temperature results, the opposite case occurring in B3LYP. Intramolecular weak interactions have been characterized using the AIM and NBO methodologies.||URI:||http://hdl.handle.net/10553/75100||ISSN:||1144-0546||DOI:||10.1039/C3NJ01076G||Source:||New Journal of Chemistry [ISSN 1144-0546], v. 38, p. 529-538|
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