Jump to main content
Jump to site search

Issue 41, 2013
Previous Article Next Article

Conformations of D-xylose: the pivotal role of the intramolecular hydrogen-bonding

Author affiliations

Abstract

Crystalline samples of D-xylose have been vaporized by laser ablation and probed in the gas phase using Fourier transform microwave spectroscopy. The rotational spectrum revealed the existence of two α-D-xylopyranose conformers stabilized by the anomeric effect and cooperative hydrogen bond networks. The experiment spectroscopically tracked fine structural changes upon clockwise and counterclockwise arrangements of the OH groups in the observed conformers. The five monosubstituted 13C species of the most abundant conformer cc-α-4C1 have also been observed in their natural abundance, and its structure has been derived. This work demonstrates the pivotal role that the intramolecular hydrogen-bonding network plays in the conformational behavior of free monosaccharides.

Graphical abstract: Conformations of d-xylose: the pivotal role of the intramolecular hydrogen-bonding

Back to tab navigation

Supplementary files

Publication details

The article was received on 05 Jun 2013, accepted on 15 Aug 2013 and first published on 16 Aug 2013


Article type: Paper
DOI: 10.1039/C3CP52345D
Citation: Phys. Chem. Chem. Phys., 2013,15, 18243-18248

  •   Request permissions

    Conformations of D-xylose: the pivotal role of the intramolecular hydrogen-bonding

    I. Peña, S. Mata, A. Martín, C. Cabezas, A. M. Daly and J. L. Alonso, Phys. Chem. Chem. Phys., 2013, 15, 18243
    DOI: 10.1039/C3CP52345D

Search articles by author

Spotlight

Advertisements