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Conformational preferences of the flexible galactofuranose sugar in gas-phase
Oznur Yeni1, Abdul-Rahman Allouche1, Laurent Legentil2
1Univ Lyon, Université Claude Bernard Lyon 1, CNRS, Institut Lumière Matière, Villeurbanne, France. isabelle.compagnon@univ-lyon1.fr.
Abstract:
In contrast with the predominant pyranose form of galactose, galactofuranose is known to be highly flexible. Such flexibility poses a remarkable challenge in terms of structural studies, thus hindering the in depth understanding of the structure/function relationship in this rare sugar. A thorough computational study based on molecular dynamics and density functional theory supported by vibrational spectroscopy in the gas phase was carried out to provide a better understanding of the instrinsic conformational preferences of galactofuranose. Based on energetic and spectroscopic criteria, we report a subtantially reduced conformational landscape: methyl α-D-galactofuranose adopts E2/1E conformations and methyl β-D-galactofuranose adopts 1T2/1E conformations.
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