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Issue 37, 2016
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Furanosic forms of sugars: conformational equilibrium of methyl β-d-ribofuranoside

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Abstract

The investigation of an isolated ribofuranose unit in the gas phase reveals the intrinsic conformational landscape of the biologically active sugar form. We report the rotational spectra of two conformers of methyl β-D-ribofuranoside in a supersonic jet expansion. Both conformers adopt a near twisted (3T2) ring conformation with the methoxy and hydroxymethyl substituents involved in various intramolecular hydrogen bonds.

Graphical abstract: Furanosic forms of sugars: conformational equilibrium of methyl β-d-ribofuranoside

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Article information


Submitted
05 Feb 2016
Accepted
01 Apr 2016
First published
01 Apr 2016

Chem. Commun., 2016,52, 6241-6244
Article type
Communication

Furanosic forms of sugars: conformational equilibrium of methyl β-D-ribofuranoside

P. Écija, I. Uriarte, L. Spada, B. G. Davis, W. Caminati, F. J. Basterretxea, A. Lesarri and E. J. Cocinero, Chem. Commun., 2016, 52, 6241
DOI: 10.1039/C6CC01180B

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