Issue 8, 1989

Isomeric equilibria of monosaccharides in solution. Influence of solvent and temperature

Abstract

The compositions of equilibrium mixtures of D-glucose, D-ribose, β-methyl glucopyranoside and β-methyl ribopyranoside in D2O and dimethyl sulphoxide-d6 have been determined by 1H n.m.r. spectroscopy over the temperature range 0–90 °C in terms of the coexisting anomers, tautomers and conformers. In glucose solutions only 4C1 pyranose forms could be detected, but the temperature dependence of the α/β ratio differs in the two solvents. Ribose solutions consist of mixtures of six species, the relative concentrations of which display complex temperature dependences. The experimental results are discussed in terms of solvation contributions to the relative free energies of the different species.

Article information

Article type
Paper

J. Chem. Soc., Faraday Trans. 1, 1989,85, 2417-2426

Isomeric equilibria of monosaccharides in solution. Influence of solvent and temperature

F. Franks, P. J. Lillford and G. Robinson, J. Chem. Soc., Faraday Trans. 1, 1989, 85, 2417 DOI: 10.1039/F19898502417

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements