Structure and solution equilibria of d-glucose and d-mannose sulfite adducts

Abstract

An X-ray crystallographic study has confirmed that the potassium bisulfite adducts of d-glucose and d-mannose have open-chain structures with R and S configurations respectively at C-1. NMR studies have shown that each sugar gives rise to two bisulfite compounds, and solution-state structures and conformations of these isomers have been deduced from analysis of 1H NMR spectra. 13C NMR data for the four adducts are given. Furanose forms of the d-glucose and d-mannose have been detected in the equilibrium solutions.