title: 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 (1)H NMR spectra. (13)C NMR data for the four adducts are given. Furanose forms of the D-glucose and D-mannose have been detected in the equilibrium solutions.
authors.affiliation: School of Chemistry, University of New South Wales, Sydney 2052, Australia.
authors.forename: E R
authors.initials: ER
authors.lastname: Cole
authors.forename: D C
authors.initials: DC
authors.lastname: Craig
authors.forename: L J
authors.initials: LJ
authors.lastname: Fitzpatrick
authors.forename: D B
authors.initials: DB
authors.lastname: Hibbert
authors.forename: J D
authors.initials: JD
authors.lastname: Stevens
mesh_terms: D002236:Carbohydrate Conformation; D018360:Crystallography, X-Ray; D005947:Glucose / Q000737:chemistry* / Q000378:metabolism; D007536:Isomerism; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008358:Mannose / Q000737:chemistry* / Q000378:metabolism; D008958:Models, Molecular; D015394:Molecular Structure; D012996:Solutions / Q000737:chemistry; D013447:Sulfites / Q000737:chemistry* / Q000378:metabolism
chemical_list: D012996:Solutions; D013447:Sulfites; D005947:Glucose; D008358:Mannose