D-Idose: A One- and Two-Dimensional NMR Investigation of Solution Composition and Conformation

Article abstract of DOI:10.1021/jo00364a014

The solution composition of D-idose in D2O has been examined by 13C NMR spectroscopy using <13C>-enriched compounds.In addition to two furanoses and two pyranoses, aldehyde and hydrate forms have been detected and quantified.Using 13C saturation-transfer spectroscopy, unidirectional rate constants for ring-opening and -closing of idofuranoses and idopyranoses have been measured and compared.The 600-MHz 1H NMR spectrum of D-idose has been interpreted, and the 13C spectrum was assigned with the use of 2D 13C-1H shift correlation spectroscopy. 13C chemical shift assignments were confirmed with <13C>-enriched compounds. 1H-1H spin-spin couplings suggest the presence of skew forms of α-idopyranose.