STRUCTURES OF D-THREO-2,5-HEXODIULOSE 1-PHOSPHATE AND D-THREO-2,5-HEXODIULOSE 1,6-BIPHOSPHATE (5-KETO-D-FRUCTOSE MONO- AND BIS-PHOSPHATE) IN SOLUTION BY 13C-N.M.R. SPECTROSCOPY

Article abstract of DOI:10.1016/S0008-6215(00)90386-0

The mono- (2) and bis-phosphate (3) derivatives of D-threo-2,5-hexodiulose (1) (5-keto-D-fructose) were synthesized enzymically and purified by anion-exchange chromatography.The proportions, sizes of ring, and anomeric configurations were determined by F.t. 31P- and 13C-n.m.r. spectroscopy.Compound 2 was found to exist preponderantly (70-78percent) in the β-pyranose form with the remainder existing in the 2R,5R-furanose form.Compound 3 assumes two different furanose forms in solution, one (77-84percent) being the 2R,5R-furanose form and the other the 2S,5R-furanose form.