TY - JOUR
T1 - Structures of d-threo-2,5-hexodiulose 1-phosphate and d-threo-2,5-hexodiulose 1,6-bisphosphate (5-keto-d-fructose mono- and bis-phosphate) in solution by 13C-N.M.R. spectroscopy
AU - Butera, Loredana
AU - Englard, Sasha
AU - Blanchard, John S.
AU - Avigad, Gad
PY - 1986/5/1
Y1 - 1986/5/1
N2 - 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 (70-78%) 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 (77-84%) being the 2R,5R-furanose form and the other the 2S,5R-furanose form.
AB - 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 (70-78%) 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 (77-84%) being the 2R,5R-furanose form and the other the 2S,5R-furanose form.
UR - http://www.scopus.com/inward/record.url?scp=0022718525&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0022718525&partnerID=8YFLogxK
U2 - 10.1016/S0008-6215(00)90386-0
DO - 10.1016/S0008-6215(00)90386-0
M3 - Article
C2 - 3708629
AN - SCOPUS:0022718525
SN - 0008-6215
VL - 148
SP - 179
EP - 188
JO - Carbohydrate Research
JF - Carbohydrate Research
IS - 2
ER -