Purification and molecular structure of two digalactosyl D-chiro-inositols and two trigalactosyl D-chiro-inositols from buckwheat seeds.
Two digalactosyl D-chiro-inositols and two trigalactosyl D-chiro-inositols, members of the fagopyritol A series and fagopyritol B series, were isolated from buckwheat (Fagopyrum esculentum Moench) seeds. Structures of the first three were determined by 1H and 13C NMR. Fagopyritol B2 is alpha-D-galactopyranosyl-(1-->6)-alpha-D-galactopyranosyl-(1-->2) -1D-chiro-inositol, and fagopyritol A2 is alpha-D-galactopyranosyl-(1-->6)-alpha-D-galactopyranosyl-(1-->3)- 1D-chiro-inositol. Fagopyritol A3, a trigalactosyl D-chiro-inositol, is alpha-D-galactopyranosyl-(1-->6)-alpha-D-galactopyranosyl-(1 -->6) -alpha-D-galactopyranosyl-(1-->3)- 1 D-chiro-inositol. From analysis of hydrolysis products, the second trigalactosyl D-chiro-inositol, fagopyritol B3, isalpha-D-galactopyranosyl-(1-->6)-alpha-D-galactopyranosyl-(1-->6) -alpha-D-galactopyranosyl-(1-->2)-1D-chiro-inositol.
Steadman
K J
KJ
Department of Crop and Soil Sciences, Seed Biology, Cornell University Agricultural Experiment Station, Cornell University, Ithaca, NY 14853-1901, USA.
Fuller
D J
DJ
Obendorf
R L
RL
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D004187:Disaccharides / Q000737:chemistry* / Q000302:isolation & purification; D019612:Fagopyrum / Q000737:chemistry*; D007202:Indicators and Reagents; D007294:Inositol / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000302:isolation & purification; D008958:Models, Molecular; D008969:Molecular Sequence Data; D019906:Nuclear Magnetic Resonance, Biomolecular; D009844:Oligosaccharides / Q000737:chemistry*; D012639:Seeds / Q000737:chemistry*
D004187:Disaccharides; D007202:Indicators and Reagents; D009844:Oligosaccharides; C424842:fagopyritol A1; C112483:fagopyritol B1; D007294:Inositol