Isolation and characterization of three positional isomers of diglucosylcyclomaltoheptaose.
Three positional isomers of diglucosylcyclomaltoheptaose [(G)2-beta-cyclodextrin], 6(1),6(4)-di-O-(a-D-glucopyranosyl)-cyclomaltoheptaose (1), 6(1),6(3)-di-O-(a-D-glucopyranosyl)-cyclomaltoheptaose (2), and 6(1),6(2)-di-O-(a-D-glucopyranosyl)-cyclomaltoheptaose (3) were isolated by h.p.l.c. on a reversed-phase column from the mother liquors of a large-scale preparation of beta CD with Bacillus ohbensis cyclomaltodextrin glucanotransferase (EC 2.4.1.19) and were characterized by h.p.l.c. analysis of partial hydrolyzates and by 13C-n.m.r. spectroscopy. Their molecular weights were confirmed by f.a.b.-m.s. Their characteristic chromatographic behavior on four h.p.l.c. columns of different separation modes was found to be very useful for their identification. It is particularly noteworthy that the first application of a graphitized carbon column to CDs enabled a fine separation of all three positional isomers.
Koizumi
K
K
Faculty of Pharmaceutical Sciences, Mukogawa Women's University, Nishinomiya, Japan.
Tanimoto
T
T
Okada
Y
Y
Matsuo
M
M
D002240:Carbohydrate Sequence; D002851:Chromatography, High Pressure Liquid; D003505:Cyclodextrins / Q000302:isolation & purification*; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D047392:beta-Cyclodextrins
D003505:Cyclodextrins; D047392:beta-Cyclodextrins; C065744:6(1),6(3)-di-O-(alpha-glucopyranosyl)cyclomaltoheptaose; C065743:6(1),6(4)-di-O-(alpha-glucopyranosyl)cyclomaltoheptaose; C065746:6(1),6(2)-di-O-(alpha-glucopyranosyl)cyclomaltoheptaose; C031215:betadex