Mechanism of enantioseparation of salsolinols, endogenous neurotoxins in human brain, with ion-pair chromatography using beta-cyclodextrin as a mobile phase additive.
A novel method for direct separation of the enantiomers of salsolinol and N-methylsalsolinol was devised. The enantiomers were completely separated with ion-pair chromatography on a reversed-phase column with beta-cyclodextrin as a chiral mobile phase additive and sodium 1-heptanesulfonate as a counterion. The mechanism for enantioseparation with this ion-pair system containing beta-cyclodextrin was discussed. The effects of beta-cyclodextrin, counterions, pH, ionic strength, and organic solvent on retention were investigated, and a retention model was proposed and proved to be consistent with the experimental data. A preliminary study of the enantiomeric composition of salsolinol and N-methylsalsolinol in banana and in human brain was made as an example of the application of this assay.
Deng
Y
Y
Department of Applied Chemistry, Nagoya Institute of Technology, Japan.
Maruyama
W
W
Yamamura
H
H
Kawai
M
M
Dostert
P
P
Naoi
M
M
D001923:Brain Chemistry / Q000502:physiology*; D002851:Chromatography, High Pressure Liquid; D002852:Chromatography, Ion Exchange; D003505:Cyclodextrins / Q000737:chemistry; D005638:Fruit / Q000737:chemistry; D006801:Humans; D007546:Isoquinolines / Q000302:isolation & purification*; D013237:Stereoisomerism; D047392:beta-Cyclodextrins
D003505:Cyclodextrins; D007546:Isoquinolines; D047392:beta-Cyclodextrins; C036617:salsolinol; C031215:betadex