title: Mechanism of enantioseparation of salsolinols, endogenous neurotoxins in human brain, with ion-pair chromatography using beta-cyclodextrin as a mobile phase additive.
abstract: 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.
authors.affiliation: Department of Applied Chemistry, Nagoya Institute of Technology, Japan.
authors.forename: Y
authors.initials: Y
authors.lastname: Deng
authors.forename: W
authors.initials: W
authors.lastname: Maruyama
authors.forename: H
authors.initials: H
authors.lastname: Yamamura
authors.forename: M
authors.initials: M
authors.lastname: Kawai
authors.forename: P
authors.initials: P
authors.lastname: Dostert
authors.forename: M
authors.initials: M
authors.lastname: Naoi
mesh_terms: 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
chemical_list: D003505:Cyclodextrins; D007546:Isoquinolines; D047392:beta-Cyclodextrins; C036617:salsolinol; C031215:betadex