Mechanism of Enantioseparation of Salsolinols, Endogenous Neurotoxins in Human Brain, with Ion-Pair Chromatography Using β-Cyclodextrin as a Mobile Phase Additive

Yulin Deng; Wakako Maruyama; Hatsuo Yamamura; Masao Kawai; Philippe Dostert; Makoto Naoi

doi:10.1021/ac960185l

Mechanism of Enantioseparation of Salsolinols, Endogenous Neurotoxins in Human Brain, with Ion-Pair Chromatography Using β-Cyclodextrin as a Mobile Phase Additive

Yulin Deng, Wakako Maruyama, Hatsuo Yamamura, Masao Kawai, Philippe Dostert, Makoto Naoi^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

31 Citations (Scopus)

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 β-cyclodextrin as a chiral mobile phase additive and sodium 1-heptanesulfonate as a counterion. The mechanism for enantioseparation with this ion-pair system containing β-cyclodextrin was discussed. The effects of β-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.

Original language	English
Pages (from-to)	2826-2831
Number of pages	6
Journal	Analytical Chemistry
Volume	68
Issue number	17
DOIs	https://doi.org/10.1021/ac960185l
Publication status	Published - 1 Sept 1996
Externally published	Yes

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Deng, Y., Maruyama, W., Yamamura, H., Kawai, M., Dostert, P., & Naoi, M. (1996). Mechanism of Enantioseparation of Salsolinols, Endogenous Neurotoxins in Human Brain, with Ion-Pair Chromatography Using β-Cyclodextrin as a Mobile Phase Additive. Analytical Chemistry, 68(17), 2826-2831. https://doi.org/10.1021/ac960185l

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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 β-cyclodextrin as a chiral mobile phase additive and sodium 1-heptanesulfonate as a counterion. The mechanism for enantioseparation with this ion-pair system containing β-cyclodextrin was discussed. The effects of β-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.",

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AU - Kawai, Masao

AU - Dostert, Philippe

AU - Naoi, Makoto

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Mechanism of Enantioseparation of Salsolinols, Endogenous Neurotoxins in Human Brain, with Ion-Pair Chromatography Using β-Cyclodextrin as a Mobile Phase Additive

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