Analytical Sciences
Online ISSN : 1348-2246
Print ISSN : 0910-6340
ISSN-L : 0910-6340
Original Papers
Photo-response Assisted Enantiomer Separations on an Azobenzene-modified γ-Cyclodextrin Stationary Phase in Micro-HPLC
Tatsuro NAKAGAMAAtsutoshi YAMAGUCHIKazuya HIRASAWAKoji YOSHIDAKatsumi UCHIYAMAToshiyuki HOBO
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2002 Volume 18 Issue 1 Pages 49-53

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Abstract

The photo-responses of the retention and enantioseparation of several optical isomers were evaluated using an azobenzene-modified γ-cyclodextrin stationary phase (Az γ-CDSP) in micro-HPLC. UV light irradiation induced a decrease in the retention and the chiral selectivity for N-(3,5-dinitrobenzoyl)-1-phenylethylamine (DNBPEA) and N-(3,5-dinitrobenzoyl)-1-(1-naphtylethyl)amine (DNBNEA), while an increase was induced for dansylphenylalanine (DnsPhe) using a mixture of methanol and aqueous phosphate buffer as the mobile phase. No changes in the retention and the enantiomer separation of benzoin were observed with UV light irradiation. The retention behaviors were recovered by visible-light irradiation. It was speculated that the main factor of the change in the retention behavior was a change in the π-π interaction due to the azobenzene moiety of the stationary phase with photo-irradiation. Comparing the retention behavior before and after UV light irradiation, a suitable condition for obtaining a better resolution and enantiomer separation would be chosen using Az γ-CDSP.

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© 2002 by The Japan Society for Analytical Chemistry
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