Related Experiment Video
Updated: Oct 2, 2026

Post Column Derivatization Using Reaction Flow High Performance Liquid Chromatography Columns
Published on: April 26, 2016
Photo-response assisted enantiomer separations on an azobenzene-modified gamma-cyclodextrin stationary phase in
Tatsuro Nakagama1, Atsutoshi Yamaguchi, Kazuya Hirasawa
1Division of Applied Chemistry, Graduate School of Engineering, Tokyo Metropolitan University, Hachioji, Japan. nakagama-tatsuro@c.metro-u.ac.jp
Abstract:
The photo-responses of the retention and enantioseparation of several optical isomers were evaluated using an azobenzene-modified gamma-cyclodextrin stationary phase (Az gamma-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 pi-pi 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 gamma-CDSP.
Related Concept Videos
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Racemic Mixtures and the Resolution of Enantiomers
High-Performance Liquid Chromatography: Elution Process
High-Performance Liquid Chromatography: Introduction
In HPLC, two phases play a critical role in the separation process:
¹H NMR Chemical Shift Equivalence: Enantiotopic and Diastereotopic Protons
In chiral compounds such as 2-butanol, replacing the methylene hydrogens at C3 produces a pair of...
Affinity Chromatography
