Chiral Discrimination of Dansylated Alanine Methyl Ester on a Modified Clay Surface: Vibrational Circular Dichroism Approach
- 1 October 2021
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 94 (11), 2711-2717
- https://doi.org/10.1246/bcsj.20210291
Abstract
Baseline separation was achieved when dansylated alanine methyl ester (denoted by dan-ala-me) was eluted with methanol on a HPLC (high performance liquid chromatography) column (5 cm × 4 mm (i.d.)) packed with an ion-exchange adduct of synthetic hectorite and Δ-[Ru(phen)3]2+ (phen = 1, 10-phenanthroline). In order to unravel the separation mechanisms, the adsorption state of R- or S-dan-ala-me on a modified clay surface was investigated by means of the solid-state vibrational circular dichroism spectroscopy. It was deduced that a dan-ala-me molecule changed its conformation, depending on the chirality relation to a co-adsorbed Ru(II) complex. The theoretical simulation of an associate between a Ru(II) complex and a dan-ala-me molecule supported the conclusion.Keywords
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