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Enantiomeric separation of dansylamino acids by capillary zone electrophoresis based on complexation with cyclodextrins
Authors:Minoru Tanaka   Masanobu Yoshinaga   Satoshi Asano   Yuko Yamashoji  Yoshihiro Kawaguchi
Affiliation:(1) Department of Applied Chemistry, Faculty of Engineering, Osaka University, Yamada-oka, Suita, 565 Osaka, Japan;(2) Toppan Printing Co., Ltd., Kansai Technical Research Institute, Ebie, Fukushima-ku, 553 Osaka, Japan;(3) NTT Opto-electronics Laboratories, Morinosato, Wakamiya, 243-01 Atsugi, Japan
Abstract:Summary The enantiomeric separation ability of unmodified and methylated cyclodextrins (CDs) during capillary zone electrophoresis (CZE) was investigated using twelve dansylamino acids. Unmodified beta- and gamma-CDs exhibited high enantioselectivities. agr-CD could scarcely separate the enantiomers before and after dimethylation, but obtained enantioselectivity after trimethylation. On the other hand, dimethylation of beta-CD removed much of its high enantioselectivity. Moreover, the chemical modifications produced a reverse in the migration order of the enantiomers. The inclusion of dansyl-DL-phenylalanine with CDs was evaluated using 600 MHz 1H NMR spectroscopy.
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