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Enantiomeric separation of dansylamino acids by capillary zone electrophoresis based on complexation with cyclodextrins

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  • Organic Analysis
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Summary

The enantiomeric separation ability of unmodified and methylated cyclodextrins (CDs) during capillary zone electrophoresis (CZE) was investigated using twelve dansylamino acids. Unmodified β- and γ-CDs exhibited high enantioselectivities. α-CD could scarcely separate the enantiomers before and after dimethylation, but obtained enantioselectivity after trimethylation. On the other hand, dimethylation of β-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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Authors and Affiliations

  1. Department of Applied Chemistry, Faculty of Engineering, Osaka University, Yamada-oka, Suita, 565, Osaka, Japan

    Minoru Tanaka, Satoshi Asano & Yuko Yamashoji

  2. Toppan Printing Co., Ltd., Kansai Technical Research Institute, Ebie, Fukushima-ku, 553, Osaka, Japan

    Masanobu Yoshinaga

  3. NTT Opto-electronics Laboratories, Morinosato, Wakamiya, 243-01, Atsugi, Japan

    Yoshihiro Kawaguchi

Authors
  1. Minoru Tanaka
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  2. Masanobu Yoshinaga
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  3. Satoshi Asano
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  4. Yuko Yamashoji
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  5. Yoshihiro Kawaguchi
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Tanaka, M., Yoshinaga, M., Asano, S. et al. Enantiomeric separation of dansylamino acids by capillary zone electrophoresis based on complexation with cyclodextrins. Fresenius J Anal Chem 343, 896–900 (1992). https://doi.org/10.1007/BF00321962

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  • DOI: https://doi.org/10.1007/BF00321962

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