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Determination of the absolute configuration of selenomethionine from antarctic krill by RP-HPLC/ICP-MS using chiral derivatization agents

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Abstract

A fast and sensitive method was developed for the determination of the absolute configuration of selenomethionine. The enantiomers of selenomethionine were converted into diastereomeric isoindole derivatives by reaction with o-phthaldialdehyde and N-isobutyryl-l-cysteine. This easy-to-handle reaction proceeds quantitatively in a few minutes at room temperature. Separation and detection of the diastereomers was achieved by reversed-phase high-performance liquid chromatography–inductively coupled plasma-mass spectrometry (RP-HPLC/ICP-MS) using a conventional C18 reversed-phase column. Detection limits of about 4 µg L−1 were obtained. The method was applied to the determination of the configuration of selenomethionine extracted from antarctic krill, which turned out to possess the l-configuration.

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Authors and Affiliations

  1. GKSS Research Center Geesthacht, Institute for Coastal Research, Max-Planck Strasse, 21502, Geesthacht, Germany

    Jan Bergmann, Stephan Lassen & Andreas Prange

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  1. Jan Bergmann
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  2. Stephan Lassen
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  3. Andreas Prange
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Correspondence to Andreas Prange.

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Bergmann, J., Lassen, S. & Prange, A. Determination of the absolute configuration of selenomethionine from antarctic krill by RP-HPLC/ICP-MS using chiral derivatization agents. Anal Bioanal Chem 378, 1624–1629 (2004). https://doi.org/10.1007/s00216-003-2472-2

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  • DOI: https://doi.org/10.1007/s00216-003-2472-2

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