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Enantiomer separations of mixtures of monoacylglycerol derivatives by HPLC on a chiral column

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Lipids

Abstract

High-performance liquid chromatographic separations of monoacylglycerol enantiomeric mixtures as their di-3,5-dinitrophenylurethane derivatives were carried out on a chiral stationary phase, N-(R)-1-(α-naphthyl)ethylaminocarbonyl-(S)-valine bonded to silica gel. The conditions for the quantitative analysis ofsn-1 andsn-3 enantiomeric mixtures of six saturated 1-monoacylglycerols having consecutive even carbon numbers and ofsn-1 andsn-3 enantiomeric mixtures of 1-stearoyl-, 1-oleoyl-, 1-linoleoyl-, and 1-linolenoyl-glycerols were obtained. The linear relationships of logarithmic retention volumes against the number of carbons and olefinic bonds for the enantiomer homologous series are discussed, and a new concept of enantiomer separation is presented.

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Abbreviations

3,5-DNPU:

3,5-dinitrophenylurethane

HPLC:

high-performance liquid chromatography

MG:

monoacylglycerol

TLC:

thin-layer chromatography

Vr:

corrected retention volume

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Fisheries, Hokkaido University, 041, Hakodate, Japan

    Toru Takagi & Yasuhiro Ando

Authors
  1. Toru Takagi
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  2. Yasuhiro Ando
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Cite this article

Takagi, T., Ando, Y. Enantiomer separations of mixtures of monoacylglycerol derivatives by HPLC on a chiral column. Lipids 25, 398–400 (1990). https://doi.org/10.1007/BF02537983

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  • DOI: https://doi.org/10.1007/BF02537983

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