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Separation of the enantiomers of 1-alkyl-2-acyl-rac-glycerol and of 1-alkyl-3-acyl-rac-glycerol by high performance liquid chromatography on a chiral column

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Lipids

Abstract

High performance liquid chromatographic separations of two enantiomeric pairs of 1-alkyl-2-acyl-rac-glycerol (1-alkyl-2-acyl- and 3-alkyl-2-acyl-sn-glycerols) and 1-alkyl-3-acyl-rac-glycerol (1-alkyl-3-acyl- and 3-alkyl-1-acyl-sn-glycerols) as 3,5-dinitrophenylurethanes (3,5-DNPUs) were carried out on a chiral stationary phase, N-(R)-1-(α-naphthyl)ethylaminocarbonyl-(S)-valine chemically bonded to γ-aminopropyl silanized silica (Sumipax OA-4100). Good separation of the enantiomers of 1-hexadecyl-2-hexadecanoyl-rac-glycerol was easily achieved within 10 min using hexane/ethylene dichloride/ethanol (80∶20∶1, v/v/v) as a mobile phase. Separation of the enantiomers of 1-hexadecyl-3-hexadecanoyl-rac-glycerol was more difficult and required about 80 min to achieve satisfactory peak resolution (0.8) using hexane/ethylene dichloride/ethanol (250∶20∶1, v/v/v) as a mobile phase.

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Abbreviations

HPLC:

high performance liquid chromatography

TLC:

thin-layer chromatography

Vr:

retention volume

VrA:

Vr when eluted with the solvent A

UV:

ultraviolet

3,5-DNPU:

3,5-dinitrophenylurethane

References

  1. Itabashi, Y., and Takagi, T. (1986)Lipids 21, 413–416.

    Article  CAS  Google Scholar 

  2. Takagi, T., and Itabashi, Y. (1986)J. Chromatogr. 366, 451–455.

    Article  PubMed  CAS  Google Scholar 

  3. Itabashi, Y., and Takagi, T. (1987)J. Chromatogr. 402, 257–264.

    Article  CAS  Google Scholar 

  4. Takagi, T., and Itabashi, Y. (1987)Lipids 22, 596–600.

    Article  PubMed  CAS  Google Scholar 

  5. Mattson, F.H., and Volpenhein, R.A. (1962)J. Lipid Res. 3, 281–296.

    CAS  Google Scholar 

  6. Thomas, A.E., III, Scharoun, J.E., and Ralston, H. (1965)J. Am. Oil Chem. Soc. 42, 789–792.

    CAS  Google Scholar 

  7. Foglia, T.A., Vail, P.D., and Iwama, T. (1987)Lipids 22, 362–365.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Fisheries, Hokkaido University, O41, Hakodate, Japan

    Toru Takagi, Jiro Okamoto, Yasuhiro Ando & Yutaka Itabashi

Authors
  1. Toru Takagi
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  2. Jiro Okamoto
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  3. Yasuhiro Ando
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  4. Yutaka Itabashi
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Takagi, T., Okamoto, J., Ando, Y. et al. Separation of the enantiomers of 1-alkyl-2-acyl-rac-glycerol and of 1-alkyl-3-acyl-rac-glycerol by high performance liquid chromatography on a chiral column. Lipids 25, 108–110 (1990). https://doi.org/10.1007/BF02562213

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  • DOI: https://doi.org/10.1007/BF02562213

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