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Silver resin chromatographic separation of methyl cis- and trans- mono- and dihydroxy fatty esters

  • Technical
  • Published:
Journal of the American Oil Chemists’ Society

Abstract

Column chromatography on silver ion-saturated Amberlyst XN 1010 cation exchange resin gave very good separation of a mixture of methyl 12-hydroxy-cis-andtrans-9-octadecenoates and of methylthreo-12, 13-dihydroxy-cis- andtrans-9-octadecenoates. Comparison of the retention volumes of nonhydroxy, monohydroxy, and dihydroxy saturated and monoenoic methyl esters and of dienoic methyl esters shows that the hydroxy group interacts with the column packing to slow passage of the compound through the column, although the effect of a hydroxy group is less than that of atrans double bond. The effects of the hydroxy groups are additive; the ratio of retention volumes of dihydroxy ester to monohydroxy ester is slightly larger that that of monohydroxy ester to nonhydroxy ester. The retention volume of a cis monoenoic ester is equal to that of a hydroxytrans monoenoic ester and that of a hydroxycis monoenoic ester is equal to that of a dihydroxytrans monoenoic ester.

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Authors and Affiliations

  1. Northern Regional Research Center, Science and Education Administration, U.S. Department of Agriculture, 61604, Peoria, Illinois

    Henry Rakoff & Edward A. Emken

Authors
  1. Henry Rakoff
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  2. Edward A. Emken
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Rakoff, H., Emken, E.A. Silver resin chromatographic separation of methyl cis- and trans- mono- and dihydroxy fatty esters. J Am Oil Chem Soc 55, 564–566 (1978). https://doi.org/10.1007/BF02667269

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  • DOI: https://doi.org/10.1007/BF02667269

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