Keto-enediol-tautomerism of esters of 2,3-dihydroxy fatty acids |
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| Authors: | Brigitte Schmitz Heinz Egge Uwe Murawski |
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| Affiliation: | Institute of Physiological Chemistry Department of Membrane Lipids, University of Bonn, D-53 Bonn Nussallee 11, Germany |
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| Abstract: | Gas-chromatographic-mass spectrometric evidence is presented for epimerization of esters of 2,3-dihydroxy fatty acids. Methyl erythro-2,3-dihydroxy octadecanoate produced by the action of osmium tetroxide on methyl cis-2-octadecenoate is partially epimerized to the threo-2,3-dihydroxy isomer under the influence of pyridine during the derivatization to the corresponding O-trimethylsilyl derivative. Both epimers can be separated by gas-chromatography and can be identified by their characteristic fragmentation patterns. |
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