Identification of methoxyester artifacts produced by methanolic-hcl solvolysis of the cyclopropane fatty acids of the genus yersinia

Philip R Vulliet, S. P. Markey, Thomas G. Tornabene

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

Previously unidentified constituents in fatty acid extracts of strains and species of Yersinia (Tornabene, T.G. (1973) Biochim Biophys Acta, 306, 173-185) have been identified as methanolyzed cyclopropane fatty acid methyl esters. These derivatized open ring acids were artifacts formed by a standard mild acidic-methanolysis procedure. The quantities of artifacts produced in natural mixed lipids were highly significant in comparison to the trace amounts obtained from pure samples of cyclopropane fatty acids. Characterization of the methanolyzed derivatives established the location of the propane ring in the cyclopropane fatty acids as 9,10-methylene hexadecanoic and 11, 12-methylene octadecanoic acids.

Original languageEnglish (US)
Pages (from-to)299-301
Number of pages3
JournalBiochimica et Biophysica Acta (BBA)/Lipids and Lipid Metabolism
Volume348
Issue number2
DOIs
StatePublished - May 29 1974
Externally publishedYes

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Yersinia
Artifacts
Stearic Acids
Propane
Esters
Fatty Acids
Derivatives
Lipids
Acids
cyclopropane fatty acids

ASJC Scopus subject areas

  • Biochemistry
  • Biophysics
  • Endocrinology
  • Medicine(all)

Cite this

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abstract = "Previously unidentified constituents in fatty acid extracts of strains and species of Yersinia (Tornabene, T.G. (1973) Biochim Biophys Acta, 306, 173-185) have been identified as methanolyzed cyclopropane fatty acid methyl esters. These derivatized open ring acids were artifacts formed by a standard mild acidic-methanolysis procedure. The quantities of artifacts produced in natural mixed lipids were highly significant in comparison to the trace amounts obtained from pure samples of cyclopropane fatty acids. Characterization of the methanolyzed derivatives established the location of the propane ring in the cyclopropane fatty acids as 9,10-methylene hexadecanoic and 11, 12-methylene octadecanoic acids.",
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AU - Markey, S. P.

AU - Tornabene, Thomas G.

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