Silver ion high‐performance liquid chromatography of the triacylglycerols ofCrepis alpina seed oil

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Abstract
The triacylglycerols ofCrepis alpina oil were characterized because this oil has a high concentration of crepenynic (cis‐9‐octadecen‐12‐ynoic) acid, a fatty acid useful in the chemical synthesis of deuterated fats for human metabolism studies. The triacylglycerols were separated from the crude oil by solid‐phase extraction. Resolution, quantitation and isolation of the individual triacylglycerols were performed by silver ion high‐performance liquid chromatography on a commercial column, an acetonitrile in hexane isocratic mobile phase and flame‐ionization detection. Isolated triacylglycerols were identified by capillary gas chromatography of their fatty acid methyl esters. Of the eleven eluted triacylglycerols ofCrepis alpina oil, 85% included 35% tricrepenynoyl, 34% linoleoyldicrepenynoyl and 16% dilinoleoylcrepenynoyl glycerols. Triacylglycerols eluted according to the numbers of alkene and alkyne bonds. Elution times, resolution and quantitation were reproducible over a three‐month period. The flame‐ionization detector response required no response factors for quantitation of the triacylglycerols present inCrepis alpina oil. The silver ion chromatography system permitted the identification of 95% of the triacylglycerols compared to 70% of the triacylglycerols previously identified with reversed‐phase high‐performance liquid chromatography.