Large-scale preparation of linoleic acid-d2-enriched triglycerides fromCrepis alpina seed oil |
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| Authors: | Richard O. Adlof Edward A. Emken |
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| Affiliation: | (1) USDA, ARS, NCAUR, 1815 N. University, 61604 Peoria, IL;(2) USDA, ARS, Food Quality and Safety Research Unit, 61604 Peoria, Illinois |
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| Abstract: | Catalytic deuteration ofCrepis alpina seed oil provided a convenient one-step method for the direct synthesis of large quantities of triglycerides enriched with deuteriumlabelled linoleic acid.Crepis alpina seed (19 kg) was crushed, and the oil [74% crepenynic acid (cis-9-octadecen-12-ynoic acid)] was extracted with hexane. After purification by column chromatography (silica gel), > 170-g batches of oil were deuterated with Lindlar catalyst and deuterium (D2) gas. Purification (silica gel) resulted in > 150-g samples of triglyceride containing 74%cis-9,cis-12-octadecadienoic acid-12,13-d2 (18:2-d2) and 14% unlabelled linoleic acid. Pure (> 99%) tricrepenynin was recovered by further fractionation of theCrepis alpina triglycerides on silica gel. Deuteration of this sample produced deuteriumlabelled trilinolein containing linoleic acid-d2 of > 98% isotopic purity. |
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| Keywords: | Acetylenic fatty acids and esters C18 fatty acids and derivatives crepis oil seeds and crepenynic acid deuterium and deuteration linoleic acid and esters |
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