Identification and distribution of oxygenated fatty acids in Plantago seed lipids

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Journal titleJAOCS, Journal of the American Oil Chemists' Society
Pages13131322; # of pages: 10
SubjectFatty acid methyl ester mass spectra; Isoricinoleic acid; MALDI-TOF MS; Oxo-fatty acid; Plantago lanceolata; Seed oil; Triacylglycerol estolide
AbstractPlant oils rich in oxygenated fatty acids (FAs) are of interest as renewable raw materials for industry. Previous studies reported unusual oxygenated FAs in the seed lipids of Plantago major and P. ovata. To determine if oxygenated FAs are a common component of Plantago seed oils, seed fatty acyl quality and quantity were determined for 23 Plantago species. Fatty acyl content, as a percentage of dry weight, ranged from 4.9 % in P. sempervirens to 18.8 % in P. coronopus. Oxygenated FAs were a frequent, but not ubiquitous component of Plantago seed lipids, reaching a level of almost 15 % in the seeds of P. nivalis. The oxygenated FAs were identified as isoricinoleic acid (9-hydroxy-cis-12-octadecenoic acid, IR) and 9-oxo-cis-12-octadecenoic acid (OX). When present, most species contained both IR and OX. FAs containing oxo groups have not been reported as components of the seed oil of other plant species that synthesize IR or ricinoleic acid (12-hydroxy-cis-9-octadecenoic acid), suggesting unique aspects to the pathway of oxygenated FA biosynthesis in Plantago. Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) demonstrated that IR and OX are components of triacylglycerol, and triacylglycerol estolides are a minor component of the seed oil of P. lanceolata with secondary acylation by oxygenated FAs.
Publication date
PublisherSpringer International Publishing
AffiliationNational Research Council Canada; Aquatic and Crop Resource Development
Peer reviewedYes
NRC numberNRC-ACRD-55936
NPARC number21272813
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Record identifier59d74f5a-c07c-4618-8350-77aa0f900986
Record created2014-12-03
Record modified2016-05-09
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