Characterization of Novel Triacylglycerol Estolides from the Seed Oil of Mallotus philippensis and Trewia nudiflora |
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Authors: | Mark A. Smith Haixia Zhang Li Forseille Randy W. Purves |
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Affiliation: | 1. National Research Council Canada, 110 Gymnasium Place, Saskatoon, SK, S7N 0W9, Canada
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Abstract: | Triacylglycerol estolides have been reported as components of the seed oil of a number of plant species and are generally associated with the presence of fatty acids containing hydroxyl groups. We have used MALDI-TOF MS to examine the intact acylglycerol species present in the seed oils of two plants that produce kamlolenic acid (18-hydroxy-Δ9cis,11trans,13trans-octadecatrienoic acid). Mallotus philippensis and Trewia nudiflora were both shown to produce seed oil rich in TAG-estolides. Analysis by MALDI-TOF MS/MS demonstrated that the TAG-estolides had a structure different to that previously proposed after enzymatic digestion of the oil. Acylglycerols containing up to 14 fatty acids were detected but fatty acid estolides were only present in a single position on the glycerol backbone, with predominantly non-hydroxyl fatty acids in the remaining two positions. Increased numbers of fatty acids per glycerol backbone were accounted for by the presence of fatty acid estolides containing a correspondingly greater number of fatty acids. For example, acylglycerols containing seven fatty acids had a fatty acid estolide of five fatty acids at one position on the glycerol backbone. Both capped and uncapped fatty acid estolides, with a free hydroxyl group, were present, with capped fatty acid estolides being more abundant in T. nudiflora and uncapped fatty acid estolides in M. philippensis. |
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Keywords: | Triacylglycerol Estolide Seed oil Kamlolenic acid Mallotus philippensis Trewia nudiflora Conjugated fatty acids MALDI‐TOF MS |
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