期刊
BIOMOLECULES
卷 13, 期 3, 页码 -出版社
MDPI
DOI: 10.3390/biom13030475
关键词
triacylglycerol estolides; glycerol sn-regioisomers; estolide-branching isomers; collision-induced dissociation; higher-energy collisional dissociation; ozone-induced dissociation; high-resolution mass spectrometry
The synthesis and mass spectrometry analysis of triacylglycerol estolides (TG-EST) were conducted to facilitate the identification of these biologically active lipids in biological samples.
Triacylglycerol estolides (TG-EST) are biologically active lipids extensively studied for their anti-inflammatory and anti-diabetic properties. In this work, eight standards of TG-EST were synthesized and systematically investigated by nanoelectrospray tandem mass spectrometry. Mass spectra of synthetic TG-EST were studied with the purpose of enabling the unambiguous identification of these lipids in biological samples. TG-EST glycerol sn-regioisomers and isomers with the fatty acid ester of hydroxy fatty acid (FAHFA) subunit branched in the omega-, alpha-, or 10-position were used. Ammonium, lithium, and sodium adducts of TG-EST formed by nanoelectrospray ionization were subjected to collision-induced dissociation (CID) and higher-energy collisional dissociation (HCD). Product ion spectra allowed for identification of fatty acid (FA) and FAHFA subunits originally linked to the glycerol backbone and distinguished the alpha-branching site of the FAHFA from other estolide-branching isomers. The omega- and 10-branching sites were determined by combining CID with ozone-induced dissociation (OzID). Lithium adducts provided the most informative product ions, enabling characterization of FA, hydroxy fatty acid (HFA), and FAHFA subunits. Glycerol sn-regioisomers were distinguished based on the relative abundance of product ions and unambiguously identified using CID/OzID of lithium and sodium adducts.
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