1984-77-6Relevant articles and documents
Selenated and Sulfurated Analogues of Triacyl Glycerols: Selective Synthesis and Structural Characterization
Ambrosi, Moira,Capperucci, Antonella,D'Esopo, Veronica,Lo Nostro, Pierandrea,Tanini, Damiano,Tatini, Duccio
, p. 2719 - 2725 (2020)
The synthesis of sulfur- and selenium-containing isosters of triacyl glycerols is herein described. Regioselective fluoride-induced ring-opening reaction of suitable substituted thiiranes with bis(trimethyl)silyl selenide, followed by in situ S- and Se-acylation with fatty acid acyl chlorides, enables the one pot synthesis of mixed chalcogeno esters in good yield. The key step of this methodology is the functionalization of S?Si and Se?Si bonds of silyl chalcogenides, generated in situ under mild conditions. A related procedure for the synthesis of functionalized selenides, bearing two thiol ester and two ester moieties, was also developed through a fine tuning of the reaction conditions. The physico-chemical properties of these novel fatty acid chalcogeno esters have been investigated through DSC, SAXS, WAXS, FTIR and polarized optical microscopy, and compared to those of the common triglycerides in order to highlight the effect of the replacement of oxygen with other chalcogen elements in the polar head of the lipid.
Direct determination of glycidyl esters of fatty acids in vegetable Oils by LC-MS
Blumhorst, Michael R.,Venkitasubramanian, Padmesh,Collison, Mark W.
experimental part, p. 1275 - 1283 (2011/11/11)
An LC-MS method using a single quadrupole mass spectrometer was developed for direct analysis of glycidyl esters of fatty acids in vegetable oils. Without any sample clean-up, this method provided acceptable recovery of seven glycidyl esters, comparable results to a previously-published method utilizing two solid-phase extraction steps, and consistent detection parameters after greater than 200 injections without any cleaning operations performed. This method could readily be implemented as a screening assay for glycidyl esters in most oil laboratories.