Oxidative and Hydrolytic Stability of Synthetic Diacyl Glyceryl Ether

Abstract

Diacyl glyceryl ethers (DGEs) as present in marine animals were chemically synthesized and then were assessed for their oxidative and hydrolytic stabilities. CDD and CEE were easily autoxidized but not COO. The autoxidation rate of DGEs followed the unsaturation of constituent fatty acids, while alkyl chains did not affect the autoxidation of DGEs. DGEs were susceptible to hemoglobin-catalyzed oxidation as well as triacylglycerols (TGs). However, the oxidation rate of DGE was lower than that of the corresponding TG. The oxidation rate of DGEs was CEE > CDD > COO, and did not always follow the unsaturation of constituent fatty acids. DGEs with EPA and DHA were easily oxidized by lipoxygenase, and the oxidation rate of DGEs comprised of DHA Was BDD > CDD > SDD. On the other hand, DEGs were hardly hydrolyzed by porcine pancreatic lipase except for COO. These results suggest the possibility that DGE may be related to the oil quality of marine foods during storage.