Chemoenzymatic synthesis of symmetrically structured triacylglycerols possessing short-chain fatty acids

Synthesis of Linoleoyl Ethanolamide

“…In the present study, no linoleoyl ethanolamide formed may be due to specificity of lipase to free fatty acids rather than fatty acid methyl esters and low lipase load. However, the addition amount of Novozym 435 10 , w/w, relative to total reactants in the present study was reasonable 23,24 . When hexane was replaced with excess ethanolamine, there was 40.8 and 48.8 linoleoyl ethanolamide produced after 1.5 and 5 h, respectively.…”

Synthesis of reversed structured triacylglycerols possessing EPA and DHA at their terminal positions

“…30 That work was extended to a focused library of similarly structured TAGs covering all saturated even carbon number fatty acids from C2eC16:0. 30,31 This has been further extended to similarly structured enantiopure diacylglyceryl ethers (DAGEs) of the 1-O-alkylsn-glycerol type possessing pure saturated even carbon number fatty acids located at the terminal sn-3 position of the glycerol backbone with pure EPA or DHA at the sn-2 position. 32 A comprehensive well-defined library of such single pure structured lipid compounds will enable their systematic screening for various important chemical and biological properties.…”

A novel method for the synthesis of symmetrical triacylglycerols by enzymatic transesterification

“…In this study, the type of lipase was not investigated since numerous studies have proved that commercial lipases including Lipozyme RM IM, Novozym 435 and Lipozyme TL IM have been widely used in transesterification, interesterification and esterification (Magnusson and Haraldsson, 2010;Lee et al, 2010;Kawashima et al, 2001). Generally, the catalytic activities of Lipozyme RM IM and Novozym 435 are higher than Lipozyme TL IM, whereas Lipozyme RM IM and Lipozyme TL IM are cheaper than Novozym 435 lipase.…”

“…In the past five decades, only chemical (Stamatov and Stawinski, 2007;Vaique et al, 2010;Awl et al, 1989) and chemoenzymatic methods (Andrews et al, 2008;Haraldsson et al, 2000;Magnusson and Haraldsson, 2010) were reported for the synthesis of high regiopurity symmetrical TAGs with PUFAs at the sn-2 position in the literature. In these methods, many toxic solvents and reagents, such as 4-dimethylaminopyridine (DMAP), N-ethyl-N 0 -( 3-dimethylaminopropyl)-carbodiimide hydrochloride (EDCI) and fatty acid chloride were used.…”