Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5224127 | Tetrahedron | 2010 | 4 Pages |
Abstract
Synthesis of symmetrically structured triacylglycerols possessing bioactive nâ3 polyunsaturated fatty acids (eicosapentaenoic acid or docosahexaenoic acid) at the 2-position and a short-chain fatty acid (C2, C4, C6) located at the end-positions by a highly efficient two-step chemoenzymatic process is described. Full regiocontrol devoid of any acyl-migration side reactions was obtained in both a lipase promoted step to introduce the short-chain fatty acids exclusively into the primary alcohol positions of glycerol using activated vinyl esters at low temperature and a subsequent coupling reaction involving free EPA and DHA using EDAC as a coupling agent.
Graphical abstractDownload full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Carlos D. Magnusson, Gudmundur G. Haraldsson,