Large-scale synthesis of both symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid

A large-scale (~ to 100 g) synthesis of symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid (D) and two of either lauric (L), palmitic (P) or stearic acid (S) is described. Key improvements in purification of synthetic intermediates, in addition to a more efficient acetoni...

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Bibliographic Details
Main Authors: Andrews, P., Fraser, B., Junk, P., Massi, Massimiliano, Perlmutter, P., Thienthong, N., Wijesundera, C.
Format: Journal Article
Published: Pergamon-Elsevier Science Ltd 2008
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Online Access:http://hdl.handle.net/20.500.11937/37946
Description
Summary:A large-scale (~ to 100 g) synthesis of symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid (D) and two of either lauric (L), palmitic (P) or stearic acid (S) is described. Key improvements in purification of synthetic intermediates, in addition to a more efficient acetonide cleavage reaction affords the six TAGs (LaDLa, LaLaD, PDP, PPD, SDS, SSD) in yields of 80-90% and in regioisomeric purities greater than or equal to 90%.