Identification of fatty acid esters of pectenotoxin-2 seco acid in blue mussels (mytilus edulis) from Ireland
Abstract
Pectenotoxins from marine dinoflagellates of the genus Dinophysis are rapidly hydrolyzed by many shellfish to give pectenotoxin-2 seco acid, which isomerizes to 7-epi-pectenotoxin-2 seco acid. Three series of fatty acid esters of pectenotoxin-2 seco acid (PTX-2 seco acid) and 7-epi-PTX-2 seco acid were detected by LC-MS analysis of extracts from blue mussels (Mytilus edulis) from Ireland. The locations of the fatty acid ester linkages were identified by a combination of LC-MSn in positive- and negative-ion modes, LC-MS analysis of the products from reaction of the esters with sodium periodate, and NMR analysis of purified samples of the two most abundant ester derivatives. The 37-O-acyl esters of PTX-2 seco acid were the most abundant, followed by the corresponding 11-O-acyl esters, accompanied by low levels of the 33-O-acyl esters. The most abundant fatty acid esters in the fractionated sample were, in order, the 16:0, 22:6, 14:0, 16:1, 18:4, and 20:5 fatty acids, although a wide array of other PTX-2 seco acid fatty acid esters were also present at low levels.
Type
Journal Article
Type of thesis
Series
Citation
Wilkins, A.L., Rehmann, N., Torgersen, T., Rundberget, T., Keogh, M., …, Miles, C.O. (2006). Identification of fatty acid esters of pectenotoxin-2 seco acid in blue mussels (mytilus edulis) from Ireland. Journal of Agricultural and Food Chemistry, 54(15), 5672-5678.
Date
2006
Publisher
American Chemical Society