Identification of Fatty Acid Esters of Pectenotoxin-2 Seco Acid in Blue Mussels (Mytilus edulis) from Ireland

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• 作者：Alistair L. Wilkins ; Nils Rehmann ; Trine Torgersen ; Thomas Rundberget ; Myra Keogh ; Dirk Petersen ; Philipp Hess ; Frode Rise ; and Christopher O. Miles
• 刊名：Journal of Agricultural and Food Chemistry
• 出版年：2006
• 出版时间：July 26, 2006
• 年：2006
• 卷：54
• 期：15
• 页码：Hess, Frode Rise, an
• 全文大小：150K
• 年卷期：v.54,no.15(July 26, 2006)
• ISSN：1520-5118

文摘

Pectenotoxins from marine dinoflagellates of the genus Dinophysis are rapidly hydrolyzed by manyshellfish to give pectenotoxin-2 seco acid, which isomerizes to 7-epi-pectenotoxin-2 seco acid. Threeseries of fatty acid esters of pectenotoxin-2 seco acid (PTX-2 seco acid) and 7-epi-PTX-2 seco acidwere detected by LC-MS analysis of extracts from blue mussels (Mytilus edulis) from Ireland. Thelocations of the fatty acid ester linkages were identified by a combination of LC-MSⁿ in positive- andnegative-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-acylesters 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 thefractionated sample were, in order, the 16:0, 22:6, 14:0, 16:1, 18:4, and 20:5 fatty acids, although awide array of other PTX-2 seco acid fatty acid esters were also present at low levels.Keywords: Dinophysis; mussel; metabolism; pectenotoxin; fatty acid; ester; NMR; LC-MS