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      Identification of fatty acid esters of pectenotoxin-2 seco acid in blue mussels (mytilus edulis) from Ireland

      Wilkins, Alistair L.; Rehmann, Nils; Torgersen, Trine; Rundberget, Thomas; Keogh, Myra; Petersen, Dirk; Hess, Philipp; Rise, Frode; Frode, Christopher O.
      DOI
       10.1021/jf060396j
      Link
       pubs.acs.org
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      Citation
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      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.
      Permanent Research Commons link: https://hdl.handle.net/10289/5933
      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.
      Date
      2006
      Type
      Journal Article
      Publisher
      American Chemical Society
      Collections
      • Science and Engineering Papers [3124]
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