爱尔兰蓝贻贝（紫贻贝）中pectenotoxin-2 脱羧酸脂肪酸酯的鉴定。

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

作者信息

Wilkins Alistair L, Rehmann Nils, Torgersen Trine, Rundberget Thomas, Keogh Myra, Petersen Dirk, Hess Philipp, Rise Frode, Miles Christopher O

机构信息

National Veterinary Institute, P.B. 8156 Dep., 0033 Oslo, Norway.

出版信息

J Agric Food Chem. 2006 Jul 26;54(15):5672-8. doi: 10.1021/jf060396j.

DOI:10.1021/jf060396j

PMID:16848562

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.

摘要

来自鳍藻属海洋甲藻的pectenotoxins被许多贝类迅速水解，生成pectenotoxin-2海葵酸，后者异构化为7-表-pectenotoxin-2海葵酸。通过对来自爱尔兰的蓝贻贝（Mytilus edulis）提取物进行LC-MS分析，检测到了pectenotoxin-2海葵酸（PTX-2海葵酸）和7-表-PTX-2海葵酸的三个系列脂肪酸酯。通过正离子和负离子模式下的LC-MSn、酯与高碘酸钠反应产物的LC-MS分析以及两种最丰富酯衍生物的纯化样品的NMR分析相结合，确定了脂肪酸酯键的位置。PTX-2海葵酸的37-O-酰基酯最为丰富，其次是相应的11-O-酰基酯，同时伴有少量的33-O-酰基酯。分级分离样品中最丰富的脂肪酸酯依次为16:0、22:6、14:0、16:1、18:4和20:5脂肪酸，尽管也存在少量其他PTX-2海葵酸脂肪酸酯。