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Selective Extraction and Purification of Azaspiracids from Blue Mussels (Mytilus edulis) Using Boric Acid Gel
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2018-03-04 00:00:00 , DOI: 10.1021/acs.jafc.8b00346
Christopher O. Miles 1, 2 , Jane Kilcoyne 3 , Pearse McCarron 2 , Sabrina D. Giddings 2 , Thor Waaler 1 , Thomas Rundberget 1, 4 , Ingunn A. Samdal 1 , Kjersti E. Løvberg 1
Affiliation  

Azaspiracids belong to a family of more than 50 polyether toxins originating from marine dinoflagellates such as Azadinium spinosum. All of the azaspiracids reported thus far contain a 21,22-dihydroxy group. Boric acid gel can bind selectively to compounds containing vic-diols or α-hydroxycarboxylic acids via formation of reversible boronate complexes. Here we report use of the gel to selectively capture and release azaspiracids from extracts of blue mussels. Analysis of the extracts and fractions by liquid chromatography–tandem mass spectrometry (LC–MS) showed that this procedure resulted in an excellent cleanup of the azaspiracids in the extract. Analysis by enzyme-linked immunoasorbent assay (ELISA) and LC–MS indicated that most azaspiracid analogues were recovered in good yield by this procedure. The capacity of boric acid gel for azaspiracids was at least 50 μg/g, making this procedure suitable for use in the early stages of preparative purification of azaspiracids. In addition to its potential for concentration of dilute samples, the extensive cleanup provided by boric acid gel fractionation of azaspiracids in mussel samples almost eliminated matrix effects during subsequent LC–MS and could be expected to reduce matrix effects during ELISA analysis. The method may therefore prove useful for quantitative analysis of azaspiracids as part of monitoring programs. Although LC–MS data showed that okadaic acid analogues also bound to the gel, this was much less efficient than for azaspiracids under the conditions used. The boric acid gel methodology is potentially applicable to other important groups of natural toxins containing diols including ciguatoxins, palytoxins, pectenotoxins, tetrodotoxin, trichothecenes, and toxin glycosides.

中文翻译:

选择性提取和Azaspiracids的分离纯化紫贻贝(贻贝)使用硼酸凝胶

氮杂螺菌酸属于50多种源自海洋鞭毛鞭毛藻的聚醚毒素,如棘孢阿扎迪姆(Azadinium spinosum)。迄今报道的所有氮杂螺菌酸均含有21,22-二羟基基团。硼酸凝胶可选择性结合含vic的化合物-二醇或α-羟基羧酸通过可逆的硼酸酯络合物的形成。在这里,我们报道了使用该凝胶从蓝贻贝的提取物中选择性捕获并释放氮杂螺菌酸的情况。通过液相色谱-串联质谱分析法(LC-MS)对提取物和馏分进行分析,结果表明该方法可对提取物中的氮杂螺菌酸进行出色的净化。通过酶联免疫吸附测定(ELISA)和LC-MS进行的分析表明,通过该方法可回收到大多数氮杂螺菌酸类似物,收率很高。硼酸凝胶对氮杂螺菌酸的容量至少为50μg/ g,使该程序适用于氮杂螺菌酸制备纯化的早期阶段。除了具有稀释样品浓度的潜力外,贻贝样品中氮杂螺菌酸的硼酸凝胶分级分离提供的广泛净化作用几乎消除了后续LC-MS过程中的基质效应,并且有望降低ELISA分析过程中的基质效应。因此,作为监测程序的一部分,该方法可能对定量分析氮杂螺菌酸有用。尽管LC-MS数据显示,冈田酸类似物也能与凝胶结合,但在所用条件下,其效率远低于氮杂阿司匹酸。硼酸凝胶法可能适用于含二醇的其他重要的天然毒素组,包括雪茄毒素,古毒素,果胶毒素,河豚毒素,曲霉毒素和毒素糖苷。因此,作为监测程序的一部分,该方法可能对定量分析氮杂螺菌酸有用。尽管LC-MS数据显示,冈田酸类似物也能与凝胶结合,但在所用条件下,其效率远低于氮杂阿司匹酸。硼酸凝胶法可能适用于含二醇的其他重要的天然毒素组,包括雪茄毒素,古毒素,果胶毒素,河豚毒素,曲霉毒素和毒素糖苷。因此,作为监测程序的一部分,该方法可能对定量分析氮杂螺菌酸有用。尽管LC-MS数据显示,冈田酸类似物也能与凝胶结合,但在所用条件下,其效率远低于氮杂阿司匹酸。硼酸凝胶法可能适用于含二醇的其他重要的天然毒素组,包括雪茄毒素,古毒素,果胶毒素,河豚毒素,曲霉毒素和毒素糖苷。
更新日期:2018-03-04
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