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首页> 外文期刊>Environmental Science & Technology >Mussels Increase Xenobiotic (Azaspiracid) Toxicity Using a Unique Bioconversion Mechanism
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Mussels Increase Xenobiotic (Azaspiracid) Toxicity Using a Unique Bioconversion Mechanism

机译：贻贝使用独特的生物转化机制增加异种生物（氮杂螺菌酸）的毒性

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摘要

Azaspiracid Poisoning (AZP) is a human toxic syndrome which is associated with the consumption of bivalve shellfish. Unlike other shellfish, mussels contain a large array of azaspiracid analogs, many of which are suspected bioconversion products. These studies were conducted to elucidate the metabolic pathways of azaspiracid (AZAl) in the blue mussel (Mytilus edulis) and revealed that the main biotransformation product was the more toxic demethyl analog, AZA3. To elucidate the mechanism of this C-demethylation, an unprecedented xenobiotic bioconversion step in shellfish, AZAl was fed to mussels that contained no detectable azaspiracids. Triple quadrupole mass spectrometry (MS) and high resolution Orbi-trap MS were used to determine the uptake of AZAl and the toxin profiles in three tissue compartments of mussels. The second most abundant bioconversion product was identified as AZA17, a carboxyl analog of AZA3, which is a key intermediate in the formation of AZA3. Also, two pairs of isomeric hydroxyl analogs, AZA4/AZA5 and AZA7/AZA8, have been confirmed as bioconversion products for the first time. Ultra high resolution (100 k) MS studies showed that the most probable structural assignment for AZA17 is 22-carboxy-AZA3 and a mechanism for its facile decarboxylation to form AZA3 has been proposed.
机译：氮杂螺菌酸中毒（AZP）是一种人类毒性综合症，与食用双壳贝类有关。与其他贝类不同，贻贝含有大量的氮杂螺菌酸类似物，其中许多被怀疑是生物转化产物。进行这些研究是为了阐明蓝贻贝（Mytilus edulis）中的氮杂螺菌酸（AZAl）的代谢途径，并揭示了主要的生物转化产物是毒性更高的脱甲基类似物AZA3。为了阐明这种C-去甲基化的机制，这是贝类动物前所未有的异种生物转化步骤，将AZA1喂入不含有可检测的氮杂螺菌酸的贻贝。三重四极杆质谱（MS）和高分辨率Orbi-trap MS用于确定贻贝的三个组织隔室中AZAl的摄取和毒素谱。第二个最丰富的生物转化产物被确定为AZA17，它是AZA3的羧基类似物，是AZA3形成的关键中间体。同样，首次证实了两对异构的羟基类似物AZA4 / AZA5和AZA7 / AZA8作为生物转化产物。超高分辨率（100 k）MS研究表明，AZA17的最可能的结构分配是22-羧基-AZA3，并且已经提出了其易于脱羧形成AZA3的机理。

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  • 来源
    《Environmental Science & Technology》 |2011年第7期|p.3102-3108|共7页
  • 作者

    Daniel ODriscoll; Zuzana Skrabakova; John OHalloran; Frank N. A. M. van Pelt; Kevin J. James;

  • 作者单位

    PROTEOBIO (Mass Spectrometry Centre), Cork Institute of Technology, Bishopstown, Cork, Ireland;

    PROTEOBIO (Mass Spectrometry Centre), Cork Institute of Technology, Bishopstown, Cork, Ireland,Environmental Research Institute, University College Cork, Lee Road, Cork, Ireland;

    Environmental Research Institute, University College Cork, Lee Road, Cork, Ireland,School of Biological, Earth and Environmental Sciences, Enterprise Centre, Distillery Fields, University College Cork, Ireland;

    Environmental Research Institute, University College Cork, Lee Road, Cork, Ireland,Department of Pharmacology and Therapeutics, University College Cork, Cork, Ireland;

    Environmental Research Institute, University College Cork, Lee Road, Cork, Ireland;

  • 收录信息 美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
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