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Trophic dynamics of hexabromocyclododecane diastereomers and enantiomers in fish in a laboratory feeding study

Authors

  • Xiao-Jun Luo,

    Corresponding author
    • State Key Laboratory of Organic Geochemistry, Guangzhou Institute of Geochemistry, Chinese Academy of Sciences, Guangzhou, China
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  • Wei Ruan,

    1. State Key Laboratory of Organic Geochemistry, Guangzhou Institute of Geochemistry, Chinese Academy of Sciences, Guangzhou, China
    2. University of Chinese Academy of Sciences, Beijing, China
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  • Yan-Hong Zeng,

    1. State Key Laboratory of Organic Geochemistry, Guangzhou Institute of Geochemistry, Chinese Academy of Sciences, Guangzhou, China
    2. University of Chinese Academy of Sciences, Beijing, China
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  • Hong-Ying Liu,

    1. College of Chemistry and Chemical Engineering, Hubei University, Wuhan, China
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  • She-Jun Chen,

    1. State Key Laboratory of Organic Geochemistry, Guangzhou Institute of Geochemistry, Chinese Academy of Sciences, Guangzhou, China
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  • Jiang-Ping Wu,

    1. State Key Laboratory of Organic Geochemistry, Guangzhou Institute of Geochemistry, Chinese Academy of Sciences, Guangzhou, China
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  • Bi-Xian Mai

    1. State Key Laboratory of Organic Geochemistry, Guangzhou Institute of Geochemistry, Chinese Academy of Sciences, Guangzhou, China
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Address correspondence to luoxiaoj@gig.ac.cn.

Abstract

The laboratory trophic transfer of hexabromocyclododecanes (HBCDs) was studied using predatory (oscar) fish and a prey species (tiger barb) exposed to a technical HBCD. Gut absorption, dynamic changes of diastereomer pattern and enantiomer fractions, and potential metabolism of HBCDs were examined. Compared with β- or γ-HBCD, α-HBCD showed lower absorption efficiency in the gut of oscar fish. A predominance of γ-HBCD was observed in the tiger barb after 5 d HBCD-exposed and oscar feeding on the tiger barb for 16 d. After 20 d of depuration, 41.1% γ-HBCD and 42.7% β-HBCD disappeared, and α-HBCD exceeded the initial amount. The transformation from γ-HBCD predominance in the food to α-HBCD predominance in the oscar was attributed mainly to the isomerization of γ-HBCD (at least 3% and up to 22.7%) to α-HBCD. Selective enrichment of the (+) α- and (−) β-enantiomers and no enantioselective enrichment of γ-HBCD were observed in the tiger barbs. No enantioselective uptake of the 3 diasteromers was found in the oscar gut. The enantiomer fractions of α- and γ-diastereomers were significantly higher, but that of β-diastereomer were significantly lower in the oscars than in the tiger barbs, indicating enantioselective metabolism of the 3 diastereomers. Two HBCD monohydroxylated metabolites were detected in the 2 fish species, but their composition patterns differed, indicating a species-specific metabolism of HBCD in the studied fish species. Environ Toxicol Chem 2013;32:2565–2570. © 2013 SETAC

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