<i>Mucor javanicus</i> における2,4-ジクロロ-1-ニトロベンゼンの代謝経路

  • HAFSAH Zainuddin
    Department of Agricultural Chemistry, Faculty of Agriculture, Hokkaido University Present address: Hasanuddin University
  • 田原 哲士
    Department of Agricultural Chemistry, Faculty of Agriculture, Hokkaido University
  • 水谷 純也
    Department of Agricultural Chemistry, Faculty of Agriculture, Hokkaido University

書誌事項

タイトル別名
  • Metabolic Pathways of 2, 4-Dichloro-1-nitrobenzene in <i>Mucor javanicus</i>
  • Mucor javanicusにおける2,4-ジクロロー1-ニトロベンゼンの代謝経路〔英文〕
  • Mucor javanicus ニ オケル 2 4 ジクロロ 1 ニトロベンゼ
  • Microbial Metabolism of Chlorinated Nitrobenzenes (Part 4)

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抄録

A new metabolic pathway of dichloronitrobenzenes (DCNB) through a glutathione conjugate in Mucor javanicus was established by using a radio-labeled substrate. In the fungal metabolism of 2, 4-DCNB (1) (and probably of 2, 3-DCNB as well), the substrate was initially transformed into a corresponding benzenamine (12) or a glutathione conjugate (2), and the latter was further metabolized into methylthio-, methylsulfinyl- or methylsulfonyl-substituted monochloronitrobenzene (5, 8 or 9), or similarly substituted monochlorobenzenamines (6, 10, 11) via a cysteine conjugate (3) and a corresponding benzenethiol (4). The former (3) was found to be temporarily N-acetylated in the fungus and reversively deacetylated. An unstable metabolic intermediate (4) was successfully trapped by reaction with an alkylthiosulfinate and identified unambiguously.

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