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[PMID]: | 28951041 |
[Au] Autor: | Chen Y; Lin K; Chen D; Wang K; Zhou W; Wu Y; Huang X |
[Ad] Endereço: | State Key Laboratory of Marine Environmental Science, Key Laboratory of the Ministry of Education for Coastal and Wetland Ecosystem, College of the Environment and Ecology, Xiamen University, Xiamen 361102, China; College of Environment, Zhejiang University of Technology, Hangzhou 310032, China. |
[Ti] Título: | Formation of environmentally relevant polyhalogenated carbazoles from chloroperoxidase-catalyzed halogenation of carbazole. |
[So] Source: | Environ Pollut;232:264-273, 2018 Jan. | [Is] ISSN: | 1873-6424 |
[Cp] País de publicação: | England |
[La] Idioma: | eng |
[Ab] Resumo: | Polyhalogenated carbazoles (PHCs) are a class of emerging organic contaminants that have received increasing concern due to their widespread distribution and dioxin-like toxicity. Although previous studies have suggested possible natural sources of PHCs in the environment, the formation pathways are poorly understood. Here we explored the production of PHCs from halogenation of carbazole in the presence of Br and/or Cl under the catalysis of chloroperoxidase (CPO) isolated from the marine fungus Caldariomyces fumago. Overall, a total of 25 congeners including mono-to tetra-substituted chlorinated, brominated, and mixed halogenated carbazoles (with substitution patterns of -BrCl, -BrCl , -BrCl , -Br Cl, -Br Cl , and -Br Cl) were produced from the reactions under various conditions. The PHC product profiles were apparently dependent on the halide concentrations. In the CPO-mediated chlorination of carbazole, 3-mono- and 3,6-dichlorocarbazoles predominated in the formation products. In addition to the less abundant mixed halogenated carbazoles (-Br Cl), 1,3,6-tri- and 1,3,6,8-tetrabromocarbazoles were the dominant products in reactions containing both Br and Cl . The CPO-catalyzed halogenation of carbazole could take place in pH 3-7, but the formation products were pH dependent. Results of this study suggest that CPO-catalyzed halogenation of carbazole may play an important role in the natural formation of PHCs. |
[Mh] Termos MeSH primário: |
Carbazóis/química Cloreto Peroxidase/química Modelos Químicos
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[Mh] Termos MeSH secundário: |
Carbazóis/toxicidade Catálise Dioxinas Meio Ambiente Halogenação Bifenilos Policlorados Dibenzodioxinas Policloradas
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[Pt] Tipo de publicação: | JOURNAL ARTICLE |
[Nm] Nome de substância:
| 0 (Carbazoles); 0 (Dioxins); 0 (Polychlorinated Dibenzodioxins); 0P2197HHHN (carbazole); DFC2HB4I0K (Polychlorinated Biphenyls); EC 1.11.1.10 (Chloride Peroxidase) |
[Em] Mês de entrada: | 1801 |
[Cu] Atualização por classe: | 180119 |
[Lr] Data última revisão:
| 180119 |
[Sb] Subgrupo de revista: | IM |
[Da] Data de entrada para processamento: | 170928 |
[St] Status: | MEDLINE |
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