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Degradation of the novel herbicide ZJ0273 by Amycolatopsis sp. M3-1 isolated from soil

  • Environmental biotechnology
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Abstract

ZJ0273, propyl 4-(2-(4,6-dimethoxypyrimidin-2-yloxy) benzylamino) benzoate, is a novel and broad-spectrum herbicide. In this study, 15 bacteria capable of utilizing ZJ0273 as the sole carbon source were isolated from soil. One of the isolates belonged to the family Amycolatopsis and was designated to Amycolatopsis sp. M3-1; at 30°C and pH 7.0, degradation rate of ZJ0273 could reach at 59.3% and 68.5% in 25 days and 60 days, respectively. Furthermore, six metabolites (M1–M6) during the degradation of ZJ0273 by Amycolatopsis sp. M3-1 were identified by a combination with multi-position 14C-labeled compounds (B-ZJ0273 and C-ZJ0273), chromatography, liquid scintillation spectrometer, and LC–MS, a novel pathway of ZJ0273 degradation by Amycolatopsis sp. M3-1 was proposed based on the identified metabolites and their biodegradation courses. ZJ0273 was initially hydrolyzed into M1 (4-(2-(4,6-dimethoxypyrimidin-2-yloxy) benzylamino) benzoic acid), then further oxidized into M3 (2-(4,6-dimethoxypyrimidin-2-yloxy) benzoic acid). M1 also could undergo a carbonylation into M2 (4-(2-(4,6-dimethoxypyrimidin-2-yloxy) benzamido) benzoic acid), and then its C–N and C–O bonds were cleaved to yield M3 (2-(4,6-dimethoxypyrimidin-2-yloxy) benzoic acid) and M4 (4,6-dimethoxypyrimidin-2-ol), respectively. Moreover, another two new metabolites, M5 (2-(4-hydroxy, 6-methoxypyrimidin-2-yloxy) benzoic acid) and M6 (2, 4-dihydroxy-pyrimidine) were found. M5 was formed through de-methyl of M3 and then hydrolyzed into M6.

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Acknowledgments

The research was supported by grants of the Special Fund for Agroscientific Research in the Public Interest from the Chinese Ministry of Agriculture (project no. 201103007), the National Natural Science Foundation (project no. 20977076, 21007054, 11175155, 21102011), and a project funded by the Priority Academic Program Development of Jiangsu Higher Education Institutions.

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Authors and Affiliations

  1. Institute of Nuclear Agricultural Sciences, Key Laboratory of Nuclear Agricultural Sciences of the Ministry of Agriculture, Zhejiang University, Hangzhou, 310029, China

    Zhiqiang Cai, Haiyan Wang, Wei Wang & Qingfu Ye

  2. Laboratory of Applied Microbiology, Changzhou University, Changzhou, 213164, China

    Zhiqiang Cai, Qiaoli Chen, Yucai He & Xiyue Zhao

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  1. Zhiqiang Cai
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  2. Qiaoli Chen
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  3. Haiyan Wang
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  4. Yucai He
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  5. Wei Wang
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  6. Xiyue Zhao
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  7. Qingfu Ye
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Correspondence to Zhiqiang Cai or Qingfu Ye.

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Cai, Z., Chen, Q., Wang, H. et al. Degradation of the novel herbicide ZJ0273 by Amycolatopsis sp. M3-1 isolated from soil. Appl Microbiol Biotechnol 96, 1371–1379 (2012). https://doi.org/10.1007/s00253-011-3867-1

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  • DOI: https://doi.org/10.1007/s00253-011-3867-1

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