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Current Microbiology

, Volume 62, Issue 4, pp 1294–1301 | Cite as

Identification of the Biochemical Degradation Pathway of Triazophos and its Intermediate in Diaphorobacter sp. TPD-1

  • Chengli Yang
  • Rong Li
  • Yao Song
  • Kai Chen
  • Shunpeng Li
  • Jiandong Jiang
Article

Abstract

Triazophos is one of the most widely used organophosphorus insecticides usually detectable in the environment. A bacterial strain, Diaphorobacter sp. TPD-1, capable of using triazophos and its intermediate, 1-phenyl-3-hydroxy-1,2,4-triazole (PHT), as its sole carbon sources for growth was isolated from a triazophos-contaminated soil in China. This strain could completely degrade 50 mg l−1 triazophos and PHT to non-detectable level in 24 and 56 h, respectively. During PHT degradation, three metabolites were detected and identified based on tandem mass spectrometry (MS/MS) analysis. Using this information, a biochemical degradation pathway of triazophos by Diaphorobacter sp. TPD-1 was proposed. The first step involved in the degradation of triazophos is the hydrolysis of the P–O ester bond of triazophos to form PHT and o,o-diethyl phosphorothioic acid, then the triazol ring of PHT is subsequently cleaved to form (E)-1-formyl-2-phenyldiazene. Subsequently, (E)-1-formyl-2-phenyldiazene is transformed to 2-phenylhydrazinecarboxylic acid by adding one molecular of H2O. Finally, the carboxyl group of 2-phenylhydrazinecarboxylic acid is decarboxylated to form phenylhydrazine.

Keywords

Sole Carbon Source Phenylhydrazine Organophosphorus Insecticide Recording Spectrophotometer Triazophos 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Notes

Acknowledgments

This work was supported by grants from the Major Projects on Control and Rectification of Water Body Pollution (2009ZX07103-002), the Chinese National Natural Science Foundation (31070100), and the Key Technology R&D Program of Jiangsu Province (BE2008669).

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Copyright information

© Springer Science+Business Media, LLC 2011

Authors and Affiliations

  • Chengli Yang
    • 1
    • 2
  • Rong Li
    • 1
  • Yao Song
    • 1
  • Kai Chen
    • 1
  • Shunpeng Li
    • 1
  • Jiandong Jiang
    • 1
  1. 1.Department of Microbiology, Key Laboratory for Microbiological Engineering of Agricultural Environment of Ministry of Agriculture, College of Life SciencesNanjing Agricultural UniversityNanjingPeople’s Republic of China
  2. 2.Department of Bioengineering, School of Chemical EngineeringNanjing University of Science and TechnologyNanjingPeople’s Republic of China

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