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Biodegradation of the Insecticide Flonicamid by Alcaligenes faecalis CGMCC 17553 via Hydrolysis and Hydration Pathways Mediated by Nitrilase.

Authors
  • Yang, Wen-Long1
  • Guo, Lei-Lei1
  • Dai, Zhi-Ling1
  • Qin, Ruo-Chen1
  • Zhao, Yun-Xiu1
  • Dai, Yi-Jun1
  • 1 Jiangsu Key Laboratory for Microbes and Functional Genomics, Jiangsu Engineering and Technology Research Center for Industrialization of Microbial Resources, College of Life Science , Nanjing Normal University , Nanjing 210023 , People's Republic of China. , (China)
Type
Published Article
Journal
Journal of Agricultural and Food Chemistry
Publisher
American Chemical Society
Publication Date
Sep 11, 2019
Volume
67
Issue
36
Pages
10032–10041
Identifiers
DOI: 10.1021/acs.jafc.9b04245
PMID: 31419121
Source
Medline
Keywords
Language
English
License
Unknown

Abstract

Flonicamid (N-cyanomethyl-4-trifluoromethylnicotinamide, FLO), a novel selective systemic pyridinecarboxamide insecticide, effectively controls hemipterous pests. However, microbial degradation of flonicamid, along with the enzymatic mechanism, has not been studied. Here, bacterial isolate PG13, which converts flonicamid into 4-(trifluoromethyl)nicotinol glycine (TFNG) and N-(4-trifluoromethylnicotinoyl)glycinamide (TFNG-AM), was isolated and identified as Alcaligenes faecalis CGMCC 17553. The genome of CGMCC 17553 contained five nitrilases but no nitrile hydratase, and recombinant Escherichia coli strains harboring CGMCC 17553 nitrilase gene nitA or nitD acquired the ability to degrade flonicamid. Purified NitA catalyzed flonicamid into both TFNG and TFNG-AM, indicating dual functionality, while NitD could only produce TFNG-AM. Three-dimensional homology modeling revealed that aromatic amino acid residues in the catalytic pocket affected nitrilase activity. These findings further our understanding of the enzymatic mechanism of flonicamid metabolism in the environment and may help develop a potential bioremediation agent for the elimination of flonicamid contamination.

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