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Hydrolysis Kinetics of a Novel 3,4-Dichloroisothiazole Plant-Activator Candidate LY5-24-2 by UPLC-Q-TOF

Abstract

Hydrolysis characteristics of a novel 3,4-dichloroisothiazole based fungicide with activating plant defense responses as a candidate plant-activator LY5-24-2 were investigated under different conditions (pH and temperature) using ultra-performance liquid chromatography (UPLC) and quadrupole Time-of-Flight (Q-TOF). The hydrolysis case complied with the first-order kinetic model, with half-lives ranging from 4.8 h to 3.2 days at pH 4, 7, 9 and temperature at 25 and 50℃. One of the hydrolysis metabolite 3,4-dichloroisothiazole-5-carboxylic acid (metabolite 1, M1) was determined and quantified using authentic standard. The other hydrolysate 3-chloro-5-(trifluoromethyl) pyridin-2-amine (metabolite 2, M2) was determined and identified according to accurate mass information, fragmentation patterns and principle component analysis (PCA). By utilizing high-resolution mass spectrometry and multivariate statistical analysis, hydrolysis dynamic of the metabolites was characterized and figured out. This research provided a non-target screening method to analyze hydrolysis metabolites of a new plant-activator and to find its degradation products in aqueous solution.

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Acknowledgements

This work was funded in part by the National Natural Science Foundation of China (No. 31872007), the International Science & Technology Cooperation Program of China (No. 2014DFR41030) and the Tianjin Development Program for Innovation and Entrepreneurship (Tianjin Talent 2019-11-6).

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Correspondence to Lijun Han, Hanzhong Xie or Zhijin Fan.

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Song, S., Qiao, C., Han, L. et al. Hydrolysis Kinetics of a Novel 3,4-Dichloroisothiazole Plant-Activator Candidate LY5-24-2 by UPLC-Q-TOF. Bull Environ Contam Toxicol 106, 1009–1016 (2021). https://doi.org/10.1007/s00128-021-03204-9

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Keywords

  • Hydrolysis
  • Plant activator
  • UPLC-Q-TOF
  • Non-target analysis