Comparison of the binding interactions of 4-hydroxyphenylpyruvate dioxygenase inhibitor herbicides with humic acid: Insights from multispectroscopic techniques, DFT and 2D-COS-FTIR

Panpan Chen; Mengchen Shi; Xina Liu; Xiaoyu Wang; Mengling Fang; Zhuorui Guo; Xiangwei Wu; Yi Wang

Ecotoxicology and Environmental Safety (Jul 2022)

Comparison of the binding interactions of 4-hydroxyphenylpyruvate dioxygenase inhibitor herbicides with humic acid: Insights from multispectroscopic techniques, DFT and 2D-COS-FTIR

Panpan Chen,
Mengchen Shi,
Xina Liu,
Xiaoyu Wang,
Mengling Fang,
Zhuorui Guo,
Xiangwei Wu,
Yi Wang

Affiliations

Panpan Chen: Anhui Provincial Key Laboratory of Quality and Safety of Agricultural Products, College of Resources and Environment, Anhui Agricultural University, Hefei 230036, China
Mengchen Shi: Anhui Provincial Key Laboratory of Quality and Safety of Agricultural Products, College of Resources and Environment, Anhui Agricultural University, Hefei 230036, China
Xina Liu: Anhui Provincial Key Laboratory of Quality and Safety of Agricultural Products, College of Resources and Environment, Anhui Agricultural University, Hefei 230036, China
Xiaoyu Wang: Anhui Provincial Key Laboratory of Quality and Safety of Agricultural Products, College of Resources and Environment, Anhui Agricultural University, Hefei 230036, China
Mengling Fang: Anhui Provincial Key Laboratory of Quality and Safety of Agricultural Products, College of Resources and Environment, Anhui Agricultural University, Hefei 230036, China
Zhuorui Guo: Anhui Provincial Key Laboratory of Quality and Safety of Agricultural Products, College of Resources and Environment, Anhui Agricultural University, Hefei 230036, China
Xiangwei Wu: Anhui Provincial Key Laboratory of Quality and Safety of Agricultural Products, College of Resources and Environment, Anhui Agricultural University, Hefei 230036, China
Yi Wang: Anhui Provincial Key Laboratory of Quality and Safety of Agricultural Products, College of Resources and Environment, Anhui Agricultural University, Hefei 230036, China; Department of Entomology and Nematology and UCD Comprehensive Cancer Center, University of California, Davis, CA 95616, USA; Corresponding author at: Anhui Provincial Key Laboratory of Quality and Safety of Agricultural Products, College of Resources and Environment, Anhui Agricultural University, Hefei 230036, China.

Journal volume & issue: Vol. 239
p. 113699

Abstract

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4-Hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor is one of the important herbicides to solve the problem of weed control. With the widespread and continued use of HPPD inhibitor (HPPDi) herbicides, it may inevitably put pressure on the environment. Humic acid (HA) can effectively interact with pesticides through sorption or covalent bond formation and promote the degradation of pesticides, which can reduce the risk of pesticides in the environment. In the present study, the interactions of four HPPDi herbicides (sulcotrione, tembotrione, topramezone and mesotrione) with HA were reported and comparative assessment of the binding using multispectral technology, density functional theory (DFT) calculation and two-dimensional correlation spectroscopy (2D-COS). Time-resolved measurements and the Stern-Volmer constant at different temperature verified that HPPDi can bind with HA through the static quenching mechanism. From the thermodynamic parameters, the interaction force between HA and sulcotrione, tembotrione, topramezone and mesotrione was provided by electrostatic force. DFT, binding constant and three-dimensional (3D) fluorescence peak variation all indicated that the order of the binding ability of the four HPPDi and HA was mesotrione > tembotrione > sulcotrione > topramezone. According to dynamic light scattering (DLS), pH 7 is most conducive to the formation of HA-HPPDi complexes. Fourier transform infrared spectroscopy (FTIR) and 2D-COS showed that HA combined with HPPDi through aromatic C-H, CO and C-X, and the first binding group to HA was almost all CO. Sulcotrione, tembotrione, topramezone and mesotrione quench the endogenous fluorescence of HA by a static quenching mechanism and bind to HA through electrostatic interaction to form a complex. These results provide important insights into the combination of environmental pollutants with HA.

Published in Ecotoxicology and Environmental Safety

ISSN: 0147-6513 (Print); 1090-2414 (Online)
Publisher: Elsevier
Country of publisher: United States
LCC subjects: Technology: Environmental technology. Sanitary engineering: Environmental pollution; Geography. Anthropology. Recreation: Environmental sciences
Website: https://www.journals.elsevier.com/ecotoxicology-and-environmental-safety

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