Comparison of the binding interactions of 4-hydroxyphenylpyruvate dioxygenase inhibitor herbicides with humic acid: Insights from multispectroscopic techniques, DFT and 2D-COS-FTIR
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 p...
| Main Authors: | , , , , , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2022-07-01
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| Series: | Ecotoxicology and Environmental Safety |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S0147651322005395 |
| _version_ | 1811257603124101120 |
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| author | Panpan Chen Mengchen Shi Xina Liu Xiaoyu Wang Mengling Fang Zhuorui Guo Xiangwei Wu Yi Wang |
| author_facet | Panpan Chen Mengchen Shi Xina Liu Xiaoyu Wang Mengling Fang Zhuorui Guo Xiangwei Wu Yi Wang |
| author_sort | Panpan Chen |
| collection | DOAJ |
| description | 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, CO and C-X, and the first binding group to HA was almost all CO. 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. |
| first_indexed | 2024-04-12T17:59:58Z |
| format | Article |
| id | doaj.art-091d389ef8e84496a182500c76ae5c00 |
| institution | Directory Open Access Journal |
| issn | 0147-6513 |
| language | English |
| last_indexed | 2024-04-12T17:59:58Z |
| publishDate | 2022-07-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Ecotoxicology and Environmental Safety |
| spelling | doaj.art-091d389ef8e84496a182500c76ae5c002022-12-22T03:22:12ZengElsevierEcotoxicology and Environmental Safety0147-65132022-07-01239113699Comparison of the binding interactions of 4-hydroxyphenylpyruvate dioxygenase inhibitor herbicides with humic acid: Insights from multispectroscopic techniques, DFT and 2D-COS-FTIRPanpan Chen0Mengchen Shi1Xina Liu2Xiaoyu Wang3Mengling Fang4Zhuorui Guo5Xiangwei Wu6Yi Wang7Anhui Provincial Key Laboratory of Quality and Safety of Agricultural Products, College of Resources and Environment, Anhui Agricultural University, Hefei 230036, ChinaAnhui Provincial Key Laboratory of Quality and Safety of Agricultural Products, College of Resources and Environment, Anhui Agricultural University, Hefei 230036, ChinaAnhui Provincial Key Laboratory of Quality and Safety of Agricultural Products, College of Resources and Environment, Anhui Agricultural University, Hefei 230036, ChinaAnhui Provincial Key Laboratory of Quality and Safety of Agricultural Products, College of Resources and Environment, Anhui Agricultural University, Hefei 230036, ChinaAnhui Provincial Key Laboratory of Quality and Safety of Agricultural Products, College of Resources and Environment, Anhui Agricultural University, Hefei 230036, ChinaAnhui Provincial Key Laboratory of Quality and Safety of Agricultural Products, College of Resources and Environment, Anhui Agricultural University, Hefei 230036, ChinaAnhui Provincial Key Laboratory of Quality and Safety of Agricultural Products, College of Resources and Environment, Anhui Agricultural University, Hefei 230036, ChinaAnhui 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.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, CO and C-X, and the first binding group to HA was almost all CO. 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.http://www.sciencedirect.com/science/article/pii/S0147651322005395HPPDi herbicidesHumic acidBinding interactions2D-COSDFT |
| spellingShingle | Panpan Chen Mengchen Shi Xina Liu Xiaoyu Wang Mengling Fang Zhuorui Guo Xiangwei Wu Yi Wang Comparison of the binding interactions of 4-hydroxyphenylpyruvate dioxygenase inhibitor herbicides with humic acid: Insights from multispectroscopic techniques, DFT and 2D-COS-FTIR Ecotoxicology and Environmental Safety HPPDi herbicides Humic acid Binding interactions 2D-COS DFT |
| title | Comparison of the binding interactions of 4-hydroxyphenylpyruvate dioxygenase inhibitor herbicides with humic acid: Insights from multispectroscopic techniques, DFT and 2D-COS-FTIR |
| title_full | Comparison of the binding interactions of 4-hydroxyphenylpyruvate dioxygenase inhibitor herbicides with humic acid: Insights from multispectroscopic techniques, DFT and 2D-COS-FTIR |
| title_fullStr | Comparison of the binding interactions of 4-hydroxyphenylpyruvate dioxygenase inhibitor herbicides with humic acid: Insights from multispectroscopic techniques, DFT and 2D-COS-FTIR |
| title_full_unstemmed | Comparison of the binding interactions of 4-hydroxyphenylpyruvate dioxygenase inhibitor herbicides with humic acid: Insights from multispectroscopic techniques, DFT and 2D-COS-FTIR |
| title_short | Comparison of the binding interactions of 4-hydroxyphenylpyruvate dioxygenase inhibitor herbicides with humic acid: Insights from multispectroscopic techniques, DFT and 2D-COS-FTIR |
| title_sort | comparison of the binding interactions of 4 hydroxyphenylpyruvate dioxygenase inhibitor herbicides with humic acid insights from multispectroscopic techniques dft and 2d cos ftir |
| topic | HPPDi herbicides Humic acid Binding interactions 2D-COS DFT |
| url | http://www.sciencedirect.com/science/article/pii/S0147651322005395 |
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