Citation: Ling-Yun MO, Wen MA, Song KONG, Li-Tang QIN, Yan-Peng LIANG, Jun-Feng DAI, Shu-Shen LIU. Study of the Binding Mode of Quaternary Ammonium Cationic Surfactant to Firefly Luciferase and the Prediction of Binary Mixture Toxicity[J]. Chinese Journal of Structural Chemistry, ;2020, 39(6): 1167-1177. doi: 10.14102/j.cnki.0254-5861.2011-2543 shu

Study of the Binding Mode of Quaternary Ammonium Cationic Surfactant to Firefly Luciferase and the Prediction of Binary Mixture Toxicity

Ling-Yun MO ^{a, b, c} ,
Wen MA ^a ,
Song KONG ^a ,
Li-Tang QIN ^{a, b, c,,} ,
Yan-Peng LIANG ^{a, b, c} ,
Jun-Feng DAI ^{a, b, c,,} ,
Shu-Shen LIU ^d

a.
College of Environmental Science and Engineering, Guilin University of Technology, Guilin 541004, China
b.
Guangxi Key Laboratory of Environmental Pollution Control Theory and Technology, Guilin University of Technology, Guilin, Guangxi 541004, China
c.
Guangxi Key Laboratory of Environmental Pollution Control Theory and Technology for Science and Education Combined with Science and Technology Innovation Base, Guilin University of Technology, Guilin 541004, China
d.
Key Laboratory of Yangtze River Water Environment, Ministry of Education, College of Environmental Science and Engineering, Tongji University, Shanghai 200092, China

Corresponding author: Li-Tang QIN, qinsar@163.com Jun-Feng DAI,
Received Date: 22 July 2019
Accepted Date: 13 November 2019

Fund Project: the National Natural Science Foundation of China 21667013the National Natural Science Foundation of China 21866010Natural Science Foundation of Guangxi Province 2018GXNSFAA281156Guilin Scientific Research and Technology Development Program 20180107-5

Figures(2)

The wide use of quaternary ammonium cationic surfactants (QACs) results in their release into the environment. Most surfactants have significant biotoxicity. However, existing toxicity data on QACs are still lacking, especially regarding the joint toxic effects of their mixtures. In computer simulation technology, molecular docking technology is commonly used for studying the mode of action of receptors docking with ligands. The research of QACs mixture interaction is relatively rare, and the binding mode of QACs is unknown. In this study, molecular docking technology was applied to explore the QAC binding mode, and the concentration addition (CA) and independent action (IA) models were applied for predicting the mixture toxicity. Firefly luciferase (FLuc) was used as a macromolecular receptor, and five typical QACs: benzalkonium bromide (BLB), tetraethylammonium bromide (TLB), N, N, N-trimethyl-1-tetradecyl ammonium bromide (CTE), tetrabutylammonium chloride (TAC), and dodecyltrimethylammonium chloride (DTC) were used as small molecule ligands. Molecular docking technology was used to investigate the binding mode of macromolecules and small molecules. The luminescence inhibitory effects of individual compounds and binary mixture on FLuc were determined by microplate toxicity assay of luciferase. The prediction of mixture toxicity was performed by CA and IA. The results showed that the relative toxicity follows: TLB < TAC < DTC < BLB < CTE. TLB and TAC showed the BS-Ⅱ binding mode, and BLB, CTE and DTC showed the BS-Ⅲ binding mode. The toxicity of compounds with binding mode BS-Ⅱ was less than that of those with BS-Ⅲ binding mode. Not all mixtures with the same binding mode could be predicted by CA model, and the IA model did not effectively predict the toxicity of mixtures with compound with different binding modes. The mixture toxicities of QACs with the same binding mode mostly presented additive and synergistic effects, while the mixture toxic effects of QACs with different binding modes presented additive or antagonistic effects.
- molecular docking,
- firefly luciferase,
- binding mode,
- CA,
- IA
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