Binding interactions of halogenated bisphenol A with mouse PPAR alpha: In vitro investigation and molecular dynamics simulation

文献类型： 外文期刊

第一作者： Zhang, Jie

作者： Zhang, Jie;Li, Tiezhu;Wang, Tuoyi;Li, Zhuolin;Wang, Yongzhi;Wang, Yongjun;Guan, Tianzhu;Zhang, Tiehua;Yu, Hansong

作者机构：

关键词： Fluorescence polarization;Electrostatic potential;Molecular docking;Halogenated bisphenol A;Peroxisome proliferator-activated receptor alpha

期刊名称：TOXICOLOGY LETTERS （ 影响因子：4.372； 五年影响因子：4.372 ）

ISSN： 0378-4274

年卷期： 2018 年 283 卷

页码：

收录情况： SCI

摘要： The binding of bisphenol A (BPA) and its halogenated derivatives (halogenated BPAs) to mouse peroxisome proliferator-activated receptor alpha ligand binding domain (mPPAR alpha-LBD) was examined by a combination of in vitro investigation and in silico simulation. Fluorescence polarization (FP) assay showed that halogenated BPAs could bind to mPPAR alpha-LBD* as the affinity ligands. The calculated electrostatic potential (ESP) illustrated the different charge distributions of halogenated BPAs with altered halogenation patterns. As electron-attracting substituents, halogens decrease the positive electrostatic potential and thereby have a significant influence on the electrostatic interactions of halogenated BPAs with mPPAR alpha-LBD*. The docking results elucidated that hydrophobic and hydrogen-bonding interactions may also contribute to stabilize the binding of the halogenated BPAs to their receptor molecule. Comparison of the calculated binding energies with the experimentally determined affinities yielded a good correlation (R-2 = 0.6659) that could provide a rational basis for designing environmentally benign chemicals with reduced toxicities. This work can potentially be used for preliminary screening of halogenated BPAs.

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