title: In vitro and in silico investigations of the binding interactions between chlorophenols and trypsin.
abstract: Being the first-degree toxic pollutants, chlorophenols (CP) have potential carcinogenic and mutagenic activity and toxicity. Since there still lacks studies on molecular interactions of chlorophenols with trypsin, one major binding target of many exogenous environmental pollutants, the binding interactions between five chlorophenols, 2-CP, 2,6-DCP, 2,4,6-TCP, 2,4,6-TCP, 2,3,4,6-TCP and PCP and trypsin were characterized by the combination of multispectroscopic techniques and molecular modeling. The chlorophenols bind at the one main site of trypsin and the binding induces the changes of microenvironment and global conformations of trypsin. Different number of chloride atoms significantly affects the binding and the binding constants KA ranks as KA (2-CP) < KA (2,6-DCP) ≈ KA (2,4,6-TCP) < KA (2,3,4,6-TCP) < KA (PCP). These chlorophenols interacts with trypsin mainly through hydrophobic interactions and via hydrogen bonding interactions and aromatic-aromatic π-π stacking interaction. Our results offer insights into the binding mechanism of chlorophenols with trypsin and provide important information for possible toxicity risk of chlorophenols to human health.
authors: Jiangsu Provincial Key Laboratory of Coastal Wetland Bioresources and Environmental Protection, Yancheng City 224002, Jiangsu Province, People's Republic of China; Institute of Applied Chemistry and Environmental Engineering, Yancheng Teachers University, Yancheng City 224002, Jiangsu Province, People's Republic of China. Electronic address: wyqing76@126.com.
authors: Yan-Qing
authors: YQ
authors: Wang
authors: Institute of Applied Chemistry and Environmental Engineering, Yancheng Teachers University, Yancheng City 224002, Jiangsu Province, People's Republic of China.
authors: Chun-Yun
authors: CY
authors: Tan
authors: Institute of Environmental Science, College of Environmental and Resource Science, Zhejiang University, Hangzhou 310058, People's Republic of China.
authors: Shu-Lin
authors: SL
authors: Zhuang
authors: Institute of Applied Chemistry and Environmental Engineering, Yancheng Teachers University, Yancheng City 224002, Jiangsu Province, People's Republic of China.
authors: Peng-Zhan
authors: PZ
authors: Zhai
authors: Institute of Applied Chemistry and Environmental Engineering, Yancheng Teachers University, Yancheng City 224002, Jiangsu Province, People's Republic of China.
authors: Yun
authors: Y
authors: Cui
authors: Institute of Applied Chemistry and Environmental Engineering, Yancheng Teachers University, Yancheng City 224002, Jiangsu Province, People's Republic of China.
authors: Qiu-Hua
authors: QH
authors: Zhou
authors: Institute of Applied Chemistry and Environmental Engineering, Yancheng Teachers University, Yancheng City 224002, Jiangsu Province, People's Republic of China.
authors: Hong-Mei
authors: HM
authors: Zhang
authors: Jiangsu Provincial Key Laboratory of Coastal Wetland Bioresources and Environmental Protection, Yancheng City 224002, Jiangsu Province, People's Republic of China; Institute of Applied Chemistry and Environmental Engineering, Yancheng Teachers University, Yancheng City 224002, Jiangsu Province, People's Republic of China.
authors: Zhenghao
authors: Z
authors: Fei
mesh_terms: D002733:Chlorophenols / Q000737:chemistry*; D003198:Computer Simulation; D006860:Hydrogen Bonding; D057927:Hydrophobic and Hydrophilic Interactions; D008958:Models, Molecular; D014357:Trypsin / Q000737:chemistry*
chemical_list: D002733:Chlorophenols; D014357:Trypsin
keywords: Binding interaction; Chlorophenols; Molecule modeling; Spectroscopy; Trypsin