title: Understanding ligninase-mediated reactions of endocrine disrupting chemicals in water: reaction rates and quantitative structure-activity relationships.
abstract: We have verified in our previous work that lignin peroxidase (LiP) mediates effective removal of selected natural and synthetic estrogens. The efficiency of these reactions was greatly enhanced in the presence of veratryl alcohol (VA), a chemical that is produced along with LiP by certain white rot fungi, for example, Phanerochaete chrysosporium. In this study, we systematically evaluated the kinetic behaviors of LiP-mediated reactions for six endocrine disrupting compounds (EDCs), that is, steroid estrogens and their structural analogs, in both the presence and absence of VA. Resulting kinetic parameters were then correlated with structural features of LiP/substrate binding complexes, as quantified using molecular simulation, to create quantitative structure-activity relationship (QSAR) equations. These equations suggest that binding distance between a substrate's phenolic proton and δN of HIS47's imidazole ring plays an important role in modulating substrate reactivity toward LiP in both the presence and absence of VA. This information provides insight into an important enzymatic reaction process that occurs in the natural environment affecting EDC transformation, a process that may be used in engineered systems to achieve EDC removal from water.
authors.affiliation: State Key Laboratory of Pollution Control and Resource Reuse, School of the Environment, Nanjing University, Nanjing 210093, PR China.
authors.forename: Liang
authors.initials: L
authors.lastname: Mao
authors.forename: Lisa M
authors.initials: LM
authors.lastname: Colosi
authors.forename: Shixiang
authors.initials: S
authors.lastname: Gao
authors.forename: Qingguo
authors.initials: Q
authors.lastname: Huang
mesh_terms: D001673:Biodegradation, Environmental; D002851:Chromatography, High Pressure Liquid; D052244:Endocrine Disruptors / Q000737:chemistry / Q000378:metabolism*; D007700:Kinetics; D056004:Molecular Dynamics Simulation; D010544:Peroxidases / Q000737:chemistry / Q000378:metabolism*; D011485:Protein Binding; D021281:Quantitative Structure-Activity Relationship
chemical_list: D052244:Endocrine Disruptors; D010544:Peroxidases; C042858:lignin peroxidase