State Key Laboratory of Pollution Control and Resource Reuse, School of the Environment, Nanjing University, Nanjing, 210023, People's Republic of China.
Environ Sci Pollut Res Int. 2014 Feb;21(3):2358-2366. doi: 10.1007/s11356-013-2161-4. Epub 2013 Sep 24.
Concentrations of aqueous-phase nonylphenol (NP), a well-known endocrine-disrupting chemical, are shown to be reduced effectively via reaction with lignin peroxidase (LiP) or horseradish peroxidase (HRP) and hydrogen peroxide. We systematically assessed their reaction efficiencies at varying conditions, and the results have confirmed that the catalytic performance of LiP toward NP was more efficient than that of HRP under experimental conditions. Mass spectrum analysis demonstrated that polymerization through radical-radical coupling mechanism was the pathway leading to NP transformation. Our molecular modeling with the assistance of ab initio suggested the coupling of NP likely proceeded via covalent bonding between two NP radicals at their unsubstituted carbons in phenolic rings. Data from acute immobilization tests with Daphnia confirm that NP toxicity is effectively eliminated by LiP/HRP-catalyzed NP removal. The findings in this study provide useful information for understanding LiP/HRP-mediated NP reactions, and comparison of enzymatic performance can present their advantages for up-scale applications in water/wastewater treatment.
水溶液中壬基酚（NP）的浓度通过与木质素过氧化物酶（LiP）或辣根过氧化物酶（HRP）和过氧化氢反应，被证明能有效地降低。我们系统地评估了它们在不同条件下的反应效率，结果证实，在实验条件下，LiP 对 NP 的催化性能比 HRP 更有效。质谱分析表明，通过自由基-自由基偶联机制聚合是非酚类物质转化的途径。我们在从头算的协助下进行的分子建模表明，NP 的偶联可能是通过其酚环中未取代碳原子上的两个 NP 自由基之间的共价键进行的。用大型蚤进行的急性固定化试验的数据证实，LiP/HRP 催化的 NP 去除有效地消除了 NP 的毒性。本研究的结果为理解 LiP/HRP 介导的 NP 反应提供了有用的信息，并且酶性能的比较可以为其在水/废水处理中的大规模应用提供优势。
