Alan G. MacDiarmid Institute, College of Chemistry, Jilin University, No. 2699 Qianjin Street, Changchun City, 130012, Jilin Province, PR China.
ChemistryOpen. 2020 Oct 19;9(10):1033-1045. doi: 10.1002/open.202000093. eCollection 2020 Oct.
The biodegradability of phtalic acid esters in marine and freshwater environments was characterized by their binding free energy with corresponding degrading enzymes. According to comprehensive biodegradation effects weights, the binding free energy values were converted into dimensionless efficacy coefficient using ratio normalization method. Then, considering comprehensive dual biodegradation effects value and the structural parameters of PAEs in both marine and freshwater environments, a 3D-QSAR pharmacophore model was constructed, five PAE derivatives (DBP-COOH, DBP-CHO, DBP-OH, DINP-NH, and DINP-NO) were screened out based on their environmental friendliness, functionality and stability. The prediction of biodegradation effects on five PAE derivatives by biodegradation models in marine and freshwater environment increased by 15.90 %, 15.84 %, 27.21 %, 12.33 %, and 8.32 %, and 21.57 %, 15.21 %, 20.99 %, 15.10 %, and 9.74 %, respectively. By simulating the photodegradation path of the PAE derivative molecular, it was found that DBP-OH can generate OH and provides free radicals for the photodegradation of microplastics in the environment.
邻苯二甲酸酯在海洋和淡水环境中的生物降解性可以通过与相应降解酶的结合自由能来表征。根据综合生物降解效果权重，采用比值归一化方法将结合自由能值转换为无量纲药效系数。然后，考虑海洋和淡水环境中 PAEs 的综合双重生物降解效果值和结构参数，构建了一个 3D-QSAR 药效基团模型，根据其环境友好性、功能性和稳定性筛选出了 5 种邻苯二甲酸酯衍生物（DBP-COOH、DBP-CHO、DBP-OH、DINP-NH 和 DINP-NO）。通过海洋和淡水环境中的生物降解模型对 5 种邻苯二甲酸酯衍生物的生物降解效果预测分别提高了 15.90%、15.84%、27.21%、12.33%和 8.32%，以及 21.57%、15.21%、20.99%、15.10%和 9.74%。通过模拟 PAE 衍生物分子的光降解路径，发现 DBP-OH 可以生成 OH，并为环境中微塑料的光降解提供自由基。
