Quantitative structure-activity relationship models for predicting singlet oxygen reaction rate constants of dissociating organic compounds.
Quantitative structure-activity relationship models for predicting singlet oxygen reaction rate constants of dissociating organic compounds.
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DOI：
10.1016/j.scitotenv.2020.139498
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发表时间：
2020-05
期刊：
影响因子：
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通讯作者：
Tian T Li;Yu Huang;Gaoliang Wei;Ya-nan Zhang;Yuanhui Zhao;J. Crittenden;Chao Li
中科院分区：
文献类型：
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作者：
Tian T Li;Yu Huang;Gaoliang Wei;Ya-nan Zhang;Yuanhui Zhao;J. Crittenden;Chao Li
由于单线态氧（1 O2）在环境中普遍存在，1 O2参与的氧化可能在有机污染物的转化和归趋中起着重要作用。因此，有机物与1 O2的反应速率常数（k1 O2）对于确定有机污染物的环境归趋和持久性评价具有重要意义。然而，目前有有限的k1 O2数据可用，特别是对于具有不同电荷（去质子化/质子化）形式的有机化学品。本文建立了三个定量构效关系（QSAR）模型（一个综合模型和两个中性和去质子化分子模型），用于预测二氢呋喃解离分子的水溶性k1 O2值。该模型包括更大的数据集（180种化学品），比以前的模型具有更广泛的适用范围。分子结构特征（只有半波电位是目前在两个模型）决定1 O2反应速率的中性和去质子化的分子有很大的不同。对有机化合物在一定pH条件下的k1 O2值的预测结果表明，中性和去质子化分子的组合QSAR模型优于综合QSAR模型。这项工作是第一个研究predictk 1 O2为各种各样的中性和去质子化的分子，并提供了一个重要的工具，评估有机污染物在水环境中的命运。
As singlet oxygen (1O2) is ubiquitous in the environment,1O2-involved oxidation may play an important role in the transformation and fate of organic pollutants. Accordingly, the reaction rate constants (k1O2) of organic compounds with1O2are important to determine the environmental fate and persistence assessment of organic pollutants. However, currently there are limitedk1O2data available, especially for organic chemicals with different charged (deprotonated/protonated) forms. Herein three quantitative structure-activity relationship (QSAR) models (one comprehensive model and two models for neutral and deprotonated molecules) were created for predicting aqueousk1O2values for diversely dissociating molecules. The models include larger datasets (180 chemicals) and have wider applicability domain than previous ones. Molecular structural characteristics (only half-wave potential is present in both models) determining the1O2reaction rate of neutral and deprotonated molecules vary greatly. The comparison results of predictingk1O2values of organic compounds at certain pH conditions show that the combination of the QSAR models for neutral and deprotonated molecules has advantages over the comprehensive QSAR model. This work is the first study to predictk1O2for a wide variety of neutral and deprotonated molecules and provides an important tool for assessing the fate of organic pollutants in aquatic environments.