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February 17, 2022Environmental Science & Technology66 citations

Formation and Cytotoxicity of Halophenylacetamides: A New Group of Nitrogenous Aromatic Halogenated Disinfection Byproducts in Drinking Water

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SHShaoyang HuHKHan Yeong KawLZLizhong Zhu

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Abstract

, occurrence frequencies, and concentrations in authentic drinking water were investigated, and a quantitative structure-activity relationship (QSAR) model was developed based on the acquired cytotoxicity data. The results demonstrated that HPAcAms could be formed from phenylalanine in chlorination via electrophilic substitution, decarboxylation, hydrochloric acid elimination, and hydrolysis. The HPAcAm yields from phenylalanine were significantly affected by contact time, pH, chlorine dose, and temperature. Nine HPAcAms with concentrations in the range of 0.02-1.54 ng/L were detected in authentic drinking water samples. Most tested HPAcAms showed significantly higher cytotoxicity compared with dichloroacetamide, which is the most abundant aliphatic haloacetamide DBP. The QSAR model demonstrated that the cellular uptake efficiency and the polarized distributions of electrons of HPAcAms play essential roles in their cytotoxicity mechanisms.

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Hu et al. (2022) studied this question.

synapsesocial.com/papers/6a04ab58e2067e389859193ahttps://doi.org/10.1021/acs.est.1c08419
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