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Oxidation of beta-lactam antibiotics by peracetic acid: Reaction kinetics, product and pathway evaluation
Zhang, Kejia1,2; Zhou, Xinyan1; Du, Penghui2,3; Zhang, Tuqiao1; Cai, Meiquan2,4; Sun, Peizhe2,5; Huang, Ching-Hua2
Source PublicationWATER RESEARCH

Peracetic acid (PAA) is a disinfection oxidant used in many industries including wastewater treatment. beta-Lactams, a group of widely prescribed antibiotics, are frequently detected in wastewater effluents and surface waters. The reaction kinetics and transformation of seven beta-lactams (cefalexin (CFX), cefadroxil (CFR), cefapirin (CFP), cephalothin (CFT), ampicillin (AMP), amoxicillin (AMX) and penicillin G (PG)) toward PM were investigated to elucidate the behavior of beta-lactams during PAA oxidation processes. The reaction follows second-order kinetics and is much faster at pH 5 and 7 than at pH 9 due to speciation of PM. Reactivity to PAA follows the order of CFR similar to CFX > AMP similar to AMX > CFT CFP similar to PG and is related to beta-lactam's nucleophilicity. The thioether sulfur of beta-lactams is attacked by PAA to generate sulfoxide products. Presence of the phenylglycinyl amino group on beta-lactams can significantly influence electron distribution and the highest occupied molecular orbital (HOMO) location and energy in ways that enhance the reactivity to PM. Reaction rate constants obtained in clean water matrix can be used to accurately model the decay of beta-lactams by PM in surface water matrix and only slightly overestimate the decay in wastewater matrix. Results of this study indicate that the oxidative transformation of beta-lactams by PM can be expected under appropriate wastewater treatment conditions. 2017 Published by Elsevier Ltd.

KeywordPeracetic Acid Penicillins Cephalosporins Emerging Contaminants Wastewater Treatment Oxidation
WOS HeadingsScience & Technology ; Technology ; Life Sciences & Biomedicine ; Physical Sciences
Indexed BySCI
WOS KeywordMunicipal Waste-water ; By-products ; Disinfection ; Pharmaceuticals ; Ozonation ; Effluent ; Removal ; Uv ; Transformation ; Decomposition
WOS Research AreaEngineering ; Environmental Sciences & Ecology ; Water Resources
WOS SubjectEngineering, Environmental ; Environmental Sciences ; Water Resources
Funding OrganizationNational Research Council of Science and Technology Major Project of China (Water Pollution Control and Treatment)(2012ZX07403-003) ; Natural Science Foundation of Zhejiang Province(LY17E080014) ; Fundamental Research Funds for the Central Universities(2016FZA4017) ; U.S. National Science Foundation(CHE-1609361)
WOS IDWOS:000410010500016
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Document Type期刊论文
Affiliation1.Zhejiang Univ, Coll Civil Engn & Architecture, Hangzhou 310058, Zhejiang, Peoples R China
2.Georgia Inst Technol, Sch Civil & Environm Engn, Atlanta, GA 30332 USA
3.Chinese Acad Sci, Inst Proc Engn, Beijing 100190, Peoples R China
4.Tsinghua Univ, Sch Environm, Beijing 100084, Peoples R China
5.Tianjin Univ, Sch Environm Sci & Engn, Tianjin 300072, Peoples R China
Recommended Citation
GB/T 7714
Zhang, Kejia,Zhou, Xinyan,Du, Penghui,et al. Oxidation of beta-lactam antibiotics by peracetic acid: Reaction kinetics, product and pathway evaluation[J]. WATER RESEARCH,2017,123:153-161.
APA Zhang, Kejia.,Zhou, Xinyan.,Du, Penghui.,Zhang, Tuqiao.,Cai, Meiquan.,...&Huang, Ching-Hua.(2017).Oxidation of beta-lactam antibiotics by peracetic acid: Reaction kinetics, product and pathway evaluation.WATER RESEARCH,123,153-161.
MLA Zhang, Kejia,et al."Oxidation of beta-lactam antibiotics by peracetic acid: Reaction kinetics, product and pathway evaluation".WATER RESEARCH 123(2017):153-161.
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