title: Effects of wastewater irrigation and sewage sludge application on soil residues of chiral fungicide benalaxyl.
abstract: The effects of wastewater irrigation and sewage sludge on the dissipation behavior of the fungicide benalaxyl and its primary metabolite benalaxyl acid in soil were studied on an enantiomeric level during a 148-day exposure experiment. Chiral separation and analysis of the two pairs of enantiomers were achieved using HPLC-MS/MS with a chiralpak IC chiral column. Benalaxyl decreased with half-life of 16.1 days in soil under tap water irrigation with preferential residue of S-benalaxyl. Benalaxyl acid was formed with great preference of R-enantiomer before 21 days while enriched in S-enantiomer afterwards. The degradation of benalaxyl was restrained by both wastewater and treated wastewater irrigation, but the enantioselectivity in S-benalaxyl residue was enhanced. Benalaxyl acid was also formed with similar enantioselectivity as in tap water irrigation. Sewage sludge could accelerate benalaxyl degradation with shorter half-life. Surprisingly, the enantioselectivity with preference degradation of S-enantiomer in sewage sludge was opposite to that in soil. More benalaxyl acid was generated with EF values always lower than 0.5 and remained longer in sewage sludge than in soil. A sterilization experiment indicated that the conversion of benalaxyl to benalaxyl acid and the enantioselectivity were determined by the microorganisms in soil or sewage sludge. Farming practices like wastewater irrigation and sewage sludge application might not only influence the fate of pesticide, but also the enantioselectivity of chiral pesticide enantiomers and thus the risks of pesticide residues posed to the environment.
authors.affiliation: Beijing Advanced Innovation Center for Food Nutrition and Human Health, Department of Applied Chemistry, China Agricultural University, Beijing, 100193, PR China.
authors.forename: Xu
authors.initials: X
authors.lastname: Jing
authors.affiliation: Beijing Advanced Innovation Center for Food Nutrition and Human Health, Department of Applied Chemistry, China Agricultural University, Beijing, 100193, PR China.
authors.forename: Guojun
authors.initials: G
authors.lastname: Yao
authors.affiliation: Beijing Advanced Innovation Center for Food Nutrition and Human Health, Department of Applied Chemistry, China Agricultural University, Beijing, 100193, PR China.
authors.forename: Donghui
authors.initials: D
authors.lastname: Liu
authors.affiliation: Beijing Advanced Innovation Center for Food Nutrition and Human Health, Department of Applied Chemistry, China Agricultural University, Beijing, 100193, PR China.
authors.forename: Yiran
authors.initials: Y
authors.lastname: Liang
authors.affiliation: Beijing Advanced Innovation Center for Food Nutrition and Human Health, Department of Applied Chemistry, China Agricultural University, Beijing, 100193, PR China.
authors.forename: Mai
authors.initials: M
authors.lastname: Luo
authors.affiliation: Beijing Advanced Innovation Center for Food Nutrition and Human Health, Department of Applied Chemistry, China Agricultural University, Beijing, 100193, PR China.
authors.forename: Zhiqiang
authors.initials: Z
authors.lastname: Zhou
authors.affiliation: Beijing Advanced Innovation Center for Food Nutrition and Human Health, Department of Applied Chemistry, China Agricultural University, Beijing, 100193, PR China. Electronic address: wangpeng@cau.edu.cn.
authors.forename: Peng
authors.initials: P
authors.lastname: Wang
mesh_terms: D000383:Agriculture; D000409:Alanine / Q000031:analogs & derivatives* / Q000032:analysis / Q000737:chemistry; D005659:Fungicides, Industrial / Q000032:analysis* / Q000737:chemistry; D006207:Half-Life; D010573:Pesticide Residues; D012722:Sewage; D012987:Soil / Q000737:chemistry*; D013237:Stereoisomerism; D053719:Tandem Mass Spectrometry; D062065:Wastewater
chemical_list: D000409:Alanine; D005659:Fungicides, Industrial; D010573:Pesticide Residues; D012722:Sewage; D012987:Soil; D062065:Wastewater; C052866:benalaxyl
keywords: Benalaxyl; Degradation; Enantiomer; Sewage sludge; Wastewater