Simultaneous stereoselective detection of chiral fungicides in soil by LC-MS/MS with fast sample preparation

Chai, Tuanyao; Jia, Qi; Yang, Shuming; Qiu, Jing

doi:10.1002/jssc.201301193

Cited by 26 publications

(12 citation statements)

References 39 publications

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“…EFs were evaluated in samples to determine enantiomeric compositions 50 ; the EFs was defined as the enantiomeric concentration ratio (−)/[(−)+(+)] for PCB149. EF values were in the range of 0–1, where 0.5 represents a racemate.…”

Section: Methodsmentioning

confidence: 99%

Enantio-alteration of gene transcription associated with bioconcentration in adult zebrafish (Danio rerio) exposed to chiral PCB149

Chai

Cui

et al. 2016

Sci Rep

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Enantioselective enrichment of chiral PCB149 (2,2’,3,4’,5’,6-hexachlorobiphenyl) was analysed in adult zebrafish (Danio rerio) exposed to the racemate, (−)-PCB149, and (+)-PCB149. Greater enrichment of (−)-PCB149 compared to (+) PCB149 was observed following 0.5 ng/L exposure; however, as the exposure time and concentration increased, racemic enrichment was observed in adult fish exposed to the racemate. No biotransformation between the two isomers was observed in fish exposed to single enantiomers. When zebrafish were exposed to different forms of chiral PCB149, enantioselective expression of genes associated with polychlorinated biphenyls (PCBs) was observed in brain and liver tissues and enantioselective correlations between bioconcentration and target gene expression levels were observed in brain and liver tissues. The strong positive correlations between expression levels of target genes (alox5a and alox12) and PCB149 bioconcentration suggest that prolonged exposure to the racemate of chiral PCB149 may result in inflammation-associated diseases. Prolonged exposure to (−)-PCB149 may also affect metabolic pathways such as dehydrogenation and methylation in the brain tissues of adult zebrafish. Hepatic expression levels of genes related to the antioxidant system were significantly negatively correlated with bioconcentration following exposure to (+)-PCB149.

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Section: Methodsmentioning

confidence: 99%

Enantio-alteration of gene transcription associated with bioconcentration in adult zebrafish (Danio rerio) exposed to chiral PCB149

Chai

Cui

et al. 2016

Sci Rep

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“…The EF was evaluated to express the enantiomeric compositions [ 30 ] and was defined as the enantiomeric concentration ratio (+)/[(-)+(+)] for PCB149. The EF value was in the range of 0 to 1, with the racemate represented as 0.5.…”

Section: Methodsmentioning

confidence: 99%

Exploration of Stereoselectivity in Embryo-Larvae (Danio rerio) Induced by Chiral PCB149 at the Bioconcentration and Gene Expression Levels

Chai

Cui

et al. 2016

PLoS ONE

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This paper was designed to study stereoselective enrichment and changes in gene expression when zebrafish (Danio rerio) embryo-larvae were exposed to racemic, (-)- or (+)- PCB149 (2,2’,3,4’,5’,6- hexachlorobiphenyl). Based on bioconcentration analysis, non-racemic enrichment was significantly observed after racemic exposure. No isomerization between the two isomers was found after (-)/(+)-PCB149 exposure. Furthermore, based on gene expression-data mining, CYPs genes (cyp2k6, cyp19a1b, and cyp2aa4) were differential genes after (+)-PCB149 exposure. No obvious differences of dysregulation of gene expression caused by racemic and (-)-PCB149, were observed in embryo-larvae. The above results suggested that (-)-PCB149 could be considered as the main factor causing the dysregulation of gene expression in embryo-larvae after racemic exposure; and (+)-PCB149 should be pursued apart from the racemate, when considering the toxicity of chiral PCB149. Thus, the information in our study could provide new insights to assess the environmental risk of chiral PCBs in aquatic systems.

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“…In recent years, some achiral methods for the determination of etoxazole in fruits, vegetables, and dried hops have been published using HPLC with diode array detection or HPLC–MS/MS . Meanwhile, some chiral methods by HPLC–MS/MS for the enantioselective determination of pesticides in soil, water, fruits, and vegetables have been published for high selectivity, high sensitivity, and simple sample preparation . However, to the best of our knowledge, there is no report on the enantioselective analysis of etoxazole.…”

Section: Introductionmentioning

confidence: 99%

Enantioselective determination of acaricide etoxazole in orange pulp, peel, and whole orange by chiral liquid chromatography with tandem mass spectrometry

Yao

Zhuang

et al. 2015

J of Separation Science

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An efficient enantioselective method for the determination of etoxazole in orange pulp, peel, and whole orange was developed using liquid chromatography with tandem mass spectrometry. The enantioseparation was performed on a Chiralpak AD-3R column at 30ºC using acetonitrile with 0.1% formic acid solution (80:20, v/v) as the mobile phase in less than 5 min. Quantification was achieved using matrix-matched standard calibration curves. The overall mean recoveries for two enantiomers from orange pulp and whole orange were 91.0-99.6% and the orange peel was 92.6-103.1%, with relative standard deviations of 0.8-5.4% intraday and 2.0-4.8% interday at 1, 10, and 100 μg/kg levels, and 1.3-5.2% intraday and 3.5-4.3% interday at 5, 50, and 500 μg/kg levels, respectively. The limits of quantification for all enantiomers in three matrices did not exceed 5 μg/kg. Moreover, the absolute configuration of etoxazole enantiomers had been determined by the combination of experimental and predicted electronic circular dichroism spectra, and the first eluted enantiomer was confirmed as (S)-etoxazole on a Chiralpak AD-3R column while (R)-etoxazole was first on three cellulose chiral columns. The application of the proposed method to real sample analysis suggests its potential use in enantioselective determination of etoxazole enantiomers in citrus.

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Simultaneous stereoselective detection of chiral fungicides in soil by LC-MS/MS with fast sample preparation

Cited by 26 publications

References 39 publications

Enantio-alteration of gene transcription associated with bioconcentration in adult zebrafish (Danio rerio) exposed to chiral PCB149

Enantio-alteration of gene transcription associated with bioconcentration in adult zebrafish (Danio rerio) exposed to chiral PCB149

Exploration of Stereoselectivity in Embryo-Larvae (Danio rerio) Induced by Chiral PCB149 at the Bioconcentration and Gene Expression Levels

Enantioselective determination of acaricide etoxazole in orange pulp, peel, and whole orange by chiral liquid chromatography with tandem mass spectrometry

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