2007
DOI: 10.1021/es070220d
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Enantioselectivity in Estrogenic Potential and Uptake of Bifenthrin

Abstract: Despite the fact that the biological processes of chiral compounds are enantioselective, the endocrine disruption activity and uptake of chiral contaminants with respect to enantioselectivity has so far received limited research. In this study, the estrogenic potential and uptake of the enantiomers of a newer pyrethroid insecticide, bifenthrin (BF), were investigated. Significant differences in estrogenic potential were observed between the two enantiomers in the in vitro human breast carcinoma MCF-7 cell prol… Show more

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Cited by 151 publications
(130 citation statements)
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“…The EF value reached a steady state of 0.10 as the duration of exposure. The faster degradation of (+)-enantiomer over (−)-enantiomer was consistent with previous investigation in J. Medaka and D. magna (Zhao et al, 2009;Wang et al, 2007). According to previous toxic study, the vitellogenin induction to (+)-BF was about 123 times greater than (−)-BF (Wang et al, 2007).…”
Section: Enantioselectivity Of Bf and Lct In Soil And Earthwormsupporting
confidence: 91%
See 1 more Smart Citation
“…The EF value reached a steady state of 0.10 as the duration of exposure. The faster degradation of (+)-enantiomer over (−)-enantiomer was consistent with previous investigation in J. Medaka and D. magna (Zhao et al, 2009;Wang et al, 2007). According to previous toxic study, the vitellogenin induction to (+)-BF was about 123 times greater than (−)-BF (Wang et al, 2007).…”
Section: Enantioselectivity Of Bf and Lct In Soil And Earthwormsupporting
confidence: 91%
“…The faster degradation of (+)-enantiomer over (−)-enantiomer was consistent with previous investigation in J. Medaka and D. magna (Zhao et al, 2009;Wang et al, 2007). According to previous toxic study, the vitellogenin induction to (+)-BF was about 123 times greater than (−)-BF (Wang et al, 2007). The toxic experiment in mice also showed that (+)-BF was much more toxic in hepatic oxidative stress than (−)-BF (Jin et al, 2013).…”
Section: Enantioselectivity Of Bf and Lct In Soil And Earthwormsupporting
confidence: 90%
“…In fish, diuron has been shown to act as a weak antiandrogen by competitively binding to the androgen receptor (Thibaut and Porte 2004). Bifenthrin is a pyrethroid pesticide that binds the voltage-gated sodium channels in neurons, and it has been shown to be estrogenic in several species of fish (Brander et al 2012;Wang et al 2007). Recent monitoring studies have identified bifenthrin in concentrations ranging from 1 to 106 ng/L in northern California (Weston and Lydy 2012;Weston et al 2013).…”
Section: Discussionmentioning
confidence: 99%
“…2 It is well established that the opposite enantiomers of chiral pesticides often differ significantly in environmental impact, including biodegradation, 3 bioaccumulation, 4,5 aquatic toxicity 6 and endocrine disruption. 7 However, our understanding of the molecular mechanism of enantioselectivity is still limited.…”
Section: Introductionmentioning
confidence: 99%