Metabolism of polybrominated diphenyl ethers and tetrabromobisphenol A by fish liver subcellular fractions in vitro

Shen, Mengnan; Cheng, Jie; Wu, Ruohan; Zhang, Shenghu; Mao, Liang; Gao, Shixiang

doi:10.1016/j.aquatox.2012.02.010

Cited by 53 publications

(28 citation statements)

References 26 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Biotransformation of TBBP-A in fish species have been reported previously (Shen et al 2012), although it is occurred in different species from our fish. Besides biotransformation and assimilation efficiencies, the relative importance of exposure routes other than dietary uptake, e.g., respiratory uptake, in organisms at lower TLs could also result in trophic dilution of a chemical (Borgå et al 2004(Borgå et al , 2012.…”

Section: Trophic Transfer Along the Aquatic Food Websupporting

confidence: 59%

“…On the other hand, the less biotransformation and/or elimination capacities for TBBP-A in invertebrates compared to fish likely contributed to the greater BAFs in the Chinese mystery snail and the prawn. TBBP-A has been found to be biotransformed into several metabolites in fish liver subcellular fractions (Shen et al 2012). Our previous study also suggested that the two invertebrate species investigated in the present study appeared to have lower metabolic capacities for other halogenated compounds such as PBDEs, compared to the fish species (Wu et al 2008).…”

Section: Bioaccumulation Potential and Species-specific Accumulationsupporting

confidence: 58%

See 1 more Smart Citation

Aquatic bioaccumulation and trophic transfer of tetrabromobisphenol-A flame retardant introduced from a typical e-waste recycling site

Lin

Zhi

et al. 2016

Environ Sci Pollut Res

View full text Add to dashboard Cite

A b s t r a c t W h i l e t h e f l a m e r e t a r d a n t c h e m i c a l , tetrabromobisphenol-A (TBBP-A), has been frequently detected in the environment, knowledge regarding its speciesspecific bioaccumulation and trophic transfer is limited, especially in the highly contaminated sites. In this study, the components of an aquatic food web, including two invertebrates, two prey fish, and one predator fish, collected from a natural pond at an electronic waste (e-waste) recycling site in South China were analyzed for TBBP-A, using liquid chromatography-tandem mass spectrometry. The aquatic species had TBBP-A concentrations ranging from 350 to 1970 pg/g wet weight, with higher concentrations in the invertebrates relative to the fish species. Field-determined bioaccumulation factors of TBBP-A in the two aquatic invertebrates were nearly or greater than 5000, suggesting that TBBP-A is highly bioaccumulative in the two species. The lipid-normalized concentrations of TBBP-A in the aquatic species were negatively correlated with the trophic levels determined from stable nitrogen isotope (δ 15 N) (r = −0.82, p = 0.09), indicating that this compound experienced trophic dilution in the current food web.

show abstract

Section: Trophic Transfer Along the Aquatic Food Websupporting

confidence: 59%

Section: Bioaccumulation Potential and Species-specific Accumulationsupporting

confidence: 58%

Aquatic bioaccumulation and trophic transfer of tetrabromobisphenol-A flame retardant introduced from a typical e-waste recycling site

Lin

Zhi

et al. 2016

Environ Sci Pollut Res

View full text Add to dashboard Cite

show abstract

“…Significant differences from control in the same time of sampling are indicated with an asterisk at p<0.05 hydrocarbons (PAHs) (Shimada et al 2003), PCBs (Boon et al 1997), and tetrachlorodibenzo-p-dioxin (TCDD) (DeVito et al 1993). Many studies have provided evidence that TBBPA exposure could result in the induction of cytochrome P450 monooxygenase enzymes in vertebrates such as humans, rats, and fishes (Germer et al 2006;Shen et al 2012;Ames 2013). A previous study showed that apparent suppression of CYP450 contents occurred in the digestive gland of the mussel Perna viridis treated with 0.25 mg/L TBBPA (Chen 2007).…”

Section: Discussionmentioning

confidence: 98%

Exposure of Chlamys farreri to tetrabromobisphenol A: accumulation and multibiomarker responses

Pan

Xiu

et al. 2015

Environ Sci Pollut Res

View full text Add to dashboard Cite

Tetrabromobisphenol A (TBBPA) is currently the most widely used brominated flame retardant (BFR). To date, the toxic effects of TBBPA remains poorly understood in aquatic organisms, especially in bivalves. The objective of this experiment was to examine bioaccumulation and multibiomarker responses in the scallop Chlamys farreri exposed to TBBPA under laboratory conditions. The results showed that TBBPA was rapidly accumulated in and then eliminated from the gill and digestive gland of the scallops. TBBPA exposure invoked alterations in the detoxification system and induced oxidant stress and biomacromolecule damages in the gill and digestive gland of C. farreri. Additionally, glutathione-S-transferase (GST) activity, lipid peroxidation (LPO) level, cytochrome b5 (Cyt b5) content, and DNA strand break had good correlations with TBBPA accumulation levels in the gill and digestive gland of C. farreri. Summarizing, these results enabled us to hypothesize several toxic mechanisms of TBBPA and select potential biomarkers for TBBPA pollution monitoring.

show abstract

“…The role of BFRs as endocrine disruptors might be further pronounced because of contribution of their metabolites/analogs, which have been previously detected in various species (Fini et al 2012; Hakk et al 2000; Schauer et al 2006; Shen et al 2012; Zalko et al 2006). Hydroxylated metabolites of BDE-47 have been detected in incubations with rat microsomes (Hamers et al 2008) and human hepatocytes (Marteau et al 2012), as well as in fetal and maternal blood samples (Qiu et al 2009).…”

Section: Introductionmentioning

confidence: 99%

Mimicking of Estradiol Binding by Flame Retardants and Their Metabolites: A Crystallographic Analysis

Gosavi

Knudsen

Birnbaum

et al. 2013

Environ Health Perspect

View full text Add to dashboard Cite

Background: Brominated flame retardants (BFRs), used in many types of consumer goods, are being studied because of concerns about possible health effects related to endocrine disruption, immunotoxicity, reproductive toxicity, and neurotoxicity. Tetrabromobisphenol A (TBBPA), the most widely used BFR, and human metabolites of certain congeners of polybrominated diphenyl ether (e.g., 3-OH-BDE-47) have been suggested to inhibit estrogen sulfotransferase, potentially affecting estrogen metabolism.Objectives: Our primary goal was to understand the structural mechanism for inhibition of the hormone-metabolizing enzyme estrogen sulfotransferase by certain BFRs. We also sought to understand various factors that facilitate the binding of flame retardants in the enzyme binding pocket.Methods: We used X-ray crystallography to obtain atomic detail of the binding modes of TBBPA and 3-OH-BDE-47 to estrogen sulfotransferase for comparison with binding of the endogenous substrate estradiol.Results: The crystal structures reveal how BFRs mimic estradiol binding as well as the various interactions between the compounds and protein residues that facilitate its binding. In addition, the structures provide insights into the ability of the sulfotransferase substrate binding pocket to accommodate a range of halogenated compounds that satisfy minimal structural criteria.Conclusions: Our results show how BFRs or their metabolites can bind to and inhibit a key hormone-metabolizing enzyme, potentially causing endocrine disruption.Citation: Gosavi RA, Knudsen GA, Birnbaum LS, Pedersen LC. 2013. Mimicking of estradiol binding by flame retardants and their metabolites: a crystallographic analysis. Environ Health Perspect 121:1194–1199; http://dx.doi.org/10.1289/ehp.1306902

show abstract

Metabolism of polybrominated diphenyl ethers and tetrabromobisphenol A by fish liver subcellular fractions in vitro

Cited by 53 publications

References 26 publications

Aquatic bioaccumulation and trophic transfer of tetrabromobisphenol-A flame retardant introduced from a typical e-waste recycling site

Aquatic bioaccumulation and trophic transfer of tetrabromobisphenol-A flame retardant introduced from a typical e-waste recycling site

Exposure of Chlamys farreri to tetrabromobisphenol A: accumulation and multibiomarker responses

Mimicking of Estradiol Binding by Flame Retardants and Their Metabolites: A Crystallographic Analysis

Contact Info

Product

Resources

About