Uptake, translocation and biotransformation kinetics of BDE-47, 6-OH-BDE-47 and 6-MeO-BDE-47 in maize (Zea mays L.)

Xu, Xuehui; Wen, Bin; Huang, Honglin; Wang, Sen; Han, Ruixia; Zhang, Shuzhen

doi:10.1016/j.envpol.2015.10.051

Cited by 22 publications

(9 citation statements)

References 48 publications

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“…The ratio of Br 2 -BDEs up to Br 5 -BDEs in the plant tissue was elevated in comparison to the soil (7.3-21.1% vs. 6.5-12.2%), and hydroxylation/methoxylation products were solely detected in the plant tissues, from which the authors concluded that, besides soil based microbial debromination reactions, an additional transformative turnover of PBDEs in the plant tissue took place. Further studies showed similar interpretations (Deng et al 2016;Hu et al 2020;Xu et al 2016). This conclusion was also verified by Wang et al (2012) focusing on transformation of BDE-28 and BDE-47 in maize.…”

Section: Transformation Of Pbde In Plantssupporting

confidence: 68%

Plant uptake, translocation and metabolism of PBDEs in plants of food and feed industry: A review

Dobslaw

Woiski

Kiel

et al. 2020

Rev Environ Sci Biotechnol

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Polybrominated diphenyl ethers (PBDEs) have widely been used for decades as flame retardants in a variety of products like plastics for building insulation, upholstered furniture, electrical appliances, vehicles, aircrafts, polyurethane foams, textiles, cable insulation, appliance plugs and various technical plastics in concentrations of 5–30%. However, PBDEs also act as endocrine disrupters, neurotoxins, and negatively affect fertility. In 2001, worldwide consumption of technically relevant penta-BDEs was still estimated at 7500 tons, octa-BDEs at 3790 tons, and deca-BDE at 56,100 tons, but 50–60% of this total volume are discharged into the environment via sewage sludge and its agricultural use alone. In addition, soils are ubiquitously contaminated by the gaseous or particle-bound transport of PBDEs, which today has its main source in highly contaminated electronic waste recycling sites. The emitted PBDEs enter the food chain via uptake by the plants’ roots and shoots. However, uptake and intrinsic transport behaviour strongly depend on crop specifics and various soil parameters. The relevant exposure and transformation pathways, transport-relevant soil and plant characteristics and both root concentration factors (RCF) and transfer factors (TF) as derivable parameters are addressed and quantified in this review. Finally, a simple predictive model for quantification of RCF and TF based on log KOW values and the organic content of the soil/lipid content of the plants is also presented.

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Section: Transformation Of Pbde In Plantssupporting

confidence: 68%

Plant uptake, translocation and metabolism of PBDEs in plants of food and feed industry: A review

Dobslaw

Woiski

Kiel

et al. 2020

Rev Environ Sci Biotechnol

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“…Plant exposure was carried out according to the methods described in our previous research, 34 and the details are provided in SI. To minimize metabolism of HBCD caused by anaerobic microorganisms, autoclaved deionized water was used to prepare Hoagland nutrient solution, which was further saturated with oxygen.…”

Section: ■ Materials and Methodsmentioning

confidence: 99%

Experimental and Theoretical Evidence for Diastereomer- and Enantiomer-Specific Accumulation and Biotransformation of HBCD in Maize Roots

Huang

Zhang

et al. 2016

Environ. Sci. Technol.

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Diastereomer-and enantiomer-specific accumulation and biotransformation of hexabromocyclododecane (HBCD) in maize (Zea mays L.) were investigated. Molecular interactions of HBCD with plant enzymes were further characterized by homology modeling combined with molecular docking. The (−)α-, (−)β-, and (+)γ-HBCD enantiomers accumulated to levels in maize significantly higher than those of their corresponding enantiomers. Bioisomerization from (+)/(−)-β-and γ-HBCDs to (−)α-HBCD was frequently observed, and (−)γ-HBCD was most easily converted, with bioisomerization efficiency of 90.5 ± 8.2%. Mono-and dihydroxyl HBCDs, debrominated metabolites including pentabromocyclododecene (PBCDe) and tetrabromocyclododecene (TBCDe), and HBCD-GSH adducts were detected in maize roots. Patterns of hydroxylated and debrominated metabolites were significantly different among HBCD diastereomers and enantiomers. Three pairs of HBCD enantiomers were selectively bound into the active sites and interacted with specific residues of maize enzymes CYP71C3v2 and GST31. (+)α-, (−)β-, and (−)γ-HBCDs preferentially bound to CYP71C3v2, whereas (−)α-, (−)β-, and (+)γ-HBCDs had strong affinities to GST31, consistent with experimental observations that (+)α-, (−)β-, and (−)γ-HBCDs were more easily hydroxylated, and (−)α-, (−)β-, and (+)γ-HBCDs were more easily isomerized and debrominated in maize compared to their corresponding enantiomers. This study for the first time provided both experimental and theoretical evidence for stereospecific behaviors of HBCD in plants.

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“…Bromophenols can undergo O-methylation to form brominated anisoles in some marine algaes and mussels ( Lofstrand et al, 2010 ; Vetter et al, 2007 ), and several branches of bacteria in the natural environment ( Allard et al, 1987 ). Correspondingly, methylated phenol contaminants (i.e., methyl triclosan, methoxylated polychlorinated biphenyls, 6-methoxy-2,2′,4,4′-tetrabromodiphenyl ether (6-MeO-BDE-47), as well as tetrabromobisphenol A mono- and di-methyl ethers) can be biologically demethylated back to their parent compounds in high plants ( Fu et al, 2018 ; Hou et al, 2018 ; Sun et al, 2016 ; Xu et al, 2016 ). For instance, a significant amount (more than 15.0%) of methyl triclosan could be back converted to triclosan in A. thalina cells ( Fu et al, 2018 ).…”

Section: Introductionmentioning

confidence: 99%

“…Methylation and demethylation of organic and inorganic compounds are pervasive biotransformation processes in various plants ( Fu et al, 2018 ; Hou et al, 2018 ; Li et al, 2018 ; Sun et al, 2016 ; Xu et al, 2016 ; Zhang et al, 2019 ). Plant uptake, accumulation as well as volatilization of the contaminants can be significantly altered when methylation and demethylation processes occurred.…”

Section: Introductionmentioning

confidence: 99%

“…Plant uptake, accumulation as well as volatilization of the contaminants can be significantly altered when methylation and demethylation processes occurred. Some researchers found that 6-MeO-BDE-47 was readily accumulated in maize shoots compared with 6-hydroxy-2,2′,4,4′-tetrabromodiphenyl ether (6-OH-BDE-47) ( Xu et al, 2016 ). Selenite and arsenic were inclined to form more volatile methylation products in wetlands which were liable to diffuse into the air phase ( Chen et al, 2014 ; Jia et al, 2012 ; Terry et al, 2000 ).…”

Section: Introductionmentioning

confidence: 99%

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Uptake, phytovolatilization, and interconversion of 2,4-dibromophenol and 2,4-dibromoanisole in rice plants

Zhang

Kong

Wei

et al. 2020

Environment International

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The structural analogs, 2,4-dibromophenol (2,4-DBP) and 2,4-dibromoanisole (2,4-DBA), have both natural and artificial sources and are frequently detected in environmental matrices. Their environmental fates, especially volatilization, including both direct volatilization from cultivation solution and phytovolatilization through rice plants were evaluated using hydroponic exposure experiments. Results showed that 2,4-DBA displayed stronger volatilization tendency and more bioaccumulation in aboveground rice tissues. Total volatilized 2,4-DBA accounted for 4.74% of its initial mass and was 3.43 times greater than 2,4-DBP. Phytovolatilization of 2,4-DBA and 2,4-DBP contributed to 6.78% and 41.7% of their total volatilization, enhancing the emission of these two contaminants from hydroponic solution into atmosphere. In this study, the interconversion processes between 2,4-DBP and 2,4-DBA were first characterized in rice plants. The demethylation ratio of 2,4-DBA was 12.0%, 32.0 times higher than methylation of 2,4-DBP. Formation of corresponding metabolites through methylation and demethylation processes also contributed to the volatilization of 2,4-DBP and 2,4-DBA from hydroponic solution into the air phase. Methylation and demethylation processes increased phytovolatilization by 12.1% and 36.9% for 2,4-DBP and 2,4-DBA. Results indicate that phytovolatilization and interconversion processes in rice plants serve as important pathways for the global cycles of bromophenols and bromoanisoles.

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Uptake, translocation and biotransformation kinetics of BDE-47, 6-OH-BDE-47 and 6-MeO-BDE-47 in maize (Zea mays L.)

Cited by 22 publications

References 48 publications

Plant uptake, translocation and metabolism of PBDEs in plants of food and feed industry: A review

Plant uptake, translocation and metabolism of PBDEs in plants of food and feed industry: A review

Experimental and Theoretical Evidence for Diastereomer- and Enantiomer-Specific Accumulation and Biotransformation of HBCD in Maize Roots

Uptake, phytovolatilization, and interconversion of 2,4-dibromophenol and 2,4-dibromoanisole in rice plants

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