Species-specific dechlorane plus isomer fractionation during bioaccumulation: phenomenon and potential mechanisms

Ke-Lan Guan , Hong-Ying Liu , Xiao-Jun Luo

Journal of Environmental Exposure Assessment ›› 2022, Vol. 1 ›› Issue (3) : 16

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Journal of Environmental Exposure Assessment ›› 2022, Vol. 1 ›› Issue (3) :16 DOI: 10.20517/jeea.2022.07
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Species-specific dechlorane plus isomer fractionation during bioaccumulation: phenomenon and potential mechanisms

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Abstract

The occurrence and behavior of dechlorane plus (DP), an additive chlorinated flame retardant, have been intensively studied since it was identified in 2006. The commercial products of DP are a mixture of two stereoisomers: syn-DP and anti-DP. Stereoselective bioaccumulation of DP isomers in biota was reported in field monitoring and laboratory experiments. This review summarizes stereoselective bioaccumulation of DP in biota samples and provides the potential mechanisms for this stereoselective bioaccumulation. Stereoselective enrichment of syn-DP was widely observed in fish, whereas selective enrichment of anti-DP was mainly found in some birds. This species-specific stereoselective enrichment of DP might reflect that two different types of DP isomer fractionation occurred in bioaccumulation between ectotherms and endotherms. Anti-DP is more readily metabolized through biotransformation in all animals. However, a preferential excretion of anti-DP in fish and syn-DP in birds was observed based on the available data. Both processes determine the DP isomer fractionation in bioaccumulation. A direct comparison in DP composition between biological samples and commercial products was conducted for most studies to determine the occurrence of stereoselective DP enrichment, which may lead to underestimating the potential stereoselective enrichment of DP in organisms. The factors which affected the DP isomer composition in organisms included the tissues or organs used, DP concentration, organisms’ trophic levels occupied, and sex2022/7/6. Inconsistent results were obtained considering the effects of these influence factors. The underlying cause of these inconsistent results is unclear based on present data. Further research on DP biotransformation and interactions between DP and biomacromolecule is needed.

Keywords

Dechlorane plus / bioaccumulation / stereoselective enrichment / species-specific

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Ke-Lan Guan, Hong-Ying Liu, Xiao-Jun Luo. Species-specific dechlorane plus isomer fractionation during bioaccumulation: phenomenon and potential mechanisms. Journal of Environmental Exposure Assessment, 2022, 1(3): 16 DOI:10.20517/jeea.2022.07

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References

[1]

Luo X J. Bioaccumulation of emerging persistent organic pollutants. Science Press, Beijing; 2017. p.254-255 (In Chinese).

[2]

Hoh E,Hites RA.Dechlorane plus, a chlorinated flame retardant, in the Great Lakes.Environ Sci Technol2006;40:1184-9

[3]

Sverko E,Reiner EJ.Dechlorane plus and related compounds in the environment: a review.Environ Sci Technol2011;45:5088-98

[4]

Xian Q,Li T,Takser L.Sources and environmental behavior of dechlorane plus-a review.Environ Int2011;37:1273-84

[5]

Wu B,Guo X.Responses of mouse liver to dechlorane plus exposure by integrative transcriptomic and metabonomic studies.Environ Sci Technol2012;46:10758-64

[6]

Zhang L Comprehensive toxicity study of dechlorane plus on the earthworm eisenia fetida. Nanjing, Nanjing University; 2014. p.17-22 (In Chinese).

[7]

ECHA (European Chemicals Agencies. Dechlorane). Plus and its syn- and anti-isomers. Draft risk profile. Available from: https://echa.europa.eu/documents/10162/28991553/draft_risk_profile_dechlorane-plus_en.pdf/df683e4a-06d5-676f8180-106bac9bbdf4 [Last accessed on 28 Jun 2022]

[8]

Feo ML,Eljarrat E.Dechlorane Plus and related compounds in aquatic and terrestrial biota: a review.Anal Bioanal Chem2012;404:2625-37

[9]

Li YL,Zhao LF.Progress on dechlorane plus, an emerging organic pollutant in environment.Environ Sci Technol2012;35:79-83(in Chinese)

[10]

Luo XJ,Chen SJ.Species specific bioaccumulation of polybrominated diphenyl ethers, hexabromocyclododecan and dechlorane plus in biota: a review.Scientia Sinica Chimica2013;43:291-304 (in Chinese)

[11]

Wang P,Zhang H.Sources and environmental behaviors of Dechlorane Plus and related compounds - a review.Environ Int2016;88:206-20

[12]

Zafar MI,Ali M.Dechlorane Plus as an emerging environmental pollutant in Asia: a review.Environ Sci Pollut Res Int2020;27:42369-89

[13]

Qiu X,Hites RA.Dechlorane plus and other flame retardants in a sediment core from Lake Ontario.Environ Sci Technol2007;41:6014-9

[14]

Tomy GT,Ismail N.Isomers of dechlorane plus in Lake Winnipeg and Lake Ontario food webs.Environ Sci Technol2007;41:2249-54

[15]

Wang DG,Qi H.An Asia-specific source of dechlorane plus: concentration, isomer profiles, and other related compounds.Environ Sci Technol2010;44:6608-13

[16]

Wu JP,Luo XJ.Isomer-specific bioaccumulation and trophic transfer of Dechlorane Plus in the freshwater food web from a highly contaminated site, South China.Environ Sci Technol2010;44:606-11

[17]

Zhu J,Shoeib M.Detection of dechlorane plus in residential indoor dust in the city of Ottawa, Canada.Environ Sci Technol2007;41:7694-8

[18]

Gauthier LT.Isomers of Dechlorane Plus flame retardant in the eggs of herring gulls (Larus argentatus) from the Laurentian Great Lakes of North America: temporal changes and spatial distribution.Chemosphere2009;75:115-20

[19]

Kang JH,Jin GZ,Baek SY.Detection of Dechlorane Plus in fish from urban-industrial rivers.Chemosphere2010;79:850-4

[20]

Möller A,Sturm R.Large-scale distribution of dechlorane plus in air and seawater from the Arctic to Antarctica.Environ Sci Technol2010;44:8977-82

[21]

Zheng J,Luo XJ.Dechlorane Plus in human hair from an e-waste recycling area in South China: comparison with dust.Environ Sci Technol2010;44:9298-303

[22]

Shen L,Helm PA.Historic trends of dechloranes 602, 603, 604, dechlorane plus and other norbornene derivatives and their bioaccumulation potential in lake ontario.Environ Sci Technol2011;45:3333-40

[23]

Guo J,Salamova A.Bioaccumulation of Dechloranes, organophosphate esters, and other flame retardants in Great Lakes fish.Sci Total Environ2017;583:1-9

[24]

Santín G,Eljarrat E.Emerging and historical halogenated flame retardants in fish samples from Iberian rivers.J Hazard Mater2013;263 Pt 1:116-21

[25]

Abdel Malak I,Vénisseau A.Occurrence of Dechlorane Plus and related compounds in catfish (Silurus spp.) from rivers in France.Chemosphere2018;207:413-20

[26]

Sühring R,Freese M.Brominated flame retardants and dechloranes in eels from German Rivers.Chemosphere2013;90:118-24

[27]

He MJ,Wu JP,Wei SQ.Isomers of Dechlorane Plus in an aquatic environment in a highly industrialized area in Southern China: spatial and vertical distribution, phase partition, and bioaccumulation.Sci Total Environ2014;481:1-6

[28]

Sun R,Tang B.Persistent halogenated compounds in fish from rivers in the Pearl River Delta, South China: geographical pattern and implications for anthropogenic effects on the environment.Environ Res2016;146:371-8

[29]

Zhang Z,Xing Y.Polybrominated diphenyl ethers, decabromodiphenyl ethane and dechlorane plus in aquatic products from the Yellow River Delta, China.Mar Pollut Bull2020;161:111733

[30]

Wang L,Liu X.Dechloranes in a river in northeastern China: spatial trends in multi-matrices and bioaccumulation in fish (Enchelyopus elongatus).Ecotoxicol Environ Saf2012;84:262-7

[31]

Tao W,Shen L.Determination of dechlorane flame retardants in soil and fish at Guiyu, an electronic waste recycling site in south China.Environ Pollut2015;206:361-8

[32]

Kakimoto K,Yoshida J.Detection of Dechlorane Plus and brominated flame retardants in marketed fish in Japan.Chemosphere2012;89:416-9

[33]

Barón E,Chiang G,Eljarrat E.Occurrence and behavior of natural and anthropogenic (emerging and historical) halogenated compounds in marine biota from the Coast of Concepcion (Chile).Sci Total Environ2013;461-2:258-64

[34]

Klosterhaus SL,La Guardia MJ.Brominated and chlorinated flame retardants in San Francisco Bay sediments and wildlife.Environ Int2012;47:56-65

[35]

Barón E,Verborgh P.Bioaccumulation and biomagnification of classical flame retardants, related halogenated natural compounds and alternative flame retardants in three delphinids from Southern European waters.Environ Pollut2015;203:107-15

[36]

Zhang XL,Liu HY,Chen SJ.Bioaccumulation of several brominated flame retardants and dechlorane plus in waterbirds from an e-waste recycling region in South China: associated with trophic level and diet sources.Environ Sci Technol2011;45:400-5

[37]

Zhang H,Li Y.Assessment on the occupational exposure of manufacturing workers to Dechlorane Plus through blood and hair analysis.Environ Sci Technol2013;47:10567-73

[38]

Chen W,Dong Z.Correlations between dechlorane plus concentrations in paired hair and indoor dust samples and differences between dechlorane plus isomer concentrations in hair from males and females.Chemosphere2019;231:378-84

[39]

Sühring R,Schneider M.Maternal transfer of emerging brominated and chlorinated flame retardants in European eels.Sci Total Environ2015;530-531:209-18

[40]

Jia H,Liu X.Concentration and bioaccumulation of dechlorane compounds in coastal environment of northern China.Environ Sci Technol2011;45:2613-8

[41]

Na G,Gao H.Trophic magnification of Dechlorane Plus in the marine food webs of Fildes Peninsula in Antarctica.Mar Pollut Bull2017;117:456-61

[42]

Wu JP,Si-Kang W.Dechlorane Plus flame retardant in a contaminated frog species: biomagnification and isomer-specific transfer from females to their eggs.Chemosphere2018;211:218-25

[43]

Venier M.Flame retardants in the serum of pet dogs and in their food.Environ Sci Technol2011;45:4602-8

[44]

Chen W,Bu T.Dechlorane Plus biomagnification and transmission through prairie food webs in Inner Mongolia, China.Environ Toxicol Chem2021;40:413-21

[45]

Zheng XB,Zeng YH,Mai BX.Sources, gastrointestinal absorption and stereo-selective and tissue-specific accumulation of Dechlorane Plus (DP) in chicken.Chemosphere2014;114:241-6

[46]

Sun Y,Wu J.Species- and tissue-specific accumulation of Dechlorane Plus in three terrestrial passerine bird species from the Pearl River Delta, South China.Chemosphere2012;89:445-51

[47]

Sun YX,Hao Q.Species-specific accumulation of halogenated flame retardants in eggs of terrestrial birds from an ecological station in the Pearl River Delta, South China.Chemosphere2014;95:442-7

[48]

Muñoz-Arnanz J,Hiraldo F.Dechlorane plus and possible degradation products in white stork eggs from Spain.Environ Int2011;37:1164-8

[49]

Kim JT,Kang JH,Jung JW.Occurrence of legacy and new persistent organic pollutants in Avian Tissues from King George Island, Antarctica.Environ Sci Technol2015;49:13628-38

[50]

Kim JT,Barghi M.Occurrence, distribution, and bioaccumulation of new and legacy persistent organic pollutants in an ecosystem on King George Island, maritime Antarctica.J Hazard Mater2021;405:124141

[51]

Chen K,Yan X.Dechlorane Plus in paired hair and serum samples from e-waste workers: correlation and differences.Chemosphere2015;123:43-7

[52]

Yan X,Chen KH.Dechlorane Plus in serum from e-waste recycling workers: influence of gender and potential isomer-specific metabolism.Environ Int2012;49:31-7

[53]

Rjabova J,Zacs D.The occurrence of Dechlorane Plus and related norbornene-based flame retardants in Baltic wild salmon (Salmo salar).Chemosphere2016;147:210-7

[54]

Muñoz-Arnanz J,Vicente A,Jiménez B.Dechlorane Plus in eggs of two gull species (Larus michahellis and Larus audouinii) from the southwestern Mediterranean Sea.Anal Bioanal Chem2012;404:2765-73

[55]

Gentes ML,Caron-Beaudoin E.Novel flame retardants in urban-feeding ring-billed gulls from the St. Lawrence River, Canada.Environ Sci Technol2012;46:9735-44

[56]

Zheng XB,Luo XJ,She YZ.Halogenated flame retardants in home-produced eggs from an electronic waste recycling region in South China: levels, composition profiles, and human dietary exposure assessment.Environ Int2012;45:122-8

[57]

Mo L,Luo XJ.Dechlorane Plus flame retardant in kingfishers (Alcedo atthis) from an electronic waste recycling site and a reference site, South China: influence of residue levels on the isomeric composition.Environ Pollut2013;174:57-62

[58]

Peng Y,Tao L.Accumulation of Dechlorane Plus flame retardant in terrestrial passerines from a nature reserve in South China: the influences of biological and chemical variables.Sci Total Environ2015;514:77-82

[59]

Chen D,Yu L,Mai B.Dechlorane Plus flame retardant in terrestrial raptors from northern China.Environ Pollut2013;176:80-6

[60]

Yu L,Zheng X.Occurrence and biomagnification of organohalogen pollutants in two terrestrial predatory food chains.Chemosphere2013;93:506-11

[61]

Zeng YH,Tang B.Habitat- and species-dependent accumulation of organohalogen pollutants in home-produced eggs from an electronic waste recycling site in South China: Levels, profiles, and human dietary exposure.Environ Pollut2016;216:64-70

[62]

de la Torre A,Martínez MA.Dechlorane-related compounds in franciscana dolphin (Pontoporia blainvillei) from southeastern and southern coast of Brazil.Environ Sci Technol2012;46:12364-72

[63]

Ren G,Ma S.Determination of Dechlorane Plus in serum from electronics dismantling workers in South China.Environ Sci Technol2009;43:9453-7

[64]

Siddique S,Abdelouahab N.Levels of dechlorane plus and polybrominated diphenylethers in human milk in two Canadian cities.Environ Int2012;39:50-5

[65]

Brasseur C,Scholl G.Levels of dechloranes and polybrominated diphenyl ethers (PBDEs) in human serum from France.Environ Int2014;65:33-40

[66]

Zhang Y,Luo XJ,Chen SJ.Tissue distribution of Dechlorane Plus and its dechlorinated analogs in contaminated fish: high affinity to the brain for anti-DP.Environ Pollut2011;159:3647-52

[67]

Peng H,Wan Y.Tissue distribution, maternal transfer, and age-related accumulation of dechloranes in Chinese sturgeon.Environ Sci Technol2012;46:9907-13

[68]

Liu Y,Huang LQ,Zeng YH.Halogenated organic pollutants in aquatic, amphibious, and terrestrial organisms from an e-waste site: habitat-dependent accumulation and maternal transfer in watersnake.Environ Pollut2018;241:1063-70

[69]

Wang DG,Pei W,Wang Z.Trophic magnification of chlorinated flame retardants and their dechlorinated analogs in a fresh water food web.Chemosphere2015;118:293-300

[70]

Tomy GT,Zidane TM.Examination of isomer specific bioaccumulation parameters and potential in vivo hepatic metabolites of syn- and anti-Dechlorane Plus isomers in juvenile rainbow trout (Oncorhynchus mykiss).Environ Sci Technol2008;42:5562-7

[71]

Zeng YH,Tang B,Mai BX.Gastrointestinal absorption, dynamic tissue-specific accumulation, and isomer composition of dechlorane plus and related analogs in common carp by dietary exposure.Ecotoxicol Environ Saf2014;100:32-8

[72]

Tang B,Huang CC.Stereoselective bioaccumulation of syn- and anti-Dechlorane plus isomers in different tissues of common carp (Cyprinus carpio).Sci Total Environ2018;616-617:1339-46

[73]

Li Y,Wang J,Mai B.Accumulation pattern of Dechlorane Plus and associated biological effects on rats after 90 d of exposure.Chemosphere2013;90:2149-56

[74]

Li Y,Zhu Z.Accumulation and effects of 90-day oral exposure to Dechlorane Plus in quail (Coturnix coturnix).Environ Toxicol Chem2013;32:1649-54

[75]

Li ZR,Luo YL,Mai BX.Comparative study of dechlorane plus (DP) in adult chickens and developing embryos: Stereo-selective bioaccumulation of DP in chickens.Environ Pollut2019;247:550-5

[76]

Chabot-Giguère B,Verreault J.In vitro biotransformation of decabromodiphenyl ether (BDE-209) and Dechlorane Plus flame retardants: a case study of ring-billed gull breeding in a pollution hotspot in the St. Lawrence River, Canada.Environ Int2013;55:101-8

[77]

Zhao L,Mi D.Kinetics of stereoselective enrichment of Dechlorane Plus in Ulva Pertusa.Chemosphere2014;111:580-6

[78]

Zhang Y,Mo L,Mai BX.Bioaccumulation and translocation of polyhalogenated compounds in rice (Oryza sativa L.) planted in paddy soil collected from an electronic waste recycling site, South China.Chemosphere2015;137:25-32

[79]

Cheng Y,Liang X.Fractions Transformation and dissipation mechanism of dechlorane plus in the rhizosphere of the soil-plant system.Environ Sci Technol2020;54:6610-20

[80]

Fan Y,Li QQ,Yan X.Uptake of halogenated organic compounds (HOCs) into peanut and corn during the whole life cycle grown in an agricultural field.Environ Pollut2020;263:114400

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