Temporal trend (1988-2008) of hexabromocyclododecane enantiomers in herring gull eggs from the german coastal region

Chemosphere

Volumn 83, Issue 2, 2011, Pages 161-167

  Esslinger, Susanne ^a   Becker, Roland ^a   Jung, Christian ^a   Schröter Kermani, Christa ^b   Bremser, Wolfram ^a   Nehls, Irene ^a  

^a BAM FEDERAL INSTITUTE FOR MATERIALS RESEARCH AND TESTING   (Germany)

^b UMWELTBUNDESAMT   (Germany)

Author keywords

Brominated flame retardant; Chiral separation; Enantiomer specific bioaccumulation; HPLC ESI MS MS

Indexed keywords

BIOCHEMISTRY; CHIRALITY; COLUMN CHROMATOGRAPHY; GEL PERMEATION CHROMATOGRAPHY;

BALTIC SEA COAST; BROMINATED FLAME RETARDANTS; CHIRAL SEPARATIONS; CHIRAL SIGNATURES; HEXABROMOCYCLODODECANES; HPLC-ESI-MS/MS; ISOTOPE STANDARDS; PRESSURIZED FLUID EXTRACTION;

ENANTIOMERS;

ALPHA HEXABROMOCYCLODODECANE; BETA HEXABROMOCYCLODODECANE; CARBON 13; GAMMA HEXABROMOCYCLODODECANE; HEXABROMOCYCLODODECANE; UNCLASSIFIED DRUG;

BIOACCUMULATION; BIOCHEMICAL COMPOSITION; BROMINE COMPOUND; EGG; ISOTOPIC ANALYSIS; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PERMEABILITY; POLLUTION EFFECT; POLLUTION EXPOSURE; SEABIRD; SPATIOTEMPORAL ANALYSIS; TEMPORAL ANALYSIS;

ARTICLE; ATLANTIC OCEAN; BALTIC SEA; BIRD; DIASTEREOISOMER; EGG; ENANTIOMER; GEL PERMEATION CHROMATOGRAPHY; LARUS ARGENTATUS; LIQUID CHROMATOGRAPHY; NONHUMAN; STEREOISOMERISM; TANDEM MASS SPECTROMETRY;

BALTIC COAST [GERMANY]; GERMANY; NORTH SEA COAST [GERMANY];

AVES; LARUS ARGENTATUS;

EID: 79952103245     PISSN: 00456535     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2010.12.047     Document Type: Article

References (41)

1. Becher G. The stereochemistry of 1,2,5,6,9,10-hexabromocyclododecane and its graphic representation. Chemosphere 2005, 58:989-991.
2. Braune B.M., Mallory M.L., Gilchrist H.G., Letcher R.J., Drouillard K.G. Levels and trends of organochlorines and brominated flame retardants in Ivory Gull eggs from the Canadian Arctic, 1976-2004. Sci. Total Environ. 2007, 378:403-417.
3. BSEF. Bromine Science and Environmental Forum. (retrieved 29.07.10). http://www.bsef.com/our-substances/hbcd/about-hbcd/.
4. Bustnes J.O., Yoccoz N.G., Bangjord G., Polder A., Skaare J.U. Temporal trends (1986-2004) of organochlorines and brominated flame retardants in tawny owl eggs from northern Europe. Environ. Sci. Technol. 2007, 41:8491-8497.
5. Covaci A., Gerecke A.C., Law R.J., Voorspoels S., Kohler M., Heeb N.V., Leslie H., Allchin C.R., de Boer J. Hexabromocyclododecanes (HBCDs) in the environment and humans: a review. Environ. Sci. Technol. 2006, 40:3679-3688.
6. Covaci A., Roosens L., Dirtu A.C., Waegeneers N., van Overmeire I., Neels H., Goeyens L. Brominated flame retardants in Belgian home-produced eggs: levels and contamination sources. Sci. Total Environ. 2009, 407:4387-4396.
7. De Boer, J., Leslie, H.A., Leonards, P.E.G., Bersuder, P., Morris, S., Allchin, C.R., 2004. Screening and time trend study of decabromodiphenylether and hexabromocyclododecane in birds. In: Proceedings of the Third International Workshop on Brominated Flame Retardants, Toronto, Canada, 2004, pp. 125-128.
8. de Wit C.A., Alaee M., Muir D.C.G. Levels and trends of brominated flame retardants in the Arctic. Chemosphere 2006, 64:209-233.
9. Gauthier L.T., Hebert C.E., Weseloh D.V.C., Letcher R.J. Current-use flame retardants in the eggs of herring gulls (Larus argentatus) from the Laurentian Great Lakes. Environ. Sci. Technol. 2007, 41:4561-4567.
10. Gauthier L.T., Potter D., Hebert C.E., Letcher R.J. Temporal trends and spatial distribution of non-polybrominated diphenyl ether flame retardants in the eggs of colonial populations of Great Lakes herring gulls. Environ. Sci. Technol. 2009, 43:312-317.
11. Harner T., Wiberg K., Norstrom R. Enantiomer fractions are preferred to enantiomer ratios for describing chiral signatures in environmental analysis. Environ. Sci. Technol. 2000, 34:218-220.
12. Haukås M., Hylland K., Berge J.A., Nygård T., Mariussen E. Spatial diastereomer patterns of hexabromocyclododecane (HBCD) in a Norwegian fjord. Sci. Total Environ. 2009, 407:5907-5913.
13. Hebert C.E., Norstrom R.J., Weseloh D.V.C. A quarter century of environmental surveillance: the Canadian wildlife service's Great Lakes herring gull monitoring program. Environ. Rev. 1999, 7:147-166.
14. Heeb N.V., Schweizer W.B., Kohler M., Gerecke A.C. Structure elucidation of hexabromocyclododecanes - a class of compounds with a complex stereochemistry. Chemosphere 2005, 61:65-73.
15. Helgason L.B., Polder A., Foreid S., Baek K., Lie E., Gabrielsen G.W., Barrett R.T., Skaare J.U. Levels and temporal trends (1983-2003) of polybrominated diphenyl ethers and hexabromocyclododecanes in seabird eggs from North Norway. Environ. Toxicol. Chem. 2009, 28:1096-1103.
16. Ilyina T., Hunziker R. Scenarios of temporal and spatial evolution of hexabromocyclododecane in the North Sea. Environ. Sci. Technol. 2010, 44:4622-4628.
17. Janák K., Covaci A., Voorspoels S., Becher G. Hexabromocyclododecane in marine species from the Western Scheldt Estuary: diastereoisomer- and enantiomer-specific accumulation. Environ. Sci. Technol. 2005, 39:1987-1994.
18. Janák K., Sellström U., Johansson A.K., Becher G., de Wit C.A., Lindberg P., Helander B. Enantiomer-specific accumulation of hexabromocyclododecanes in eggs of predatory birds. Chemosphere 2008, 73:S193-S200.
19. Jaspers V., Covaci A., Maervoet J., Dauwe T., Voorspoels S., Schepens P., Eens M. Brominated flame retardants and organochlorine pollutants in eggs of little owls (Athene noctua) from Belgium. Environ. Pollut. 2005, 136:81-88.
20. Johansson A.K., Sellström U., Lindberg P., Bignert A., de Wit C.A. Polybrominated diphenyl ether congener patterns, hexabromocyclododecane, and brominated biphenyl 153 in eggs of Peregrine Falcons (Falco Peregrinus) breeding in Sweden. Environ. Toxicol. Chem. 2009, 28:9-17.
21. Koeppen R., Becker R., Emmerling F., Jung C., Nehls I. Enantioselective preparative HPLC separation of the HBCD - stereoisomers from the technical product and their absolute structure elucidation using X-ray crystallography. Chirality 2007, 19:214-222.
22. Köppen R., Becker R., Esslinger S., Nehls I. Enantiomer-specific analysis of hexabromo-cyclododecane in fish from Etnefjorden (Norway). Chemosphere 2010, 80:1241-1245.
23. Kubetzki U., Garthe S., Hüppop O. The diet of common gulls Larus canus breeding on the German North Sea coast. Atl. Seab. 1999, 1:57-70.
24. Law R.J., Allchin C.R., de Boer J., Covaci A., Herzke D., Lepom P., Morris S., Tronczynski J., de Wit C.A. Levels and trends of brominated flame retardants in the European environment. Chemosphere 2006, 64:187-208.
25. Law R.J., Bersuder P., Barry J., Wilford B.H., Allchin C.R., Jepson P.D. A significant downturn in levels of hexabromocyclododecane in the blubber of harbor porpoises (Phocoena phocoena) stranded or Bycaught in the UK: an update to 2006. Environ. Sci. Technol. 2008, 42:9104-9109.
26. Lindberg P., Sellström U., Haggberg L., de Wit C.A. Higher brominated diphenyl ethers and hexabromocyclododecane found in eggs of peregrine falcons (Falco peregrinus) breeding in Sweden. Environ. Sci. Technol. 2004, 38:93-96.
27. Lundstedt-Enkel K., Asplund L., Nylund K., Bignert A., Tysklind M., Olsson M., Orberg J. Multivariate data analysis of organochlorines and brominated flame retardants in Baltic Sea guillemot (Uria aalge) egg and muscle. Chemosphere 2006, 65:1591-1599.
28. Miljeteig C., Strom H., Gavrilo M.V., Volkov A., Jenssen B.M., Gabrielsen G.W. High levels of contaminants in ivory gull Pagophila eburnea eggs from the Russian and Norwegian Arctic. Environ. Sci. Technol. 2009, 43:5521-5528.
29. Morris S., Allchin C.R., Zegers B.N., Haftka J.J.H., Boon J.P., Belpaire C., Leonards P.E.G., van Leeuwen S.P.J., de Boer J. Distributon and fate of HBCD and TBBPA brominated flame retardants in North Sea estuaries and aquatic food webs. Environ. Sci. Technol. 2004, 38:5497-5504.
30. Paulus, M., Bartel, M., Klein, R., Neitzke, M., Nentwich, K., Quack, M., Wagner, G., 2003. Guideline for Sampling and Sample Treatment: Herring Gull (Larus argentatus). http://www.umweltbundesamt.de/umweltproben/Silbermoewe.pdf.
31. Peled M., Scharia R., Sondack D. Thermal Rearrangement of Hexabromocyclododecane (HBCD). Advances in Organobromine Chemistry 1995, Elsevier, Amsterdam, pp. 92-99.
32. Polder A., Venter B., Skaare J.U., Bouwman H. Polybrominated diphenyl ethers and HBCD in bird eggs of South Africa. Chemosphere 2008, 73:148-154.
33. Rüdel H., Fliedner A., Kösters J., Schröter-Kermani C. Twenty years of elemental analysis of marine biota within the German Environmental Specimen Bank - a thorough look at the data. Environ. Sci. Pollut. Res. 2010, 17:1025-1034.
34. Rüdel, H., Müller, J., Jürling, H., Schröter-Kermani, C., 2010b. Retrospective monitoring of perfluorinated compounds in archived herring gull eggs. In: Interdisciplinary Studies on Environmental Chemistry-environmental Specimen Bank: Exploring Possibility of Setting-up ESBs in Developing Countries, Tokyo, pp. 81-86.
35. Sellström U., Bignert A., Kierkegaard A., Haggberg L., de Wit C.A., Olsson M., Jansson B. Temporal trend studies on tetra- and pentabrominated diphenyl ethers and hexabromocyclododecane in guillemot egg from the Baltic Sea. Environ. Sci. Technol. 2003, 37:5496-5501.
36. Suzuki S., Hasegawa A. Determination of hexabromocyclododecane diastereoisomers and tetrabromobisphenol a in water and sediment by liquid chromatography/mass spectrometry. Anal. Sci. 2006, 22:469-474.
37. Umweltbundesamt. German Environmental Specimen Bank - Concept, 2008. (retrieved 15.10.10). http://www.umweltprobenbank.de/en/documents/11426.
38. Umweltbundesamt. German Environmental Specimen Bank - Standard Operating Procedures, 2009. (retrieved 15.10.10). http://www.umweltprobenbank.de/en/documents/10022.
39. VECAP. The Voluntary Emission Control Action Programme - Annual Progress Report, 2009. (retrieved 27.04.10). http://www.vecap.info/uploads/VECAP_report_22%2001.pdf.
40. Verreault J., Gebbink W.A., Gauthier L.T., Gabrielsen G.W., Letcher R.J. Brominated flame retardants in glaucous gulls from the Norwegian Arctic: more than just an issue of polybrominated diphenyl ethers. Environ. Sci. Technol. 2007, 41:4925-4931.
41. Vorkamp K., Thomsen M., Falk K., Leslie H., Moller S., Sorensen P.B. Temporal development of brominated flame retardants in peregrine falcon (Falco peregrinus) eggs from South Greenland (1986-2003). Environ. Sci. Technol. 2005, 39:8199-8206.