Enantiomer-specific analysis of hexabromocyclododecane in fish from Etnefjorden (Norway)

Diasteroisomer and enantiomer-specific profiles of hexabromocyclododecane and tetrabromobisphenol A in an aquatic environment in a highly industrialized area, South China: Vertical profile, phase partition, and bioaccumulation

“…2). Species-dependent of EF value for g-HBCD either clearly accumulated (À)-g-enantiomer (Zhang et al, 2009b) or distinctly enriched (þ)-g-enantiomer Köeppen et al, 2010;Wu et al, 2010) in fish have also been reported in previous studies. Comparison of EF values between surrounding environmental media (sediment and water) and fish species apparently revealed that enantioselective metabolism, or uptake and excretion occurred in biota.…”

“…However, reports of HBCD enantiomers in environment samples are still limited and the results of different studies sometimes contradict each other (Janák et al, , 2008Köeppen et al, 2010). The environmental fates of HBCD diasteroisomers are yet not sufficient understanding, especially for the water-particle partition, post-depositional behavior, and species-specific stereoselective bioaccumulation of HBCDs in aquatic environment.…”

Levels, isomer profiles and chiral signatures of particle-bound hexabromocyclododecanes in ambient air around Shanghai, China

“…The enrichment or discrimination of individual HBCD enantiomers were subsequently observed for organisms from other sites (e.g. Harrad et al, 2009b;He et al, 2010;Janák et al, 2008;Köppen et al, 2010;Peck et al, 2005;Tomy et al, 2008). As for a-HBCD, different species have different preferences for (þ)-or (À)-a-HBCD enantiomers.…”

“…Thermal rearrangement and photo-isomerization also occur between these three diastereomers, especially between g-and a-HBCDs (Harrad et al, 2009a;Heeb et al, 2008aHeeb et al, , 2008bKöppen et al, 2008). Moreover, enantiomers of the three diastereomers exhibited different enrichment in biota samples with non-racemic signatures (Abdallah and Harrad, 2011;Covaci et al, 2006;Eljarrat et al, 2009;Esslinger et al, 2011;Harrad et al, 2009bHarrad et al, , 2010He et al, 2010;Köppen et al, 2010;Peck et al, 2005;Tomy et al, 2008). Two meso forms d-HBCD and 3-HBCD have been found by Heeb et al (2005) in commercial HBCD in concentration of 0.5% and 0.3%, respectively.…”

How to simulate affinities for host–guest systems lacking binding mode information: application to the liquid chromatographic separation of hexabromocyclododecane stereoisomers

“…It is regarded as a persistent organic pollutant (POP) and has been detected increasingly in environmental niches [11,12] and biota including humans [13]. Recent literature on HBCD contamination in marine fish and in birds' eggs is comprehensively cited in [14] and [15], respectively. Furthermore, HBCD and its metabolites are suspected to cause endocrine disruption due to competition with thyroxine for binding to the human transthyretin receptor [16][17][18].…”