Quantification and determination of enantiomeric ratios of chiral PCB 95, PCB 132, and PCB 149 in shark liver samples (C. coelolepis) from the Atlantic Ocean

Abstract

SummaryChiral2,2',3,5',6-pentachlorobiphenyl (PCB 95),2,2',3,3',4,6'-hexachlorobiphenyl (PCB 132) and 2,2',3,4',5',6-hexachlorobiphenyl (PCB 149) were quantified in Atlantic Ocean shark liver samples (C. codolepis) by gas chromatography-mass spectrometry (GC-MS) and their enantiomeric ratios were studied by multidimensional gas chromatography (MDGC) with an achiral-chiral column combination and detected by ECD and MS/SIM. The concentration range of the chiral PCBs was from 2 to 6 ng/g (fresh weight), which represents 2-6 % of the total PCB mean concentration. The investigations revealed a small enantiomeric bias of PCB 132 in most of the samples studied (ER = 0.75-0.89, ee = 6-14%), while PCB 95 and PCB 149 were present in racemic or almost racemic form.

Rapid enantiomeric separation of polychlorinated biphenyls by electrokinetic chromatography using mixtures of neutral and charged cyclodextrin derivatives

“…relevance because each enantiomer may have differGas chromatography (GC), usually employed to ent toxicity, activity or metabolic pathways. Moreseparate PCB congeners, has also been employed to perform the separation of chiral PCBs [5][6][7][8][9][10][11]. Nevertheless, the characteristics of capillary electro- and flexibility) make this technique competitive with GC in the field of the enantiomeric separations [12].…”

Chirality as an Environmental Forensics Tool

“…Cod liver oils had nonracemic compositions of the same analytes as measured in the purchased fish oils [215], consistent with nonracemic OC pesticides (except for a-HCH, which was racemic) and PCBs found in NIST Standard Reference Material 1588a, cod liver oil [105]. Nonracemic PCBs were observed in livers of sharks [87,222] and groupers [87], while Arctic cod in the Northwater Polynya had racemic PCBs [192]. Similar nonracemity in PCBs was also observed for a number of freshwater fish species in the highly contaminated Lake Hartwell reservoir, as well as in streams and rivers throughout the US [196].…”

Chiral xenobiotics bioaccumulations and environmental health prospectives

“…Various researchers have reported the presence of different enantiomers of PCBs at different trophic levels of marine ecosystem in seawater (Waid 1966;De Boer 1988;Duinker et al 1989;Kallenborn and Hühnerfuss 1993;Hühnerfuss et al 1995;Schurig et al 1995;Haglund 1996;Blanch et al 1996;Reich et al 1998). Blanch et al (1996) detected different e n a n t i o m e r s o f P C B s i n l i v e r o f s h a r k (Centroscymnus coelolepis).…”