Blood levels of polychlorinated biphenyls and their hydroxylated metabolites in Baikal seals (Pusa sibirica): Emphasis on interspecies comparison, gender difference and association with blood thyroid hormone levels

Imaeda, Daisuke; Nomiyama, Kei; Kunisue, Tatsuya; Iwata, Hisato; Tsydenova, Oyuna; Amano, Masao; Петров, Е. А.; Batoev, Valeriy; Tanabe, Shinsuke

doi:10.1016/j.chemosphere.2014.03.089

Cited by 20 publications

(38 citation statements)

References 40 publications

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“…4′-OH-CB-101 has been found as a major metabolite in various animals 43 44 . Although the concentration of 4′-OH-CB-101 was below the detection limit in the influent sample, we could not exclude the possibility that a proportion of 4′-OH-CB-101 might be formed by humans at trace concentration and entered the WWTPs from human excretion.…”

Section: Resultsmentioning

confidence: 99%

Detection of methoxylated and hydroxylated polychlorinated biphenyls in sewage sludge in China with evidence for their microbial transformation

Sun

Zhu

Pan

et al. 2016

Sci Rep

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The concentrations of methoxylated polychlorinated biphenyls (MeO-PCBs) and hydroxylated polychlorinated biphenyls (OH-PCBs) were measured in the sewage sludge samples collected from twelve wastewater treatment plants in China. Two MeO-PCB congeners, including 3′-MeO-CB-65 and 4′-MeO-CB-101, were detected in three sludge with mean concentrations of 0.58 and 0.52 ng/g dry weight, respectively. OH-PCBs were detected in eight sludge samples, with an average total concentration of 4.2 ng/g dry weight. Furthermore, laboratory exposure was conducted to determine the possible source of OH-PCBs and MeO-PCBs in the sewage sludge, and their metabolism by the microbes. Both 4′-OH-CB-101 and 4′-MeO-CB-101 were detected as metabolites of CB-101 at a limited conversion rate after 5 days. Importantly, microbial interconversion between OH-PCBs and MeO-PCBs was observed in sewage sludge. Demethylation of MeO-PCBs was favored over methylation of OH-PCBs. The abundant and diverse microbes in sludge play a key role in the transformation processes of the PCB analogues. To our knowledge, this is the first report on MeO-PCBs in environmental matrices and on OH-PCBs in sewage sludge. The findings are important to understand the environmental fate of PCBs.

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Section: Resultsmentioning

confidence: 99%

Detection of methoxylated and hydroxylated polychlorinated biphenyls in sewage sludge in China with evidence for their microbial transformation

Sun

Zhu

Pan

et al. 2016

Sci Rep

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“…2,3',4,4',, with a TEF value of 0.00003, is one of the most abundant congeners among the 209 PCBs in the environment including river sediments, algae, plants, shrimp, and fish (Nunes et al, 2011) and in humans (Hirai et al, 2005). Lake Baikal is a site that is highly contaminated by several anthropogenic sources, and Baikal seals contain high amounts of CB118 (Imaeda et al, 2014). After ingestion of CB118, mainly through fish consumption, CB118 is metabolized to several hydroxylated metabolites, such as 4-hydroxy-2,3,3',4',5-pentachlorobiphenyl (4-OH-CB107) and 3-OH-CB118, which were found in human plasma (Quinete et al, 2015) and in the liver of Baikal seals (Nomiyama et al, 2014).…”

Section: Introductionmentioning

confidence: 99%

From the Cover: Structural Determinants of the Position of 2,3′,4,4′,5-Pentachlorobiphenyl (CB118) Hydroxylation by Mammalian Cytochrome P450 Monooxygenases

et al. 2016

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Polychlorinated biphenyls (PCBs) accumulate in mammals via the food chain because of their characteristics such as slow degradation and high hydrophobicity. One of the 209 PCB congeners, 2,3',4,4',5-pentachlorobiphenyl (CB118), is abundantly found in the environment and in mammals. Understanding the metabolic fate of CB118 can provide important information toward evaluating its toxicity. In vitro studies on the metabolism of CB118 by cytochrome P450 enzymes (P450 or CYP) revealed that human CYP2B6 and rat CYP2B1 primarily metabolized it to 3-hydroxy (OH)-CB118, whereas rat CYP1A1 metabolized CB118 to 4-hydroxy-2,3,3',4',5-pentachlorobiphenyl (4-OH-CB107). Docking models of CYP2Bs with CB118 revealed a short distance between the 3-position of CB118 and the heme iron caused by polarization of the substrate-binding cavity, and maintenance of this pose through interaction with the peripheral amino acids determines the activity and position of hydroxylation. 4-Hydroxylation by rat CYP1A1 occurs owing to the longitudinal shape of the substrate-binding cavity toward the heme of CYP1A1. The metabolites 3-OH-CB118 and 4-OH-CB107 decreased potential for activating the aryl hydrocarbon receptor compared with that of CB118, thereby leading to a decrease in dioxin-like toxicity; however, the neurodevelopmental toxicity of 4-OH-CB107 has been previously reported. The results suggest that these 3 P450 isoforms play an important role in determining the extent of CB118 toxicity. This study will contribute to understanding of the metabolic fates and toxicity of CB118 in vivo.

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“… used GC‐MS to detect OH‐PCBs in the serum of electronic waste dismantling workers in Taizhou China, and found the mean concentration of OH‐PCBs to be 133.9 ng/g lipid weight. GC‐ECD/GC‐MS were also used in the detection of OH‐PCBs in the blood and tissues of polar marine mammals, such as polar bears and Antarctic seals, and in human samples, such as blood and milk from Eskimos . However, the analysis of OH‐PCBs based on GC usually requires the conversion of OH‐PCBs to MeO‐PCBs to enhance the sensitivity and selectivity of the method.…”

Section: Introductionmentioning

confidence: 99%

Simultaneous detection of multiple hydroxylated polychlorinated biphenyls from biological samples using ultra‐high‐performance liquid chromatography with isotope dilution tandem mass spectrometry

Zheng

Cai

Huang

et al. 2018

J of Separation Science

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We established a method for the separation and detection of nine hydroxylated polychlorinated biphenyls in whole blood and urine samples using ultra high performance liquid chromatography coupled with electrospray negative ionization tandem mass spectrometry. Clean‐up procedures involved a filtration step, and optimization involved a pretreatment step consisting of a simple liquid–liquid extraction using hydrated silica‐gel chromatography (5%). Nine hydroxylated polychlorinated biphenyls were separated on an ultra high performance liquid chromatography HSS T3 column using a gradient elution program of 2 mmol ammonium formate aqueous solution (A) and methanol (B). Recovery ranged from 84.0 to 105.4% for the nine different hydroxylated polychlorinated biphenyls in urine with three spiked levels of 0.1, 1, and 2 ng and from 73.5 to 98.6% for the blood with spiked levels of 0.2, 1, and 2 ng. The relative standard deviations were <8.7% (n = 6), and the limits of detection in urine and whole blood for the nine hydroxylated polychlorinated biphenyls were in the range of 1.5–4 and 20–100 pg/g, respectively. This analytical method may enable the simultaneous detection of various hydroxylated polychlorinated biphenyls from complex tissue matrices.

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Blood levels of polychlorinated biphenyls and their hydroxylated metabolites in Baikal seals (Pusa sibirica): Emphasis on interspecies comparison, gender difference and association with blood thyroid hormone levels

Cited by 20 publications

References 40 publications

Detection of methoxylated and hydroxylated polychlorinated biphenyls in sewage sludge in China with evidence for their microbial transformation

Detection of methoxylated and hydroxylated polychlorinated biphenyls in sewage sludge in China with evidence for their microbial transformation

From the Cover: Structural Determinants of the Position of 2,3′,4,4′,5-Pentachlorobiphenyl (CB118) Hydroxylation by Mammalian Cytochrome P450 Monooxygenases

Simultaneous detection of multiple hydroxylated polychlorinated biphenyls from biological samples using ultra‐high‐performance liquid chromatography with isotope dilution tandem mass spectrometry

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