Literature DB >> 26081770

Trends in the enantiomeric composition of polychlorinated biphenyl atropisomers in human breast milk.

Yoshimasa Konishi1, Kensaku Kakimoto2, Haruna Nagayoshi2, Takeshi Nakano3.   

Abstract

For the precise estimation of the risk to human health caused by persistent organic pollutants (POPs), it is important to discuss enantiomer fraction value (EF value) because it is reported that behaviors such as stability and toxicity of enantiomers are quite different in human body. Among POPs, polychlorinated biphenyl (PCB) is known as one of the most persistent compounds in human breast milk samples. The main exposure source of PCB for human body is mostly from food especially in seafood. The contamination of fish and shellfish has been a serious problem for the Japanese, who consume a large amount of fish in their diet. PCBs have 19 congeners which are chlorine-substituted in 3- or 4- ortho positions are known to have enantiomers. In this study, we analyzed PCB 183 (2,2',3,4,4',5',6-hepta CB) in human breast milk and fish samples enantioselectively and revealed the time trends of the EF value. Though EF value of PCB 183 in fish samples sustained close to racemate (EF = 0.5) from 1982 to 2012, that in breast milk increased over time. This fact indicates that (+)-PCB-183 has greater bioaccumulation potential than (-)-PCB-183 in human body; therefore, the toxicity of (+)-PCB-183 should be emphasized.

Entities:  

Keywords:  2,2′,3,4,4′,5′,6-hepta CB; Enantiomer fraction value; Enantiomer selective analysis; High resolution gas chromatography/high resolution mass chromatography; Human breast milk; Market basket study

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Year:  2015        PMID: 26081770     DOI: 10.1007/s11356-015-4620-6

Source DB:  PubMed          Journal:  Environ Sci Pollut Res Int        ISSN: 0944-1344            Impact factor:   4.223


  20 in total

1.  Enantiomer fractions instead of enantiomer ratios.

Authors:  H J De Geus; P G Wester; J de Boer; U A Brinkman
Journal:  Chemosphere       Date:  2000-09       Impact factor: 7.086

2.  Enantiomer-specific accumulation of PCB atropisomers in the bowhead whale (Balaena mysticetus).

Authors:  Paul F Hoekstra; Charles S Wong; Todd M O'Hara; Keith R Solomon; Scott A Mabury; Derek C G Muir
Journal:  Environ Sci Technol       Date:  2002-04-01       Impact factor: 9.028

3.  Congener-specific analysis of polychlorinated biphenyl in human blood from Japanese.

Authors:  Tetsuya Hirai; Yoshinori Fujimine; Syunkichi Watanabe; Takeshi Nakano
Journal:  Environ Geochem Health       Date:  2005-02       Impact factor: 4.609

4.  2,2',3,3',6,6'-Hexachlorobiphenyl (PCB 136) is enantioselectively oxidized to hydroxylated metabolites by rat liver microsomes.

Authors:  Xianai Wu; Ananya Pramanik; Michael W Duffel; Eugene G Hrycay; Stelvio M Bandiera; Hans-Joachim Lehmler; Izabela Kania-Korwel
Journal:  Chem Res Toxicol       Date:  2011-11-10       Impact factor: 3.739

5.  Surveillance of polychlorinated biphenyl congeneric patterns in human breast milk from 1973 to 2000 in Osaka, Japan.

Authors:  Yoshimasa Konishi; Mikiya Kitagawa; Kazuhiko Akutsu; Yukio Tanaka
Journal:  Environ Health Prev Med       Date:  2006-01       Impact factor: 3.674

6.  Enantiomeric specificity of (-)-2,2',3,3',6,6'-hexachlorobiphenyl toward ryanodine receptor types 1 and 2.

Authors:  Isaac N Pessah; Hans-Joachim Lehmler; Larry W Robertson; Claudio F Perez; Elaine Cabrales; Diptiman D Bose; Wei Feng
Journal:  Chem Res Toxicol       Date:  2009-01       Impact factor: 3.739

7.  Differential potency of atropisomers of polychlorinated biphenyls on cytochrome P450 induction and uroporphyrin accumulation in the chick embryo hepatocyte culture.

Authors:  L E Rodman; S I Shedlofsky; A Mannschreck; M Püttmann; A T Swim; L W Robertson
Journal:  Biochem Pharmacol       Date:  1991 Mar 15-Apr 1       Impact factor: 5.858

8.  Enantioselective accumulation of chiral polychlorinated biphenyls in lotus plant (Nelumbonucifera spp.).

Authors:  Shouhui Dai; Charles S Wong; Jing Qiu; Min Wang; Tingting Chai; Li Fan; Shuming Yang
Journal:  J Hazard Mater       Date:  2014-08-28       Impact factor: 10.588

9.  Chiral effects in the induction of drug-metabolizing enzymes using synthetic atropisomers of polychlorinated biphenyls (PCBs).

Authors:  M Püttmann; A Mannschreck; F Oesch; L Robertson
Journal:  Biochem Pharmacol       Date:  1989-04-15       Impact factor: 5.858

10.  Levels and temporal trends of chlorinated pesticides, polychlorinated biphenyls and brominated flame retardants in individual human breast milk samples from Northern and Southern Norway.

Authors:  A Polder; C Thomsen; G Lindström; K B Løken; J U Skaare
Journal:  Chemosphere       Date:  2008-07-23       Impact factor: 7.086

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  3 in total

1.  Determination of the human cytochrome P450 monooxygenase catalyzing the enantioselective oxidation of 2,2',3,5',6-pentachlorobiphenyl (PCB 95) and 2,2',3,4,4',5',6-heptachlorobiphenyl (PCB 183).

Authors:  Haruna Nagayoshi; Kensaku Kakimoto; Yoshimasa Konishi; Keiji Kajimura; Takeshi Nakano
Journal:  Environ Sci Pollut Res Int       Date:  2017-10-17       Impact factor: 4.223

2.  Atropselective Partitioning of Polychlorinated Biphenyls in a HepG2 Cell Culture System: Experimental and Modeling Results.

Authors:  Chun-Yun Zhang; Susanne Flor; Gabriele Ludewig; Hans-Joachim Lehmler
Journal:  Environ Sci Technol       Date:  2020-10-15       Impact factor: 9.028

3.  Environmental Polychlorinated Biphenyl Exposure and Breast Cancer Risk: A Meta-Analysis of Observational Studies.

Authors:  Jingwen Zhang; Yue Huang; Xiaoling Wang; Kun Lin; Kusheng Wu
Journal:  PLoS One       Date:  2015-11-10       Impact factor: 3.240

  3 in total

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