Theoretical considerations about chiral PCBs and their methylthio and methylsulfonyl metabolites being possibly present as stable enantiomers

Chemosphere

Volumn 35, Issue 9, 1997, Pages 1895-1906

  Nezel, Tomas ^a   Müller Plathe, Florian ^a,c   Müller, Marcus D ^b   Buser, Hans Rudolf ^b  

^a ETH ZURICH   (Switzerland)

^b Swiss Federal Research Station for Fruit Growing Viticulture and Horticulture   (Switzerland)

^c MAX PLANCK INSTITUTE FOR POLYMER RESEARCH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

MESYLIC ACID DERIVATIVE; ORGANIC COMPOUND; POLYCHLORINATED BIPHENYL;

ARTICLE; CHEMICAL STRUCTURE; CHIRALITY; METABOLITE; ROTATION;

EID: 0343907821     PISSN: 00456535     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0045-6535(97)00229-4     Document Type: Article

References (28)

1. K. Ballschmiter, C. Rappe and H.R. Buser; In Halogenated Biphenyls, Terphenyls, Naphthalenes, Dibenzodioxins and Related Products (Edited by R.D. Kimbrough and A.A. Jensen) p. 47, Elsevier, Amsterdam (1989).
2. S. Jensen and B. Jansson, Ambio 5, 257 (1976).
3. Y. Masuda, H. Kuroki, K. Haraguchi and J. Nagayama, Environ. Health Perspect. 59, 53 (1985).
4. K. Haraguchi, M. Athanasiadou, A. Bergman, L. Hovander and S. Jensen, Ambio 21, 546 (1992).
5. H.R. Buser, D.R. Zook and C. Rappe, Anal. Chem. 64, 1176 (1992).
6. R.J. Letcher, R.J. Norstrom and A. Bergman, Anal. Chem. 67, 4155 (1995).
7. T. Mio and K. Sumino. Environ. Health Perspect. 59, 129 (1985).
8. H.R. Buser and M.D. Müller, Environ. Sci. Technol. 20, 730 (1986).
9. A. Glausch, G. Nicholson, M. Fluck and V. Schurig, J. High Resol. Chromatogr. 17, 347 (1994).
10. A. Glausch, J. Hahn and V. Schurig, Chemosphere 30, 2079 (1995).
11. H. Hühnerfuss, B. Pfaffenberger, B. Gehrcke, L. Karbe, W.A. König and O. Landgraf, Mar. Pollut. Bull. 30, 332 (1995).
12. K.L.E. Kaiser, Environ. Pollut. 7, 93 (1974).
13. E. L. Eliel and S.H. Wilen, Stereochemistry of Organic Compounds, p. 430, Wiley, New York (1994).
14. Gaussian92 and Gaussian92/DFT, Programs and User Manuals, Gaussian Inc., Pittsburgh, (1992/93).
15. J.J.P. Stewart, J. Comput.-Aided Mol. Design 4, 1 (1990).
16. J. Krupcík, Májeková, P. Májek, J. Hrouzek, E. Benicka, F. Onuska, P. Sandra and J. de Zeeuw, Fresenius J. Anal. Chem. 352, 696 (1995).
17. M. Püttmann, F. Oesch, L.W. Robertson and A. Mannschreck, Chemosphere 15, 2061 (1986).
18. A. Mannschreck, N. Pustet, L. W. Robertson, F. Oesch and M. Püttmann, Liebigs Ann. Chem. 2101 (1985).
19. V. Schurig, A. Glausch and M. Fluck, Tetrahedron: Asymmetry 6, 2161 (1995).
20. T.-H. Tang, M. Nowakowska, J.E. Guillet, and I.G. Csizmadia, J. Mol. Struct. (Theochem) 232, 133 (1991).
21. J.M. Cullen and K.L.E. Kaiser, In: QSAR in Environmental Toxicology (Edited by K.L.E. Kaiser), p. 39, D. Reidel, Dordrecht (1984).
22. W.M.F. Fabian, J. Comp. Chem. 9, 369 (1988).
23. H. Liu, F. Müller-Plathe and W.F. van Gunsteren, J. Chem. Phys. 102, 1722 (1995).
24. T.E. Keaton and E.R. Lippincott, Spectrochim. Acta Part A 15, 627 (1959).
25. L. A. Carreira and T. G. Towns, J. Mol. Struct. 41, 1 (1977).
26. A. Almenningen, O. Bastiansen, L. Fernholt, B. N. Cyvin, S. J. Cyvin and S. Samdal, J. Mol. Struct. 128, 59 (1985).
27. G.-P. Charbonneau and Y. Delugeard, Acta Cryst. B 32, 1420 (1976).
28. F. Müller-Plathe, M.D. Müller and H.-R. Buser, J. Agric. Food Chem. (submitted).