Binding of s-triazines to dissolved humic substances: Electrophoretic approaches using affinity capillary electrophoresis (ACE) and micellar electrokinetic chromatography (MEKC)

Chemosphere

Volumn 35, Issue 1-2, 1997, Pages 55-75

  Schmitt, Ph ^a   Freitag, D ^b   Trapp, I ^b   Garrison, A W ^a   Schiavon, M ^c   Kettrup, A ^b  

^a U S ENVIRONMENTAL PROTECTION AGENCY   (United States)

^b INSTITUTE OF EPIDEMIOLOGY   (Germany)

^c Laboratoire de Phytopharmacie   (France)

Author keywords

Capillary electrophoresis; Humic substances; Ionic micelles; s triazines

Indexed keywords

AMELINE; AMETRYN; ATRATON; FULVIC ACID; HUMIC ACID; HYDROXYATRAZINE; SURFACTANT; TRIAZINE DERIVATIVE; UNCLASSIFIED DRUG; WATER;

ARTICLE; BINDING AFFINITY; CAPILLARY ELECTROPHORESIS; CONCENTRATION RESPONSE; ELECTROPHORETIC MOBILITY; HUMIC SUBSTANCE; HYDROPHOBICITY; MEASUREMENT; MICELLAR ELECTROKINETIC CHROMATOGRAPHY; MICELLE; MOLECULAR WEIGHT; SOIL;

EID: 0030743097     PISSN: 00456535     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0045-6535(97)00139-2     Document Type: Article

References (48)

1. D.E. Amstrong and G. Chester, Adsorption catalysed chemical hydrolysis of atrazine, Environ. Sci. Technol. 9, 683-689 (1968).
2. N. Senesi and C. Testini, Adsorption of some nitrogenated herbicides by soil humic acids, Soil Science 130(6), 314-320 (1980).
3. A. Piccolo, G. Celano and C. DeSimone, Interaction of atrazine with humic substances of different origins and their hydrolysed products, The Science of the Total Environment 117/118, 403-412, (1992).
4. G.C. Li and G.T. Feldbeck, A study of the mecanism of atrazine adsorption by humic acid from muck soil, Soil Science 113(2), 140-148, (1972).
5. D.S. Gamble and S.U. Khan, Atrazine in organic soil: chemical speciation during heterogeneous catalysis, J. Agric. Food Chem. 38, 297-308 (1990).
6. P.F. Landrum, S.R. Nihart, B.J. Eadle and W.S.Gardner, Reverse phase separation method for determining pollutant binding to aldrich humic acid and dissolved organic carbon of natural waters, Environ. Sci. Technol. 18(3), 187-192 (1984).
7. A. Piccolo, I. Scheunert and R. Schroll, Supercritical versus normal methanol mass extraction of 14C labelled atrazine bound to humic substances, Fresenius Envir. Bull. 1, 627-631 (1992).
8. Z.D. Wang, D.S. Gamble and C.H. Langford, Interaction of atrazine with Laurentian fulvic acid: binding and Hydrolysis, Analytica Chimica Acta 232, 181-188 (1992).
9. M.I. Haniff, R.H. Zienius, C.H. Langford and D.S. Gamble, The solution phase complexing of atrazine by fulvic acid: equilibria at 25°C, J. Environ. Sci. Health B20(2), 215-262 (1985).
10. C.W. Carter and I.H.Suffet, Binding of DDT to dissolved humic materials, Environ. Sci. Technol 16(11), 735-739 (1982).
11. M. Schiavon, J.M. Portal, F. Andreux and G. Bertin, Estudio de la adsorcion de atrazina por polimeros modelos y por un acido humico mediante la technica de dialisis, Suelo y Planta 2(1), 177-185 (1992).
12. J.D. Sulivan and G.T. Feldbeck, A study of the interaction of s-triazine herbicides with humic acids from three different soils. Soil Science 106(1), 42-52 (1968).
13. F.D. Kopinke, J. Poerschmann and U. Stottmeister, Sorption of organic pollutants on anthropogenic humic matter, Environm. Sci. Technol. 29, 941-950 (1995).
14. Ph. Schmitt, A.W. Garrison, D. Freitag and A. Kettrup, Separation of s-triazinic herbicides and their metabolites by capillary zone electrophoresis as a function of pH, J. Chromatogr. A(723), 169-177 (1996).
15. Ph. Schmitt, D. Freitag, Y. Sanlaville, J. Lintelman and A. Kettrup, Capillary electrophoresis can provide new information on atrazine photolysis, J. Chromatogr. A(709), 215-225 (1995).
16. A.W. Garrison, Ph. Schmitt and A. Kettrup, Capillary electrophoresis for the characterization of humic substances, Water Research 29(9), 2149-2159 (1995).
17. Ph. Schmitt, A.W. Garrison, D. Freitag and A. Kettrup, Floculation of humic substances withmetal ions as followed by capillary zone electrophoresis, Fresenius J. Anal. Chem. 354, 915-920, (1996).
18. K. Takeo, Affinity electrophoresis In: Advances in Electrophoresis, Chrambach, A., Dumm, M.J., Radola, B.J. Eds, VCH Publishers NY, 1, 229-279 (1987).
19. V. Horejsi and M. Ticha, Qualitative and quantitative applications of affinity electrophoresis for the study of protein-ligand interactions: a review, J. Chromatogr. 376, 49-67 (1986).
20. K. Shimura, Progress in affinophoresis, J. Chromatogr. 510, 251-270 (1990).
21. M.V. Novotny, K.A. Coob and J. Liu, Recent advances in CE of proteins, peptides and amino acids, Electrophoresis 11, 735-749 (1990).
22. Y.H. Chu, L.Z. Avila, J. Gao and G.M. Whitesides, Use of Affinity Capillary Electrophoresis to measure binding constants of ligands to Proteins, Acc. Chem. Res. 28, 461-468 (1995).
23. S. Honda, A. Taga, K. Susuki, S. Susuki and K. Kakehi, Determination of the association constants of monovalent mode Protein-Sugar interaction by capillary zone electrophoresis, J. Chromatogr. 597, 377-382 (1992).
24. Y. H. Chu and G.M. Whitesides, Affinity capillary electrophoresis can simultaneously measure binding constants of multiple peptides to Vancomycin, J. Org. Chem. 57, 3524-3525 (1992).
25. S.K. Srivastava, V.K. Gupta, B.B. Tiwari and I. Ali, Electrophoretic determination of stability constants of Zn(II) and Cd(II) nitrilotriacetate-penicillamine mixed complexes, J. Chromatogr. 635, 171-175 (1993).
26. L.Z. Avilla, Y.H. Chu, E.C. Blossey and G.M. Whitesides, Use of affinity capillary elektrophoresis to determine the kinetic and equilibrium constant of arylsulfonamides to bovine carbonic anhydrase, J. Med. Chem. 36, 126-133 (1993).
27. H. Kajiwara, Application of HPCE to the analysis of conformation and interaction of metal-binding proteins, J. Chromatogr. 559, 345-356 (1991).
28. J, Liu, K.J. Volk, M. Puci and S. Handwerger, Binding studies of Vancomycin to the Cytoplasmic peptidoglycan by affinity capillary electrophoresis, Anal. Chem. 66, 2412-2416 (1994).
29. J.L. Carpenter, P. Camilleri, D. Dhanak and D. Goodall, A study of the binding of Vancomycin to dipeptides using capillary electrophoresis, J. Chem. Soc. Chem. Commun. 804-806 (1992).
30. J.P. Hummel and W.J. Dreyer, Measurement of Protein-binding phenomena by gel filtration, Biochem. Biophys. Acta 63, 530-532 (1962).
31. N. Kalouskova, Interaction of humic acids with atrazine, J. Environ. Sci. Health B22(1), 113-123 (1987).
32. N. Kalouskova, Adsorption of atrazine on humic acids, J Environ. Sci. Health B24(6), 599-617 (1989).
33. J.C. Kraak, S. Buschand and H. Poppe, Study of protein-drug binding using capillary zone electrophoresis, J. Chromatogr. 608, 257-264 (1992).
34. A.W. Garrison, Ph. Schmitt and A. Kettrup, Analysis of phenoxy acid herbicides and their enantiomers by high performance capillary electrophoresis, J. Chromatogr. A (688), 317-327 (1994).
35. A.W. Garrison, Ph. Schmitt, D. Martens and A. Kettrup, Enantiomeric selectivity in the environmental degradation of dichlorprop as determined by high performance capillary electrophoresis, Environm. Sci. Technol., in press August 1996
36. S.A.C. Wren, Theory of chiral separation in capillary electrophoeresis, J. Chromatogr. 636, 57-62 (1993).
37. F.A. Gomez, J.K. Chen, A. Tanaka, S.L. Schreiber and G.M. Whitesides, Affinity capillary electrophoresis: Insights into the binding of SH3 Domains by peptides derived from an SH3-binding Protein, J. Org. Chem. 59, 2885-2886 (1994).
38. Ph. Schmitt, D. Freitag, A.W. Garrison and A. Kettrup, Capillary electrophoresis, a new tool in the characterization of humic subsatnces and the analysis of their affinity to metals and pesticides, Poster at the IHSS meeting, Humic Substances in the Environment, New Chalanges and Approaches, Atlanta, USA, August 27 - September 1, (1995)
39. R.J. Hance, Influence of pH, exchangeable cation and the presence of organic matter on the adsorption of some herbicides by montmorillonite, Can. J. Soil Sci. 49, 357-364 (1969).
40. G.W. Bailey, J.L. White and T. Rothberg, Adsorption of organic herbicides by montmorillonite: role of pH and chemical character of adsorbate, Soil Sci. Amer. Proc. 32, 222-234 (1968).
41. Ph. Schmitt, I. Trapp, A.W. Garrison and A. Kettrup, Binding of s-triazines to humic substances: preliminary studies with affinity capillary electrophoresis (ACE), Paper at the 7th International Symposium on High Performance Capillary Electrophoresis, Würzburg, Germany. January 29-February 2, (1995).
42. R. Kuhn and S. Hoffstetter-Kuhn, Capillary Electrophoresis: Principles and Practice, Springer Laboratory - Springer Verlag, Berlin, Heidelberg, 191-204, (1993).
43. S. Terabe, K. Otsuka and T. Ando, Electrokinetic chromatography with micellar solution and open-tubular capillary, Anal. Chem, 57, 834-841, (1985).
44. R.L. Wershaw, A new model for humic materials and their interactions with hydrophobic organic chemicals in soil-water or sediment-water systems, J. Contam. Hydrol. 1, 29-46 (1986).
45. C.T. Chiou, R.L. Malcolm, T.I. Brinton and D.E. Kile, Water solubility enhancement of some organic pollutants and pesticides by dissolved humic and fulvic acids, Environ. Sci. Technol. 20, 502-508 (1986).
46. C.T. Chiou, D.E. Kile, T.I. Brinton, R.L. Malcolm, J.A. Leenheer and P. MacCarthy, A comparison of water solubility enhancement of some organic solutes by aquatic humic material and commercial humic acids, Environ. Sci. Technol. 21, 1231-1234 (1987).
47. R.R. Engebretson and R. Von Wandruska, Microorganization in dissolved humic acids, Environm Sci. Technol. 26, 1934-1941 (1994).
48. R.R. Engebretson, T. Amos and R. Von Wandruska, Quantitative approach to humic acid association, Environm. Sci. Technol., 30, 990-997 (1996).