Oxytetracycline sorption to organic matter by metal-bridging

Journal of Environmental Quality

Volumn 34, Issue 6, 2005, Pages 1964-1971

  MacKay, Allison A ^a   Canterbury, Brian ^a  

^a UNIVERSITY OF CONNECTICUT   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACIDS; CHELATION; CONCENTRATION (PROCESS); ION EXCHANGE; METAL ANALYSIS; ORGANIC COMPOUNDS; SORPTION; TERNARY SYSTEMS;

HUMIC ACID; ORGANIC MATTER; SORBENTS;

ANTIBIOTICS;

ADSORBENT; ALUMINUM; AMPHOLYTE; ANION; CALCIUM; CATION; CELLULOSE; COPPER; DRUG; FERRIC ION; HUMIC ACID; ION EXCHANGE RESIN; LIGAND; LIGNIN; METAL; METAL ION; OXYTETRACYCLINE; SOIL ORGANIC MATTER;

ADSORPTION; ARTICLE; COMPLEX FORMATION; CONCENTRATION (PARAMETERS); LIGAND BINDING; METAL BINDING; MOLECULAR STABILITY; PH; SEDIMENT; SOIL POLLUTION; STOICHIOMETRY;

CHELATING AGENTS; ENVIRONMENT; HUMIC SUBSTANCES; METALS; ORGANIC CHEMICALS; OXYTETRACYCLINE; RESINS, SYNTHETIC; SOIL; SOIL POLLUTANTS;

EID: 28044436293     PISSN: 00472425     EISSN: None     Source Type: Journal    
DOI: 10.2134/jeq2005.0014     Document Type: Article

References (43)

1. Abd El Wahed, M.G., M. Ayad, and R. El Sheikh. 1984. Potentiometric study of tetracycline and oxytetracycline with some metal ions of biological interest. Anal. Lett. 17:413-422.
2. Carter, C.W., and I.H. Suffet. 1982. Binding of DDT to dissolved humic materials. Environ. Sci. Technol. 16:735-740.
3. Chiou, C.T., L.J. Peters, and V.H. Freed. 1979. A physical concept of soil-water equilibria for nonionic compounds. Science (Washington, DC) 206:831-832.
4. Djurdjevic, P., M.J. Stankov, and J. Odovic. 2000. Study of solution equilibria between iron(III) ion and ciprofloxacin in pure nitrate ionic medium and micellar medium. Polyhedron 19:1085-1096.
5. Dzombak, D., and F.M.M. Morel. 1990. Surface complexation modeling. John Wiley & Sons, New York.
6. Figueroa, R.A., and A.A. MacKay. 2005. Sorption of oxytetracycline to iron oxides and iron oxide-rich soils. Environ. Sci. Technol. (in press).
7. Figueroa, R.A., A. Leonard, and A.A. MacKay. 2004. Modeling tetracycline antibiotic sorption to clays. Environ. Sci. Technol. 38:476-483.
8. Gu, C., and K.G. Karthekiyan. 2005. Interaction of tetracycline with aluminum and iron hydrous oxides. Environ. Sci. Technol. 39:2660-2667.
9. Herbert, B.J., and J.G. Dorsey. 1995. n-Octanol-water partition coefficient estimation by micellar electrokinetic capillary chromatography. Anal. Chem. 67:744-749.
10. Holten Lutzhøft, H.C., W.H.J. Vaes, A.P. Freidig, B. Halling-Sørensen, and J.L.M. Hermens. 2000. Influence of pH and other modifying factors on the distribution behavior of 4-quinolones to solid phases and humic acids studied by "negligible-depletion" SPME-HPLC. Environ. Sci. Technol. 34:4989-4994.
11. Jezowska-Bojczuk, M., L. Lambs, H. Kozlowski, and G. Berthon. 1993. Metal ion-tetracycline interactions in biological fluids. 10. Structural investigations on copper(II) complexes of tetracycline, oxytetracycline, chlortetracycline, 4-(dedimethylamino)tetracycline, and 6-desoxy-6- demethyltetracycline and discussion of their binding modes. Inorg. Chem. 32:428-437.
12. Jones, A.D., G.L. Bruland, S.G. Agrawal, and D. Vasudevan. 2005. Factors influencing the sorption of oxytetracycline to soils. Environ. Toxicol. Chem. 24:761-770.
13. Karickhoff, S.W. 1981. Semi-empirical estimation of sorption of hydrophobic pollutants on natural sediments and soils. Chemosphere 10:833-846.
14. Karickhoff, S.W., D.S. Brown, and T.A. Scott. 1979. Sorption of hydrophobic pollutants on natural sediments. Water Res. 13:241-248.
15. Krach, W. 2002. Quantitative and qualitative analysis of the partition of oxytetracycline between the organic and inorganic matter in natural ecosystems. B.S. thesis. Univ. of Connecticut, Storrs, CT.
16. Kulshrestha, P., R.F. Giese, and D.S. Aga. 2004. Investigating the molecular interactions of oxytetracycline in clay and organic matter: Insights on factors affecting the mobility in soil. Environ. Sci. Technol. 38:4097-4105.
17. Lambs, L., B. Révérend, H. Kozlowski, and G. Berthon. 1988. Metal ion-tetracycline interactions in biological fluids: IX. Circular dichroisms spectra of calcium and magnesium complexes with tetracycline, oxytetracycline, doxycycline, and chlortetracycline and discussion of their binding modes. Inorg. Chem. 27:3001-3012.
18. Leyden, D.E., and A.L. Underwood. 1964. Equilibrium studies with the chelating ion-exchange resin Dowex A-1. J. Phys. Chem. 68: 2093-2097.
19. Lin, S.V., Jr., and S.E. Lebo. 1996. Lignin. In J.I. Kroschwitz (ed.) Encyclopedia of chemical technology. John Wiley & Sons, New York.
20. d) of oxytetracycline, tylosin A, olaquindox and metronidazole in manure. Chemosphere 48:351-361.
21. Lu, Y., and J.J. Pignatello. 2004. Sorption of apolar aromatic compounds to soil humic acid particles affected by aluminum(III) ion cross-linking. J. Environ. Qual. 33:1314-1321.
22. Machado, F.C., C. Demicheli, A. Garnier-Suillerot, and H. Beraldo. 1995. Metal complexes of anhydrotetracycline: II. Absorption and circular dichroism study of Mg(II), Al(III), and Fe(III) complexes. Possible influence of the Mg(II) complex on the toxic side effects of tetracycline. J. Inorg. Biochem. 60:163-173.
23. Martin, N., and D. Gottlieb. 1952. The production and role of antibiotics in the soil: III. Terramycin and aureomycin. Phytopathology 42: 294-296.
24. Masion, A., A. Vilgé-Ritter, J. Rose, W.E.E. Stone, B.J. Teppen, D. Rybacki, and J.Y. Bottero. 2000. Coagulation-flocculation of natural organic matter with Al salts: Speciation and structure of the aggregates. Environ. Sci. Technol. 34:3242-3246.
25. McCracken, R.J., W.J. Blanchflower, S.A. Haggan, and D.G. Kennedy. 1995. Simultaneous determination of oxytetracycline, tetracycline and chlortetracycline in animal tissues using liquid chromatography, post-column derivatization with aluminum and fluorescence detection. Analyst 120:1763-1766.
26. Monastero, F., J.A. Means, T.C. Greenfell, and H.F. Hedger. 1951. Terramycin: Chemical methods of assay and identification. J. Am. Pharm. Assoc., Sci. ed. 40:241-247.
27. Morel, F.M.M., and J.G. Hering. 1993. Principles and applications of aquatic chemistry. John Wiley & Sons, New York.
28. Pinck, L.A., D.A. Soulides, and F.E. Allison. 1961. Antibiotics in soils: II. Extent and mechanism of release. Soil Sci. 91:94-99.
29. Porubcan, L.S., C.J. Serna, J.L. White, and S.L. Hem. 1978. Mechanism of adsorption of clindamycin and tetracycline by montmorillomte. J. Pharm. Sci. 67:1081-1087.
30. Rutherford, D.W., C.T. Chiou, and D.E. Kile. 1992. Influence of soil organic matter composition on the partition of organic compounds. Environ. Sci. Technol. 26:336-340.
31. Schlautman, M.A., and J.J. Morgan. 1993. Effects of aqueous chemistry on the binding of polycyclic aromatic hydrocarbons by dissolved humic materials. Environ. Sci. Technol. 27:961-969.
32. Schmitt-Kopplin, P., J. Burhenne, D. Freitag, M. Spiteller, and A. Kettrup. 1999. Development of capillary electrophoresis methods for the analysis of fluoroquinolones and application to the study of the influence of humic substances on their photodegradation in aqueous phase. J. Chromatogr. A 837:253-265.
33. Schneider, S. 2001. Proton and metal ion binding of tetracyclines p. 65-104. In M. Nelson et al. (ed.) Tetracyclines in biology, chemistry and medicine. Birkhauser Verlag, Boston.
34. Sithole, B.B., and R.D. Guy. 1987. Models for tetracycline in aquatic environments: II. Interaction with humic substances. Water Air Soil Pollut. 32:315-321.
35. Takács-Novák, K., M. Józan, I. Hermecz, and G. Szász. 1992. Lipophilicity of antibacterial fluoroquinolones. Int. J. Pharm. 79:89-96.
36. Tavares, M.F.M., and V.L. McGuffin. 1994. Separation and characterization of tetracycline antibiotics by capillary electrophoresis. J. Chromatogr. A 686:129-142.
37. Tolls, J. 2001. Sorption of veterinary pharmaceuticals to soils: A review. Environ. Sci. Technol. 35:3397-3406.
38. Turel, I. 2002. The interactions of metal ions with quinolone antibacterial agents. Coord. Chem. Rev. 232:27-47.
39. Turel, I., and N. Bukovec. 1996. Complex formation between some metals and a quinolone family member (ciprofloxacin). Polyhedron 15:269-275.
40. Vilgé-Ritter, A., A. Masion, D. Boulange, D. Rybacki, and J.Y. Bottero. 1999a. Removal of natural organic matter by coagulation-flocculation: A pyrolysis-GC-MS study. Environ. Sci. Technol. 33: 3027-3032.
41. Vilgé-Ritter, A., J. Rose, A. Masion, J.-Y. Bottero, and J.-M. Lainé. 1999b. Chemistry and structure of aggregates formed with Fe-salts and natural organic matter. Colloids Surf. A 147:297-308.
42. Xing, B., W.B. McGill, and M.J. Dudas. 1994. Cross-correlation of polarity curved to predict partition coefficients of nonionic organic contaminants. Environ. Sci. Technol. 28:1929-1933.
43. Yuan, G., and B. Xing. 2001. Effects of metal cations on sorption and desorption of organic compounds in humic acids. Soil Sci. 166: 107-115.