Parameters influencing biotransformation rates of Phenylurea herbicides by soil microorganisms

Pesticide Biochemistry and Physiology

Volumn 60, Issue 2, 1998, Pages 71-82

  Berger, Bernhard M ^a  

^a UNIVERSITY OF GÖTTINGEN   (Germany)

Author keywords

Biotransformation; Metabolism; Microorganisms; Phenylureas; Structure reactivity relationship

Indexed keywords

BIOTRANSFORMATION; CARBANILAMIDE; CULTURE MEDIUM; FUNGUS; HERBICIDE; LIPOPHILICITY; MINERALIZATION; N DEMETHYLASE; SOIL BACTERIUM; SOIL DEGRADATION; SOIL MICROFLORA; SOIL POLLUTION; UREA;

BACTERIA (MICROORGANISMS); FUNGI;

EID: 0031925910     PISSN: 00483575     EISSN: None     Source Type: Journal    
DOI: 10.1006/pest.1998.2324     Document Type: Article

References (29)

1. K. H. Domsch, "Pestizide im Boden", p. 575, VCH, Weinheim/New York/Basel/Cambridge, 1992.
2. G. Engelhardt, P. R. Wallnöfer, and W. Ziegler, Degradation of the phenylamide herbicides monolinuron and solan by Fusarium oxysporum Schlecht, Chemosphere 10, 725 (1979).
3. P. C. Kearney and J. R. Plimmer, Metabolism of 3-4 dichloraniline in soil, J. Agric. Food Chem. 20, 584 (1972).
4. P. J. Mudd, R. J. Hance, and S. J. L. Wright, The persistence and metabolism of isoproturon in soil, Weed Res. 23, 239 (1983).
5. G. Tillmanns, "Oxidative Transformation von Phenylamiden durch Bodenpilze der Gattung Mucorales," Ph.D. Thesis, München, Germany, 1976.
6. P. R. Wallnöfer and G. Engelhardt, Microbial degradation of pesticides, in "Chemistry of Plant Protection," (G. Haug and H. Hoffmann, Eds.), pp. 1-116, Springer-Verlag, Berlin/ Heidelberg, New York, 1989.
7. P. Degner, H. Jackel, M. Müller, M. Nendza, and B. von Oepen, "Application of Structure-Activity Relationships to the Estimation of Properties Important in Exposure Assessment," OECD Environment Monographs 67, Paris, France, 1993.
8. K. H. Domsch, W. Gams, and T.-H. Anderson, "Compendium of Soil Fungi," p. 859, Academic Press, London, 1980.
9. B. Berger, Untersuchungen zum Abbau von Phenylharnstoff-Herbiziden durch ausgewählte Bodenmikroorganismen, Z. Pflkrankh. Pflschutz Sonderh. XIII, 397 (1992).
10. S.J. Roberts, A. Walker, N.R. Parekh, S.J. Welch, and M.J. Waddington, Studies on mixed bacterial culture from soil which degraded the herbicide linuron, Pestic. Sci. 39, 71 (1993).
11. B. Berger, Correlations of molecular descriptors and adsorption coefficients with the biotic and abiotic degradation rates of phenylurea-herbicides in soil and water, Proc. 8th EWRS Symp., Braunschweig, 567 (1993).
12. B. Berger, Improved liquid Chromatographic method for the simultaneous determination of ten phenylurea herbicides and some of their degradation products in soil, J. Chromatogr. 769, 338-342.
13. G.G. Briggs, Theoretical and experimental relationships between soil adsorption, octanol-water partition coefficient, water solubility, bioconcentration factor, and the parachor, J. Agric. Food Chem. 29, 1050 (1981).
14. C. Tomlin, "The Pesticide Manual," p. 1341, The Bath Press, Bath, 1994.
15. M. Gross, "Untersuchungen über die von Pseudomonas syringae pv. phaseolicola "in Vitro" und "in Planta" gebildeten extrazellularen Polysaccharide (EPS)," Ph.D. Thesis, Göttingen, Germany, 1983.
16. P.R. Wallnöfer, S. Safe, and O. Hutzinger, Metabolism of the systemic fungicides 2-methylbenzanilide and 2-chlorobenzanilide by Rhizopus japonicus, Pestic. Biochem. Physiol. 1, 458 (1971).
17. M. Weinberger and J.-M. Bollag, Degradation of chlorbromuron and related compounds by the fungus Rhizoctonia solani, Appl. Microbiol. 24, 750 (1972).
18. M. Ozaki and Y. Hayase, Degradation of isouron-related compounds by Rhizoctonia solani, J. Pestic. Sci. 8, 87 (1983).
19. B.G. Tweedy, C. Loeppky, and J.A. Ross, Metabolism of 3-(p-bromophenyl)-1-methoxy-1-methylurea (metobromuron) by selected soil microorganisms, J. Agric. Food Chem. 18, 851 (1970).
20. D.R. Shelton, S. Khader, J.S. Karns, and B.M. Pogell, Metabolism of twelve herbicides by Streptomyces, Biodegradation 7, 129 (1996).
21. H. Borner, H. Burgemeister, and M. Schroeder, Untersuchungen über Aufnahme, Verteilung und Abbau von Harnstoffherbiziden durch Kulturpflanzen, Unkrauter und Mikroorganismen, Z. Pflkrankh. Pflschutz 76, 285 (1969).
22. D.S. Murray, W.R. Rieck, and J.K. Lynd, Microbial degradation of five substituted urea herbicides, Weed Sci. 17, 52 (1969).
23. J.D. Rosen and R.F. Strusz, Photolysis of 3-(p-bromophenyl)-l-methoxy-methylurea, J. Agric. Food Chem. 16, 568 (1968).
24. S.-Y. Liu, Z. Zheng, R. Zhang, and J.-M. Bollag, Sorption and metabolism of metolachlor by a bacterial community, Appl. Environ. Microbiol. 55, 733 (1989).
25. J.-M. Bollag, P. Blattmann, and T. Laanio, Adsorption and transformation of four substituted anilines in soil, J. Agric. Food Chem. 26, 1302 (1978).
26. G. Tillmanns, P.R. Wallnöfer, G. Engelhardt, K. Olie, and O. Hutzinger, Oxidative dealkylation of five phenylurea herbicides by the fungus Cunninghamella echinulata Thaxter, Chemosphere 7, 59 (1978).
27. P.R. Wallnöfer, S. Safe, and O. Hutzinger, Microbial demethylation and debutynylation of four phenylurea herbicides, Pestic. Biochem. Physiol. 3, 253 (1973).
28. D.F. Paris, N.L. Wolfe, and W.C. Steen, Microbial transformation of esters of chlorinated carboxylic acids, Appl. Environ. Microbiol. 47, 7 (1984).
29. D.F. Paris, N.L. Wolfe, W.C. Steen, and G.L. Baughman, Effect of phenol molecular structure on bacterial transformation rate constants in pond and river samples, Appl. Environ. Microbiol. 45, 1153 (1983).