Formation of bound residues during microbial degradation of [14C]anthracene in soil

Applied and Environmental Microbiology

Volumn 65, Issue 5, 1999, Pages 1834-1842

  Kastner M ^a,b   Streibich, S ^a   Beyrer, M ^a   Richnow, H H ^c   Fritsche, W ^a  

^a FRIEDRICH SCHILLER UNIVERSITY JENA   (Germany)

^b HELMHOLTZ CENTRE FOR ENVIRONMENTAL RESEARCH UFZ   (Germany)

^c UNIVERSITY OF HAMBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ANTHRACENE DERIVATIVE; CARBON 14; CARBON DIOXIDE; POLYCYCLIC AROMATIC HYDROCARBON;

ARTICLE; BACTERIAL METABOLISM; BIODEGRADATION; COMPOSTING; HUMIC SUBSTANCE; MACROMOLECULE; MINERALIZATION; NONHUMAN; RESIDUE ANALYSIS; SOIL MICROFLORA; TOTAL ORGANIC CARBON;

BACTERIA (MICROORGANISMS);

EID: 0032959536     PISSN: 00992240     EISSN: None     Source Type: Journal    
DOI: 10.1128/aem.65.5.1834-1842.1999     Document Type: Article

References (58)

1. 13C-NMR measurements. Soil Biol. Biochem. 27:725-746.
2. Berry, D. F., and S. A. Boyd. 1985. Decontamination of soil through enhanced formation of bound residues. Environ. Sci. Technol. 19:1132-1133.
3. Bollag, J.-M., and M. J. Loll. 1983. Incorporation of xenobiotics into soil humus. Experientia 39:1221-1231.
4. Bollag, J.-M., K. L. Shuttleworth, and D. H. Anderson. 1988. Laccase-mediated detoxification of phenolic compounds. Appl. Environ. Microbiol. 54:3086-3091.
5. Bollag, J.-M., C. Myers, S. Pal, and P. M. Huang. 1995. The role of abiotic and biotic catalysts in the transformation of phenolic compounds, p. 299-309. In P. M. Huang, J. Berthelin, J.-M. Bollag, W. B. McGhill, and A. L. Page (ed.), Environmental impact of soil component interactions. CRC Lewis Publishers, Boca Raton, Fla.
6. Bossert, I., M. W. Kachel, and R. Bartha. 1984. Fate of hydrocarbons during oily sludge disposal in soil. Appl. Environ. Microbiol. 47:763-767.
7. Brotkorb, T. S., and R. L. Legge. 1992. Enhanced biodegradation of phenanthrene in oil tar-contaminated soils supplemented with Phanerochaete chrysosporium. Appl. Environ. Microbiol. 58:3117-3121.
8. Calderbank, A. 1989. The occurrence and significance of bound pesticide residues in soil. Rev. Environ. Contam. Toxicol. 108:71-102.
9. Cerniglia, C. E., J. B. Sutherland, and S. A. Crow. 1992. Fungal metabolism of aromatic hydrocarbons, p. 193-217. In G. Winkelmann (ed.), Microbial degradation of natural products. VCH, Weinheim, Germany.
10. Eschenbach, A., M. Kästner, R. Bierl, G. Schaefer, and B. Mahro. 1994. Evaluation of a new and more effective method to extract polycylic aromatic hydrocarbons from soil samples. Chemosphere 28:683-692.
11. Field, J. A., E. de Jong, G. F. Costa, and J. A. M. deBont. 1992. Biodegradation of polycyclic aromatic hydrocarbons by new isolates of white rot fungi. Appl. Environ. Microbiol. 58:2219-2226.
12. Führ, F. 1987. Nonextractable pesticide residues in soil, p. 381-389. In R. Greenhalgh and T. R. Roberts (ed.), Pesticide science and biotechnology. Blackwell's Scientific Publications, Oxford, United Kingdom.
13. Goodin, J. D., and M. D. Weber. 1995. Persistence and fate of anthracene and benzo(a)pyrene in municipal sludge treated soil. J. Environ. Qual. 24: 271-278.
14. Grosser, R. J., D. Warshawsky, and R. Vestal. 1991. Indigenous and enhanced mineralization of pyrene, benzo[a]pyrene, and carbazole in soils. Appl. Environ. Microbiol. 57:3462-3469.
15. Guerin, W. F., and G. E. Jones. 1988. Two stage mineralization of phenanthrene by estuarine enrichment cultures. Appl. Environ. Microbiol. 54:929-936.
16. Haider, K. 1990. Humus and its significance as a bioactive soil component, p. 99-131. In Proceedings of the International Symposium on Advances in Bioactive Natural Product Chemistry. The Korean Agriculture Chemical Society, Seoul, Korea.
17. Hammel, K. E. 1995. Organopollutant degradation by ligninolytic fungi, p. 331-346. In L. Y. Young and K. E. Cerniglia (ed.), Microbial transformation and degradation of toxic organic chemicals. Wiley Series in Ecological and Applied Microbiology. Wiley-Liss Inc., New York, N.Y.
18. Hassett, H. J., and W. L. Banwart. 1989. The sorption of nonpolar organics by soils and sediments, p. 31-44. In B. L. Sahwney and K. Brown (ed.), Reactions and movement of organic chemicals in soils. Special Publication no. 22. Soil Science Society of America, Inc., American Society of Agronomy, Inc., Madison, Wis.
19. 13C-labeled 2,4-dichlorophenol to humic substance. Environ. Sci. Technol. 27:2098-2103.
20. Hatzinger, P. B., and M. Alexander. 1995. Effect of ageing of chemicals in soil on their biodegradability and extractability. Environ. Sci. Technol. 29: 537-545.
21. Heitkamp, M. A., and C. E. Cerniglia. 1989. Polycyclic aromatic hydrocarbon degradation by a Mycobacterium sp. in microcosms containing sediment and water from a pristine ecosystem. Appl. Environ. Microbiol. 55:1968-1973.
22. Heitkamp, M. A., J. P. Freeman, and C. E. Cerniglia. 1987. Naphthalene biodegradation in environmental microcosms: estimates of degradation rates and characterization of metabolites. Appl. Environ. Microbiol. 53:129-136.
23. Heitkamp, M. A., J. P. Freeman, D. W. Miller, and C. E. Cerniglia. 1988. Pyrene degradation by a Mycobacterium sp.: identification of ring oxidation and ring fission products. Appl. Environ. Microbiol. 54:2556-2565.
24. Herbes, S. E., and L. R. Schwall. 1978. Microbial transformation of polycyclic aromatic hydrocarbons in pristine and petroleum-contaminated sediments. Appl. Environ. Microbiol. 35:306-316.
25. Hosler, K. R., T. L. Bulman, and P. J. A. Fowlie. 1988. Der Verbleib von Naphtalin, Anthracen und Benz(a)pyren im Boden bei einem für die Behandlung von Raffinerieabfällen genutztem Gelände, p. 111-113. In K. Wolf, W. J. van den Brink, and F. J. Colon (ed.), Altlastensanierung '88. Kluwer Academic Publisher, Dordrecht, The Netherlands.
26. Hsu, T. S., and R. Bartha. 1976. Hydrolysable and nonhydrolysable 3,4-dichloroaniline humus complexes and their respective rates of biodegradation. J. Agric. Food Chem. 24:118-122.
27. Kan, A. T., G. Fu, and M. B. Tomson. 1994. Adsorption/desorption hysteresis in organic pollutant and soil/sediment interaction. Environ. Sci. Technol. 28:859-867.
28. 14C]benzo[a]pyrene added in crude oil to uncontaminated soil. Appl. Environ. Microbiol. 63:4511-4515.
29. Kästner, M., M. Breuer-Jammali, and B. Mahro. 1994. Enumeration and characterization of the soil microflora from hydrocarbon-contaminated soil sites able to mineralize polycyclic aromatic hydrocarbons. Appl. Microbiol. Biotechnol. 41:267-273.
30. 14C-labeled anthracene and hexadecane in compost manured soil. Appl. Microbiol. Biotechnol. 43:1128-1135.
31. Kästner, M., and B. Mahro. 1996. Microbial degradation of polycyclic aromatic hydrocarbons in soils affected by the organic matrix of compost. Appl. Microbiol. Biotechnol. 44:668-675.
32. Kelsey, J. W., and M. Alexander. 1997. Declining bioavailability and inappropriate estimation of risk of persistent compounds. Environ. Toxicol. Chem. 16:582-585.
33. Khan, S. U. 1982. Bound pesticide residues in soil and plants. Residue Rev. 84:1-25.
34. Mahaffey, W. R., D. T. Gibson, and C. E. Cerniglia. 1988. Bacterial oxidation of chemical carcinogens: formation of polycyclic aromatic acids from benz(a)anthracene. Appl. Environ. Microbiol. 54:2415-2423.
35. Manilal, V. B., and M. Alexander. 1991. Factors affecting the microbial degradation of phenanthrene in soil. Appl. Microbiol. Biotechnol. 35:401-405.
36. Mansour, M., I. Scheunert, and F. Korte. 1993. Fate of persistent organic compounds in soil and water. NATO Adv. Study Inst. Ser. Ser. A Life Sci. 32:111-139.
37. McCarthy, P., R. L. Malcolm, C. E. Clapp, and P. R. Bloom. 1990. An introduction to soil humic substances, p. 1-12. In P. McCarthy, R. L. Malcolm, C. E. Clapp, and P. R. Bloom (ed.), Humic substances in soil and crop sciences, vol. 1. American Society of Agronomy Inc., Madison, Wis.
38. Means, J. G., S. G. Wood, J. J. Hassett, and W. L. Banwart. 1980. Sorption of polynuclear aromatic hydrocarbons by sediments and soils. Environ. Sci. Technol. 14:1524-1528.
39. 14C-markierter Schadstoffe. Teilprojekt 4, Wissenschaftliches Untersuchungsprogramm "Veringstraße" (Verbundvorhaben): Sanierungsbegleitende Untersuchung zur Stoffbilanz und zur Metabolitenbildung bei der Durchführung eines Weißfäule-Mietenverfahrens zur Reinigung des PAK-kontaminierten Bodens von dem Schadensfall Veringstraße 2: Abschlußberichte. Umweltbehörde der Hansestadt Hamburg, Hamburg, Germany.
40. Richnow, H. H., R. Seifert, J. Hefter, M. Kästner, B. Mahro, and W. Michaelis. 1994. Metabolites of xenobiotica and mineral oil constituents linked to macromolecular organic matter in polluted environments. Org. Geochem. 22:671-681.
41. Richnow, H. H., R. Seifert, M. Kästner, B. Mahro, B. Horsfield, U. Tiedgen, S. Böhm, and W. Michaelis. 1995. Rapid screening of PAH-residues in bioremediated soils. Chemosphere 31:3991-3999.
42. Richnow, H. H., R. Seifert, J. Hefter, M. Link, W. Francke, G. Schaefer, and W. Michaelis. 1997. Organic pollutants associated with macromolecular soil organic matter - a mode of binding. Org. Geochem. 26:745-758.
43. Roberts, T. R. 1984. Nonextractable pesticide residues in soil and plants. IUPAC reports on pesticides. Pure Appl. Chem. 56:945-956.
44. Sack, U., and W. Fritsche. 1997. Enhancement of pyrene mineralization in soil by wood-decaying fungi. FEMS Microbiol. Ecol. 22:77-83.
45. Schnöder, F., W. Mittelstaedt, and F. Führ. 1994. Das Verhalten von Benzo(a)pyren und Fluoranthen in einer Parabraunerde - Lysimeter und Abbaustudien, p. 217-230. In B. Weigert (ed.), Biologischer Abbau von polyzyklischen aromatischen Kohlenwasserstoffen. Schriftenreihe Biologische Abwasserreinigung 4, SFB 193. Technische Universität Berlin, Berlin, Germany.
46. Senesi, N. 1993. Organic pollutant migration in soils as affected by soil organic matter. Molecular and mechanistic aspects. NATO Adv. Study Inst. Ser. Ser. A Life Sci. 32:47-74.
47. Shannon, M. J. R., and R. Bartha. 1988. Immobilization of leachable toxic soil pollutants by using oxidative enzymes. Appl. Environ. Microbiol. 54: 1719-1723.
48. Shindo, H. 1994. Significance of Mn(IV) and Fe(III) oxides in the synthesis of humic acids from phenolic compounds, p. 361-366. In N. Senesi and T. M. Miano (ed.), Humic substances in the global environment and implications on human health. Elsevier Science B. V., Amsterdam, The Netherlands.
49. Stegmann, R., S. Lotter, and J. Heerenklage. 1991. Biological treatment of oil-contaminated soils in bioreactors, p. 188-208. In R. E. Hinchee and R. F. Olfenbuttel (ed.), On-site bioreclamation. Butterworth-Heinemann, Boston, Mass.
50. Stevenson, F. J. 1994. Humus chemistry: genesis, composition, reactions, 2nd ed. Wiley, New York, N.Y.
51. Stott, D. E., G. Kassim, W. M. Jarrell, J. P. Martin, and K. Haider. 1983. Stabilization and incorporation into biomass of specific plant carbons during biodegradation in soil. Plant Soil 70:15-26.
52. Stott, D. E., J. P. Martin, D. D. Focht, and K. Haider. 1983. Biodegradation, stabilization in humus, and incorporation into soil biomass of 2,4-D and chlorocatechol carbons. Soil Sci. Soc. Am. J. 47:66-70.
53. Sutherland, J. B., F. Rafii, A. A. Khan, and C. E. Cerniglia. 1995. Mechanisms of polycyclic aromatic hydrocarbon degradation, p. 269-306. In L. Y. Young and C. E. Cerniglia (ed.), Microbial transformation and degradation of toxic organic chemicals. Wiley-Liss Inc., New York, N.Y.
54. 15NMR studies on nucleophilic addition reactions. Environ. Sci. Technol. 30:2764-2774.
55. Verstraete, W., and W. Devliegher. 1996. Formation of non-bioavailable organic residues in soil: perspectives for site remediation. Biodegradation 7:471-485.
56. Wang, X., X. Yu, and R. Bartha. 1990. Effect of bioremediation on polycyclic aromatic hydrocarbon residues in soil. Environ. Sci. Technol. 24:1086-1089.
57. Weißenfels, W. D., H. J. Klewer, and J. Langhoff. 1992. Adsorption of polycyclic aromatic hydrocarbons (PAHs) by soil particles: influence on biodegradability and biotoxicity. Appl. Microbiol. Biotechnol. 36:689-696.
58. Ziechmann, W. 1994. Humic substances. BI-Wissenschaftsverlag, Mannheim, Germany.