Formation of sulfate and glucoside conjugates of benzo[e]pyrene by Cunninghamella elegans

Applied Microbiology and Biotechnology

Volumn 45, Issue 5, 1996, Pages 677-683

  Pothuluri, J V ^a   Evans, F E ^a   Heinze, T M ^a   Cerniglia, C E ^a  

^a NATIONAL CENTER FOR TOXICOLOGICAL RESEARCH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4 AMINOHIPPURIC ACID; BENZO[E]PYRENE; GLUCOSIDE; SULFATE;

ARTICLE; BIODEGRADATION; CELL METABOLISM; CONTROLLED STUDY; FUNGUS CULTURE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; NONHUMAN; POLLUTION;

EID: 0029949354     PISSN: 01757598     EISSN: None     Source Type: Journal    
DOI: 10.1007/s002530050747     Document Type: Article

References (22)

1. Ayrton AD, McFarlane M, Walker R, Neville S, Coombs MM, Ioannides C (1990) Induction of the P-450 family of proteins by polycyclic aromatic hydrocarbons: possible relationship to their carcinogenicity. Toxicology 60:173-186
2. Cerniglia CE (1992) Biodegradation of polycyclic aromatic hydrocarbons. Biodegradation 3:351-368
3. Cerniglia CE, Gibson DT (1980) Fungal oxidation of benzo[a]pyrene and (±)-trans-7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene. J Biol Chem 255:5159-5163
4. Cerniglia CE, Mahaffey W, Gibson DT (1980) Fungal oxidation of benzo[a]pyrene: formation of ( - )-trans-7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene by Cunninghamella elegans. Biochem Biophys Res Commun 94:226-232
5. Cerniglia CE, Kelly DW, Freeman JP, Miller DW (1986) Microbial metabolism of pyrene. Chem Biol Interact 57:203-216
6. Cerniglia CE, Campbell WL, Freeman JP, Evans FE (1989) Identification of a novel metabolite in phenanthrene metabolism by the fungus Cunninghamella elegans. Appl Environ Microbiol 55: 2275-2279
7. 1H NMR chemical shift assignments of 1-nitropyrene. Spectrosc Lett 24:1-7
8. 1H NMR spectroscopy. Comparative analysis of mutagenicity. Chem Res Toxicol 7:352-357
9. Grimmer G (1983) In: Environmental carcinogens: polycyclic aromatic hydrocarbons. CRC Press, Boca Raton, Fia.
10. Hammel KE, Kalyanaraman B, Kirk TK (1986) Oxidation of polycyclic aromatic hydrocarbons and dibenzo[p]dioxins by Phanerochaete chrysospurium ligninase. J Biol Chem 261: 16948-16952
11. Hammel KE, Gai WZ, Green B, Moen MA (1992) Oxidative degradation of phenanthrene by the ligninolytic fungus Phanerochaete chrysosporium. Appl Environ Microbiol 58:1832-1838
12. International Agency for Research on Cancer (1983) IARC monographs on the evaluation of the carcinogenic risks of chemicals to humans. Polynuclear aromatic compounds, part I. Chemical, Environmental and Experimental Data. IARC Publication No. 32, IARC, Lyon, France, pp 225-237
13. Lambert M, Kremer S, Sternipeer O, Anke H (1994) Metabolism of pyrene by the basidiomycete Crinipellis stipitaria and identification of pyrenequinones and their hydroxylated precursors in strain JK375. Appl Environ Microbiol 60:3597-3601
14. Lange B, Kremer S, Sterner O, Anke H (1994) Pyrene metabolism in Crinipellis stipitaria: idendification of trans-4,5-dihydro-4,5-dihydroxypyrene and 1-pyrenyl-sulfate in strain JK364. Appl Environ Microbiol 60:3602-3607
15. Lee H. Shyamasundar N, Harvey RG (1981) Isomeric phenols of benzo[e]pyrene. J Org Chem 46:2889-2895
16. MacLeod MC, Levin W, Conney AH, Lehr RE, Mansfield BK, Jerina DM, Selkirk JK (1980) Metabolism of benzo[e]pyrene by rat liver microsomal enzymes. Carcinogenesis 1:165-173
17. Pothuluri JV, Freeman JP, Evans FE, Cerniglia CE (1990) Fungal transformation of fluoranthene. Appl Environ Microbiol 56:2974-2983
18. Pothuluri JV, Cerniglia CE (1994) Microbial metabolism of polycyclic aromatic hydrocarbons. In: Chaudhry GR (ed) Biological degradation and bioremediation of toxic chemicals. Dioscorides, Portland, Ore., pp 92-124
19. Pothuluri JV, Evans FE, Freeman JP, Cerniglia CE (1994) Fungal metabolism of 3-nitrofluoranthene. J Environ Health Toxicol 42:209-218
20. Sutherland JB (1992) Detoxification of polycyclic aromatic hydrocarbons by fungi. J Ind Microbiol 9:53-62
21. Sutherland JB, Selby AL, Freeman JP, Evans FE, Cerniglia CE (1991) Metabolism of phenanthrene by Phanerochaete chrysosporium. Appl Environ Microbiol 57:3310-3316
22. Wunder T, Kremer S, Sterner O, Anke H (1994) Metabolism of the polycyclic aromatic hydrocarbon pyrene by Aspergillus niger SK 9317. Appl Microbiol Biotechnol 42:636-641