Transformation of zearalenone to zearalenone-sulfate by Aspergillus spp.
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The primary goal of this research was to assess the biotransformation of zearalenone (ZEA), an oestrogenic mycotoxin, into ZEA-sulfate by some Aspergillus section Nigri isolates. A. niger isolates were shown to be able to convert ZEA after 72 h of incubation at different ZEA concentrations (5 to 150 µg/ml). The product formula corresponding to ZEA-sulfate was determined by accurate mass measurement. This conjugate was shown to be less oestrogenic than ZEA using a MCF-7 proliferation assay. This study demonstrated that A. niger has the ability to transform ZEA over a broad range of ZEA concentrations (5 to 150 µg/ml) and that sulfonation could lead to a less toxic compound. These results are significant as little is known about the ability of fungi, and especially A. niger, to detoxify ZEA by sulfonation. This study could lead to a way of detoxifying feed naturally contaminated with mycotoxins.
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-
Barron, D., Varin, L., Ibrahim, R.K, Harborne, J.B. and Williams, C.A., 1988. Sulphated flavonoids -an update. Phytochemistry 27: 2375-2395.
'Sulphated flavonoids -an update ' () 27 Phytochemistry : 2375 -2395 .
-
Bejaoui, H., Mathieu, F., Taillandier, P. and Lebrihi, A., 2005. Conidia of black Aspergilli as new biological adsorbents for ochratoxin A in grape juices and musts. Journal of Agricultural and Food Chemistry 53: 8224-8229.
'Conidia of black Aspergilli as new biological adsorbents for ochratoxin A in grape juices and musts ' () 53 Journal of Agricultural and Food Chemistry : 8224 -8229 .
-
Bejaoui, H., Mathieu, F., Taillandier, P. and Lebrihi, A., 2006. Black Aspergilli and ochratoxin A in French vineyards. International Journal of Food Microbiology 111: S46-S52.
'Black Aspergilli and ochratoxin A in French vineyards ' () 111 International Journal of Food Microbiology : S46 -S52 .
-
Blanchard, R.L., Freimuth, R.R., Buck, J., Weinshilboum, R.M. and Coughtrie, M.W.H., 2004. A proposed nomenclature system for the cytosolic sulfotransferase (SULT) superfamily. Pharmacogenetics 14: 199-211.
'A proposed nomenclature system for the cytosolic sulfotransferase (SULT) superfamily ' () 14 Pharmacogenetics : 199 -211 .
-
Bodie, E.A., Bower, B., Berka, R.M. and Dunn-Coleman, N.S., 1994. Economically important organic acid and enzyme products. In: Martinelli S.D. and Kinghorn J.R. (eds.) Aspergillus: 50 years on. Elsevier, Amsterdam, the Netherlands, pp. 561-602.
-
Bottalico, A., Logrieco, A. and Visconti, A., 1989. Fusarium species and their mycotoxins in infected corn in Italy. Mycopathologia 107: 85-92.
'Fusarium species and their mycotoxins in infected corn in Italy ' () 107 Mycopathologia : 85 -92 .
-
Cerniglia, C.E., Freeman, J.P. and Ronald, K.M., 1982. Glucuronide and sulfate conjugation in the fungal metabolism of aromatic hydrocarbons. Applied and Environmental Microbiology 43: 1070-1075.
'Glucuronide and sulfate conjugation in the fungal metabolism of aromatic hydrocarbons ' () 43 Applied and Environmental Microbiology : 1070 -1075 .
-
Council for Agricultural Science and Technology (CAST), 2003. Mycotoxins: risks in plant, animal and human systems. Task force report No. 139, Ames, IA, USA.
-
Sharkawy El Sharkawy, S.H. and Abul-Hajj, Y., 1987a. Microbial transformation of zearalenone 1. Formation of zearalenone 4-b-glucoside. Journal of Natural Products 50: 520-521.
'Microbial transformation of zearalenone 1. Formation of zearalenone 4-b-glucoside ' () 50 Journal of Natural Products : 520 -521 .
-
El Sharkawy, S.H. and Abul-Hajj, Y., 1987b. Microbial transformation of zearalenone 2. Reduction, hydroxylation, and methylation products. Journal of Organic Chemistry 53: 515-519.
'Microbial transformation of zearalenone 2 ' () 53 Reduction, hydroxylation, and methylation products. Journal of Organic Chemistry : 515 -519 .
-
El Sharkawy, S.H. and Abul-Hajj, Y., 1988. Microbial cleavage of zearalenone. Xenobiotica 18: 365-371.
'Microbial cleavage of zearalenone ' () 18 Xenobiotica : 365 -371 .
-
El Sharkawy, S.H., Mustafa, I.S., Mohamed S.A. and Halaweish, F.T., 1991. Microbial transformation of zearalenone to a zearalenone sulfate. Applied and Environmental Microbiology 57: 449-552.
'Microbial transformation of zearalenone to a zearalenone sulfate ' () 57 Applied and Environmental Microbiology : 449 -552 .
-
Falany, J.L., Krasnykh, V., Mikheeva, G. and Falany, C.N., 1995. Isolation and expression of an isoform of rat estrogen sulfotransferase. Journal of Steroid Biochemistry and Molecular Biology 52: 35-44.
'Isolation and expression of an isoform of rat estrogen sulfotransferase ' () 52 Journal of Steroid Biochemistry and Molecular Biology : 35 -44 .
-
Falany, C.N., 1997. Enzymology of human cytosolic sulfotransferases. FASEB Journal 11: 206-216.
'Enzymology of human cytosolic sulfotransferases ' () 11 FASEB Journal : 206 -216 .
-
Falany, J.L., Macrin, N. and Falany, C.N., 2002. Regulation of MCF-7 breast cancer cell growth by β-estradiol sulfatation. Breast Cancer Research and Treatment 74: 167-176.
-
Fink-Gremmels, J. and Malekinejad, H., 2007. Clinical effects and biochemical mechanisms associated with exposure to the mycoestrogen zearalenone. Animal Feed Science and Technology 137: 326-341.
'Clinical effects and biochemical mechanisms associated with exposure to the mycoestrogen zearalenone ' () 137 Animal Feed Science and Technology : 326 -341 .
-
Fitzpatrick, D.W., Picken, C.A., Murphy, L.C. and Buhr, M.M., 1989. Measurement of the relative affinity of zearalenone, alpha-zearalenol and beta-zearalenol for uterine and oviduct estrogen receptors in swine, rats and chickens: an indicator of estrogenic potencies. Comparative Biochemistry and Physiology. Part C: Toxicology and Pharmacology 94: 691-694.
'Measurement of the relative affinity of zearalenone, alpha-zearalenol and beta-zearalenol for uterine and oviduct estrogen receptors in swine, rats and chickens: an indicator of estrogenic potencies ' () 94 Comparative Biochemistry and Physiology. Part C: Toxicology and Pharmacology : 691 -694 .
-
Gamage, N., Barnett, A., Hempel, N., Duggleby, R.G., Windmill, K.F., Martin, J.L. and McManus, M.E., 2006. Human sulfotransferases and their role in chemical metabolism. Toxicological Science 90: 5-22.
'Human sulfotransferases and their role in chemical metabolism ' () 90 Toxicological Science : 5 -22 .
-
Gaumy, J-L., Bailly, J.D., Burgat, V. and Guerre, P., 2001. Zéaralénone: propriétés et toxicité expérimentale. Revue Médicale Vétérinaire 152: 219-234.
'Zéaralénone: propriétés et toxicité expérimentale ' () 152 Revue Médicale Vétérinaire : 219 -234 .
-
Gromadzka, K., Chelkowski, J., Popiel, D., Kachlicki, P., Kostecki, M. and Glinski, P., 2009. Solid substrate bioassay to evaluate the effect of Trichoderma and Clonostachys on the production of zearalenone by Fusarium species. World Mycotoxin Journal 2: 45-52.
'Solid substrate bioassay to evaluate the effect of Trichoderma and Clonostachys on the production of zearalenone by Fusarium species ' () 2 World Mycotoxin Journal : 45 -52 .
-
Horinouchi, S., 2007. Mining and polishing of the treasure trove in the bacterial genus Streptomyces. Bioscience, Biotechnology and Biochemistry 71: 283-299.
-
Ibrahim, A. and Abul-Hajj, Y., 1989. Aromatic hydroxylation and sulfonation of 5'-hydroxyflavene by Streptomyces fulvissimu. Applied and Environmental Microbiology 55: 3140-3142.
-
Jard, G., Liboz, T., Mathieu, F., Guyonvarc'h, A. and Lebrihi, A., 2009. Adsorption of zearalenone by Aspergillus japonicus conidia: new trends for biological ZEA decontamination in animal feed. World Mycotoxin Journal 2: 391-398.
-
Kabak, B., Dobson, A.D. and Var, I., 2006. Strategies to prevent mycotoxin contamination of food and animal feed: a review. Critical Reviews in Food Science and Nutrition 46: 593-619.
'Strategies to prevent mycotoxin contamination of food and animal feed: a review ' () 46 Critical Reviews in Food Science and Nutrition : 593 -619 .
-
Kamimura, H., 1986. Conversion of zearalenone to zearalenone glycoside by Rhizopus sp. Applied and Environmental Microbiology 52: 515-519.
'Conversion of zearalenone to zearalenone glycoside by Rhizopus sp ' () 52 Applied and Environmental Microbiology : 515 -519 .
-
Llorens, A., Mateo, R., Mateo, J.J. and Jiménez, M. 2002. Comparison of extraction and clean-up procedures for analysis of zearalenone in corn, rice and wheat grains by high-performance liquid chromatography with photodiode array and fluorescence detection. Food Additives and Contaminants 19: 272-280.
'Comparison of extraction and clean-up procedures for analysis of zearalenone in corn, rice and wheat grains by high-performance liquid chromatography with photodiode array and fluorescence detection ' () 19 Food Additives and Contaminants : 272 -280 .
-
Luu-The, V., Bernier, F. and Dufort, I., 1996. Steroid sulfotransferases. Journal of Endocrinology 150: S87-S97.
'Steroid sulfotransferases ' () 150 Journal of Endocrinology : S87 -S97 .
-
McMullen, J.R., 1977. Microbiological reduction of zearalenone and related compounds. U.S. patent 4,004,978.
-
Minervini, F., Giannoccaro, A., Cavallini, A. and Visconti, A., 2005. Investigations on cellular proliferation induced by zearalenone and its derivatives in relation to the estrogenic parameters. Toxicological Letters 159: 272-283.
'Investigations on cellular proliferation induced by zearalenone and its derivatives in relation to the estrogenic parameters ' () 159 Toxicological Letters : 272 -283 .
-
Mirocha, C.J., Pathre, S.V. and Robison, T.S., 1981. Comparative metabolism of zearalenone and transmission into bovine milk. Food and Cosmetic Toxicology 19: 25-30.
'Comparative metabolism of zearalenone and transmission into bovine milk ' () 19 Food and Cosmetic Toxicology : 25 -30 .
-
Molnar, O., Schatzmayr, G., Fuchs, E. and Prillinger, H., 2004. Trichosporon mycotoxinivorans sp. nov., a new yeast species useful in biological detoxification of various mycotoxins. Systematic and Applied Microbiology 27: 661-671.
'Trichosporon mycotoxinivorans sp ' () 27 nov., a new yeast species useful in biological detoxification of various mycotoxins. Systematic and Applied Microbiology : 661 -671 .
-
Nagata, K. and Yamazoe, Y., 2000. Pharmacogenetics of sulfotransferase. Annual Review of Pharmacology and Toxicology 40: 159-176.
'Pharmacogenetics of sulfotransferase ' () 40 Annual Review of Pharmacology and Toxicology : 159 -176 .
-
Plasencia, J. and Mirocha, C.J., 1991. Isolation and characterization of zearalenone sulfate produced by Fusarium spp. Applied and Environmental Microbiology 57: 146-150.
'Isolation and characterization of zearalenone sulfate produced by Fusarium spp ' () 57 Applied and Environmental Microbiology : 146 -150 .
-
Rikke, B.A. and Roy, A.K., 1996. Structural relationships among members of the mammalian sulfotransferase gene family. Biochimica et Biophysics Acta 130: 331-338.
'Structural relationships among members of the mammalian sulfotransferase gene family ' () 130 Biochimica et Biophysics Acta : 331 -338 .
-
Robbins, P.W. and Lippman, F., 1956. Identification of enzymatically active sulfate as adenosine-3'-phosphate-5'-phosphosulfate. Journal of the American Chemical Society 78: 2652-2653.
'Identification of enzymatically active sulfate as adenosine-3'-phosphate-5'-phosphosulfate ' () 78 Journal of the American Chemical Society : 2652 -2653 .
-
Shirling, E.B. and Gottlieb, D., 1966. Methods for characterization of Streptomyces species. International Journal of Systematic Bacteriology 16: 313-340.
'Methods for characterization of Streptomyces species ' () 16 International Journal of Systematic Bacteriology : 313 -340 .
-
Takahashi-Ando, N., Kimura, M., Kakeya, H., Osada, H. and Yamaguchi, I., 2002. A novel lactonohydrolase responsible for the detoxification of zearalenone: enzyme purification and gene cloning. Biochemistry Journal 365: 1-6.
'A novel lactonohydrolase responsible for the detoxification of zearalenone: enzyme purification and gene cloning ' () 365 Biochemistry Journal : 1 -6 .
-
Takahashi-Ando, N., Tokai, T., Hamamoto, H., Yamaguchi, I. and Kimura, M., 2005. Efficient decontamination of zearalenone, the mycotoxin of cereal pathogen, by transgenic yeasts through the expression of a synthetic lactonohydrolase gene. Applied Microbiology and Biotechnology 67: 838-844.
'Efficient decontamination of zearalenone, the mycotoxin of cereal pathogen, by transgenic yeasts through the expression of a synthetic lactonohydrolase gene ' () 67 Applied Microbiology and Biotechnology : 838 -844 .
-
Utermark, J. and Karlovsky, P., 2007. Role of zearalenone lactonase in protection of Gliocladium roseum from fungitoxic effects of the mycotoxin zearalenone. Applied and Environmental Microbiology 73: 637-642.
'Role of zearalenone lactonase in protection of Gliocladium roseum from fungitoxic effects of the mycotoxin zearalenone ' () 73 Applied and Environmental Microbiology : 637 -642 .
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Transformation of zearalenone to zearalenone-sulfate by Aspergillus spp.
In: World Mycotoxin JournalSearch for other papers by G. Jard in
Current site
Google Scholar
PubMed
Search for other papers by T. Liboz in
Current site
Google Scholar
PubMed
Search for other papers by F. Mathieu in
Current site
Google Scholar
PubMed
Search for other papers by A. Guyonvarc'h in
Current site
Google Scholar
PubMed
Search for other papers by F. André in
Current site
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PubMed
Search for other papers by M. Delaforge in
Current site
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PubMed
Search for other papers by A. Lebrihi in
Current site
Google Scholar
PubMed
The primary goal of this research was to assess the biotransformation of zearalenone (ZEA), an oestrogenic mycotoxin, into ZEA-sulfate by some Aspergillus section Nigri isolates. A. niger isolates were shown to be able to convert ZEA after 72 h of incubation at different ZEA concentrations (5 to 150 µg/ml). The product formula corresponding to ZEA-sulfate was determined by accurate mass measurement. This conjugate was shown to be less oestrogenic than ZEA using a MCF-7 proliferation assay. This study demonstrated that A. niger has the ability to transform ZEA over a broad range of ZEA concentrations (5 to 150 µg/ml) and that sulfonation could lead to a less toxic compound. These results are significant as little is known about the ability of fungi, and especially A. niger, to detoxify ZEA by sulfonation. This study could lead to a way of detoxifying feed naturally contaminated with mycotoxins.
| All Time | Past Year | Past 30 Days | |
|---|---|---|---|
| Abstract Views | 23 | 23 | 12 |
| Full Text Views | 22 | 22 | 0 |
| PDF Views & Downloads | 8 | 8 | 1 |