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Reaction of (conjugated) deoxynivalenol with sulphur reagents - novel metabolites, toxicity and application
in World Mycotoxin JournalSearch for other papers by H.E. Schwartz-Zimmermann in
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Recently, three novel deoxynivalenol (DON) sulphonates (DONS-1, -2 and -3) formed by transformation of DON with sulphur reagents were discovered. Their structures were elucidated, factors influencing their formation were investigated and their stability was evaluated. The first aim of the present work was to assess the toxicity of the three DONS. The hypothesis was a loss of toxicity of DONS-1 and reduced toxicity of DONS-2 and DONS-3 compared with DON. Three different toxicity tests confirmed this hypothesis, revealing reduction of toxicity by factors of at least 330, 29 and 33 for DONS-1, -2 and -3, respectively. The second objective was to investigate the reaction of DON conjugates with sulphur reagents both in solution and in cereal samples, and to determine the pattern of the formed DONS in DON-contaminated cereals. Reversed phase ultra high performance liquid chromatography-high resolution tandem mass spectrometry demonstrated that also conjugated mycotoxins (DON-3-glucoside, 3-acetyl-DON, 15-acetyl-DON) are converted into DON conjugate sulphonates upon incubation with sodium metabisulphite (SBS) or sodium sulphite in solution. DON conjugate sulphonates of the series 1, 2 and 3 differed in their fragmentation pattern in a similar way as DONS-1, -2 and -3. Treatment of a barley sample contaminated with DON, 3-acetyl-DON and the masked mycotoxin DON-3-glucoside with SBS revealed that the predominantly formed compounds are DONS-3 and DON conjugate sulphonates of the series 3, followed by those of the series 2. Incubation of DON containing maize samples of different moisture contents with 0.5% of SBS or sodium sulphite for 7 days confirmed DONS-3 as main DON transformation product. Both in barley and in maize, SBS and sodium sulphite showed different efficiency for transformation of DON at low moisture contents. These findings provide novel insights into inactivation of DON-contaminated cereals.
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Abolmaali, S., Mitterbauer, R., Spadiut, O., Peruci, M., Weindorfer, H., Lucyshyn, D., Ellersdorfer, G., Lemmens, M., Moll, W.-D. and Adam, G., 2008. Engineered bakers yeast as a sensitive bioassay indicator organism for the trichothecene toxin deoxynivalenol. Journal of Microbiological Methods 72: 306-312.
'Engineered bakers yeast as a sensitive bioassay indicator organism for the trichothecene toxin deoxynivalenol ' () 72 Journal of Microbiological Methods : 306 -312 .
-
Arunachalam, C. and Doohan, F.M., 2013. Trichothecene toxicity in eukaryotes: cellular and molecular mechanisms in plants and animals. Toxicology Letters 217: 149-158.
'Trichothecene toxicity in eukaryotes: cellular and molecular mechanisms in plants and animals ' () 217 Toxicology Letters : 149 -158 .
-
Awad, W.A., Ghareeb, K., Bohm, J. and Zentek, J., 2010. Decontamination and detoxification strategies for the Fusarium mycotoxin deoxynivalenol in animal feed and the effectiveness of microbial biodegradation. Food Additives and Contaminants Part A 27: 510-520.
'Decontamination and detoxification strategies for the Fusarium mycotoxin deoxynivalenol in animal feed and the effectiveness of microbial biodegradation ' () 27 Food Additives and Contaminants Part A : 510 -520 .
-
Berthiller, F., Dall’Asta, C., Schuhmacher, R., Lemmens, M., Adam, G. and Krska, R., 2005. Masked mycotoxins: determination of a deoxynivalenol glucoside in artificially and naturally contaminated wheat by liquid chromatography-tandem mass spectrometry. Journal of Agricultural and Food Chemistry 53: 3421-3425.
'Masked mycotoxins: determination of a deoxynivalenol glucoside in artificially and naturally contaminated wheat by liquid chromatography-tandem mass spectrometry ' () 53 Journal of Agricultural and Food Chemistry : 3421 -3425 .
-
Beyer, M., Dänicke, S., Rohweder, D. and Humpf, H.U., 2010. Determination of deoxynivalenol-sulfonate (DONS) in cereals by hydrophilic interaction chromatography coupled to tandem mass spectrometry. Mycotoxin Research 26: 109-117.
'Determination of deoxynivalenol-sulfonate (DONS) in cereals by hydrophilic interaction chromatography coupled to tandem mass spectrometry ' () 26 Mycotoxin Research : 109 -117 .
-
Cundliffe, E. and Davies, J.E., 1977. Inhibition of initiation, elongation, and termination of eukaryotic protein synthesis by trichothecene fungal toxins. Antimicrobial Agents and Chemotherapy 11: 491-499.
'Inhibition of initiation, elongation, and termination of eukaryotic protein synthesis by trichothecene fungal toxins ' () 11 Antimicrobial Agents and Chemotherapy : 491 -499 .
-
Dänicke, S., Hegewald, A.K., Kahlert, S., Kluess, J., Rothkotter, H.J., Breves, G. and Döll, S., 2010. Studies on the toxicity of deoxynivalenol (DON), sodium metabisulfite, DON-sulfonate (DONS) and de-epoxy-DON for porcine peripheral blood mononuclear cells and the intestinal porcine epithelial cell lines IPEC-1 and IPEC-J2, and on effects of DON and DONS on piglets. Food and Chemical Toxicology 48: 2154-2162.
'Studies on the toxicity of deoxynivalenol (DON), sodium metabisulfite, DON-sulfonate (DONS) and de-epoxy-DON for porcine peripheral blood mononuclear cells and the intestinal porcine epithelial cell lines IPEC-1 and IPEC-J2, and on effects of DON and DONS on piglets ' () 48 Food and Chemical Toxicology : 2154 -2162 .
-
Dänicke, S., Kersten, S., Valenta, H. and Breves, G., 2012. Inactivation of deoxynivalenol-contaminated cereal grains with sodium metabisulfite: a review of procedures and toxicological aspects. Mycotoxin Research 28: 199-218.
'Inactivation of deoxynivalenol-contaminated cereal grains with sodium metabisulfite: a review of procedures and toxicological aspects ' () 28 Mycotoxin Research : 199 -218 .
-
Dänicke, S., Pahlow, G., Goyarts, T., Rohweder, D., Wilkerling, K., Breves, G., Valenta, H. and Döll, S., 2009. Effects of increasing concentrations of sodium metabisulphite (Na2S2O5, SBS) on deoxynivalenol (DON) concentration and microbial spoilage of triticale kernels preserved without and with propionic acid at various moisture contents. Mycotoxin Research 25: 215-223.
'Effects of increasing concentrations of sodium metabisulphite (Na2S2O5, SBS) on deoxynivalenol (DON) concentration and microbial spoilage of triticale kernels preserved without and with propionic acid at various moisture contents ' () 25 Mycotoxin Research : 215 -223 .
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Dänicke, S., Valenta, H., Gareis, M., Lucht, H.W. and Von Reichenbach, H., 2005. On the effects of a hydrothermal treatment of deoxynivalenol (DON)-contaminated wheat in the presence of sodium metabisulphite (Na2S2O5) on DON reduction and on piglet performance. Animal Feed Science and Technology 118: 93-108.
'On the effects of a hydrothermal treatment of deoxynivalenol (DON)-contaminated wheat in the presence of sodium metabisulphite (Na2S2O5) on DON reduction and on piglet performance ' () 118 Animal Feed Science and Technology : 93 -108 .
-
Karlovsky, P., 2011. Biological detoxification of the mycotoxin deoxynivalenol and its use in genetically engineered crops and feed additives. Applied Microbiology and Biotechnology 91: 491-504.
'Biological detoxification of the mycotoxin deoxynivalenol and its use in genetically engineered crops and feed additives ' () 91 Applied Microbiology and Biotechnology : 491 -504 .
-
Pestka, J.J., Lin, W.S. and Miller, E.R., 1987. Emetic activity of the trichothecene 15-acetyldeoxynivalenol in pigs. Food and Chemical Toxicology 25: 855-858.
'Emetic activity of the trichothecene 15-acetyldeoxynivalenol in pigs ' () 25 Food and Chemical Toxicology : 855 -858 .
-
Poppenberger, B., Berthiller, F., Lucyshyn, D., Sieberer, T., Schuhmacher, R., Krska, R., Kuchler, K., Glössl, J., Luschnig, C. and Adam, G., 2003. Detoxification of the Fusarium mycotoxin deoxynivalenol by a UDP-glucosyltransferase from Arabidopsis thaliana. The Journal of Biological Chemistry 278: 47905-47914.
'Detoxification of the Fusarium mycotoxin deoxynivalenol by a UDP-glucosyltransferase from Arabidopsis thaliana ' () 278 The Journal of Biological Chemistry : 47905 -47914 .
-
Schwartz, H.E., Hametner, C., Slavik, V., Greitbauer, O., Bichl, G., Kunz- Vekiru, E., Schatzmayr, D. and Berthiller, F., 2013. Characterization of three deoxynivalenol sulfonates formed by reaction of deoxynivalenol with sulfur reagents. Journal of Agricultural and Food Chemistry 61: 8941-8948.
'Characterization of three deoxynivalenol sulfonates formed by reaction of deoxynivalenol with sulfur reagents ' () 61 Journal of Agricultural and Food Chemistry : 8941 -8948 .
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Young, J.C., 1986. Formation of sodium bisulfite addition-products with trichothecenones and alkaline-hydrolysis of deoxynivalenol and its sulfonate. Journal of Agricultural and Food Chemistry 34: 919-923.
'Formation of sodium bisulfite addition-products with trichothecenones and alkaline-hydrolysis of deoxynivalenol and its sulfonate ' () 34 Journal of Agricultural and Food Chemistry : 919 -923 .
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Young, J.C., Trenholm, H.L., Friend, D.W. and Prelusky, D.B., 1987. Detoxification of deoxynivalenol with sodium bisulfite and evaluation of the effects when pure mycotoxin or contaminated corn was treated and given to pigs. Journal of Agricultural and Food Chemistry 35: 259-261.
'Detoxification of deoxynivalenol with sodium bisulfite and evaluation of the effects when pure mycotoxin or contaminated corn was treated and given to pigs ' () 35 Journal of Agricultural and Food Chemistry : 259 -261 .
| Insgesamt | Letzte 365 Tage | In den letzten 30 Tagen | |
|---|---|---|---|
| Aufrufe von Kurzbeschreibungen | 178 | 59 | 8 |
| Gesamttextansichten | 27 | 2 | 0 |
| PDF-Downloads | 19 | 4 | 0 |
Reaction of (conjugated) deoxynivalenol with sulphur reagents - novel metabolites, toxicity and application
in World Mycotoxin JournalSearch for other papers by H.E. Schwartz-Zimmermann in
Current site
Google Scholar
PubMed
Search for other papers by G. Wiesenberger in
Current site
Google Scholar
PubMed
Search for other papers by C. Unbekannt in
Current site
Google Scholar
PubMed
Search for other papers by S. Hessenberger in
Current site
Google Scholar
PubMed
Search for other papers by D. Schatzmayr in
Current site
Google Scholar
PubMed
Search for other papers by F. Berthiller in
Current site
Google Scholar
PubMed
Recently, three novel deoxynivalenol (DON) sulphonates (DONS-1, -2 and -3) formed by transformation of DON with sulphur reagents were discovered. Their structures were elucidated, factors influencing their formation were investigated and their stability was evaluated. The first aim of the present work was to assess the toxicity of the three DONS. The hypothesis was a loss of toxicity of DONS-1 and reduced toxicity of DONS-2 and DONS-3 compared with DON. Three different toxicity tests confirmed this hypothesis, revealing reduction of toxicity by factors of at least 330, 29 and 33 for DONS-1, -2 and -3, respectively. The second objective was to investigate the reaction of DON conjugates with sulphur reagents both in solution and in cereal samples, and to determine the pattern of the formed DONS in DON-contaminated cereals. Reversed phase ultra high performance liquid chromatography-high resolution tandem mass spectrometry demonstrated that also conjugated mycotoxins (DON-3-glucoside, 3-acetyl-DON, 15-acetyl-DON) are converted into DON conjugate sulphonates upon incubation with sodium metabisulphite (SBS) or sodium sulphite in solution. DON conjugate sulphonates of the series 1, 2 and 3 differed in their fragmentation pattern in a similar way as DONS-1, -2 and -3. Treatment of a barley sample contaminated with DON, 3-acetyl-DON and the masked mycotoxin DON-3-glucoside with SBS revealed that the predominantly formed compounds are DONS-3 and DON conjugate sulphonates of the series 3, followed by those of the series 2. Incubation of DON containing maize samples of different moisture contents with 0.5% of SBS or sodium sulphite for 7 days confirmed DONS-3 as main DON transformation product. Both in barley and in maize, SBS and sodium sulphite showed different efficiency for transformation of DON at low moisture contents. These findings provide novel insights into inactivation of DON-contaminated cereals.
| Insgesamt | Letzte 365 Tage | In den letzten 30 Tagen | |
|---|---|---|---|
| Aufrufe von Kurzbeschreibungen | 178 | 59 | 8 |
| Gesamttextansichten | 27 | 2 | 0 |
| PDF-Downloads | 19 | 4 | 0 |
