The Metabolic Fate of Deoxynivalenol and Its Acetylated Derivatives in a Wheat Suspension Culture: Identification and Detection of DON-15-O-Glucoside, 15-Acetyl-DON-3-O-Glucoside and 15-Acetyl-DON-3-Sulfate

Deoxynivalenol (DON) is a protein synthesis inhibitor produced by the Fusarium species, which frequently contaminates grains used for human or animal consumption. We treated a wheat suspension culture with DON or one of its acetylated derivatives, 3-acetyl-DON (3-ADON), 15-acetyl-DON (15-ADON) and 3...
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Autor*in:	Clemens Schmeitzl [verfasserIn] Benedikt Warth [verfasserIn] Philipp Fruhmann [verfasserIn] Herbert Michlmayr [verfasserIn] Alexandra Malachová [verfasserIn] Franz Berthiller [verfasserIn] Rainer Schuhmacher [verfasserIn] Rudolf Krska [verfasserIn] Gerhard Adam [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2015

Schlagwörter:	carboxylesterase Fusarium 3-acetyl-deoxynivalenol 15-acetyl-deoxynivalenol 3,15-diacetyl-deoxynivalenol masked mycotoxins chemotype

Übergeordnetes Werk:	In: Toxins - MDPI AG, 2010, 7(2015), 8, Seite 3112-3126
Übergeordnetes Werk:	volume:7 ; year:2015 ; number:8 ; pages:3112-3126

Links:	Link aufrufen Link aufrufen Link aufrufen Journal toc

DOI / URN:	10.3390/toxins7083112

Katalog-ID:	DOAJ085599921

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245	1	4	\|a The Metabolic Fate of Deoxynivalenol and Its Acetylated Derivatives in a Wheat Suspension Culture: Identification and Detection of DON-15-O-Glucoside, 15-Acetyl-DON-3-O-Glucoside and 15-Acetyl-DON-3-Sulfate
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520			\|a Deoxynivalenol (DON) is a protein synthesis inhibitor produced by the Fusarium species, which frequently contaminates grains used for human or animal consumption. We treated a wheat suspension culture with DON or one of its acetylated derivatives, 3-acetyl-DON (3-ADON), 15-acetyl-DON (15-ADON) and 3,15-diacetyl-DON (3,15-diADON), and monitored the metabolization over a course of 96 h. Supernatant and cell extract samples were analyzed using a tailored LC-MS/MS method for the quantification of DON metabolites. We report the formation of tentatively identified DON-15-O-β-D-glucoside (D15G) and of 15-acetyl-DON-3-sulfate (15-ADON3S) as novel deoxynivalenol metabolites in wheat. Furthermore, we found that the recently identified 15-acetyl-DON-3-O-β-D-glucoside (15-ADON3G) is the major metabolite produced after 15-ADON challenge. 3-ADON treatment led to a higher intracellular content of toxic metabolites after six hours compared to all other treatments. 3-ADON was exclusively metabolized into DON before phase II reactions occurred. In contrast, we found that 15-ADON was directly converted into 15-ADON3G and 15-ADON3S in addition to metabolization into deoxynivalenol-3-O-β-D-glucoside (D3G). This study highlights significant differences in the metabolization of DON and its acetylated derivatives.
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allfields	10.3390/toxins7083112 doi (DE-627)DOAJ085599921 (DE-599)DOAJ030f220bbf4348eea4e760c7e92a5984 DE-627 ger DE-627 rakwb eng Clemens Schmeitzl verfasserin aut The Metabolic Fate of Deoxynivalenol and Its Acetylated Derivatives in a Wheat Suspension Culture: Identification and Detection of DON-15-O-Glucoside, 15-Acetyl-DON-3-O-Glucoside and 15-Acetyl-DON-3-Sulfate 2015 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Deoxynivalenol (DON) is a protein synthesis inhibitor produced by the Fusarium species, which frequently contaminates grains used for human or animal consumption. We treated a wheat suspension culture with DON or one of its acetylated derivatives, 3-acetyl-DON (3-ADON), 15-acetyl-DON (15-ADON) and 3,15-diacetyl-DON (3,15-diADON), and monitored the metabolization over a course of 96 h. Supernatant and cell extract samples were analyzed using a tailored LC-MS/MS method for the quantification of DON metabolites. We report the formation of tentatively identified DON-15-O-β-D-glucoside (D15G) and of 15-acetyl-DON-3-sulfate (15-ADON3S) as novel deoxynivalenol metabolites in wheat. Furthermore, we found that the recently identified 15-acetyl-DON-3-O-β-D-glucoside (15-ADON3G) is the major metabolite produced after 15-ADON challenge. 3-ADON treatment led to a higher intracellular content of toxic metabolites after six hours compared to all other treatments. 3-ADON was exclusively metabolized into DON before phase II reactions occurred. In contrast, we found that 15-ADON was directly converted into 15-ADON3G and 15-ADON3S in addition to metabolization into deoxynivalenol-3-O-β-D-glucoside (D3G). This study highlights significant differences in the metabolization of DON and its acetylated derivatives. carboxylesterase Fusarium 3-acetyl-deoxynivalenol 15-acetyl-deoxynivalenol 3,15-diacetyl-deoxynivalenol masked mycotoxins chemotype Medicine R Benedikt Warth verfasserin aut Philipp Fruhmann verfasserin aut Herbert Michlmayr verfasserin aut Alexandra Malachová verfasserin aut Franz Berthiller verfasserin aut Rainer Schuhmacher verfasserin aut Rudolf Krska verfasserin aut Gerhard Adam verfasserin aut In Toxins MDPI AG, 2010 7(2015), 8, Seite 3112-3126 (DE-627)610604236 (DE-600)2518395-3 20726651 nnns volume:7 year:2015 number:8 pages:3112-3126 https://doi.org/10.3390/toxins7083112 kostenfrei https://doaj.org/article/030f220bbf4348eea4e760c7e92a5984 kostenfrei http://www.mdpi.com/2072-6651/7/8/3112 kostenfrei https://doaj.org/toc/2072-6651 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_73 GBV_ILN_74 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 7 2015 8 3112-3126
spelling	10.3390/toxins7083112 doi (DE-627)DOAJ085599921 (DE-599)DOAJ030f220bbf4348eea4e760c7e92a5984 DE-627 ger DE-627 rakwb eng Clemens Schmeitzl verfasserin aut The Metabolic Fate of Deoxynivalenol and Its Acetylated Derivatives in a Wheat Suspension Culture: Identification and Detection of DON-15-O-Glucoside, 15-Acetyl-DON-3-O-Glucoside and 15-Acetyl-DON-3-Sulfate 2015 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Deoxynivalenol (DON) is a protein synthesis inhibitor produced by the Fusarium species, which frequently contaminates grains used for human or animal consumption. We treated a wheat suspension culture with DON or one of its acetylated derivatives, 3-acetyl-DON (3-ADON), 15-acetyl-DON (15-ADON) and 3,15-diacetyl-DON (3,15-diADON), and monitored the metabolization over a course of 96 h. Supernatant and cell extract samples were analyzed using a tailored LC-MS/MS method for the quantification of DON metabolites. We report the formation of tentatively identified DON-15-O-β-D-glucoside (D15G) and of 15-acetyl-DON-3-sulfate (15-ADON3S) as novel deoxynivalenol metabolites in wheat. Furthermore, we found that the recently identified 15-acetyl-DON-3-O-β-D-glucoside (15-ADON3G) is the major metabolite produced after 15-ADON challenge. 3-ADON treatment led to a higher intracellular content of toxic metabolites after six hours compared to all other treatments. 3-ADON was exclusively metabolized into DON before phase II reactions occurred. In contrast, we found that 15-ADON was directly converted into 15-ADON3G and 15-ADON3S in addition to metabolization into deoxynivalenol-3-O-β-D-glucoside (D3G). This study highlights significant differences in the metabolization of DON and its acetylated derivatives. carboxylesterase Fusarium 3-acetyl-deoxynivalenol 15-acetyl-deoxynivalenol 3,15-diacetyl-deoxynivalenol masked mycotoxins chemotype Medicine R Benedikt Warth verfasserin aut Philipp Fruhmann verfasserin aut Herbert Michlmayr verfasserin aut Alexandra Malachová verfasserin aut Franz Berthiller verfasserin aut Rainer Schuhmacher verfasserin aut Rudolf Krska verfasserin aut Gerhard Adam verfasserin aut In Toxins MDPI AG, 2010 7(2015), 8, Seite 3112-3126 (DE-627)610604236 (DE-600)2518395-3 20726651 nnns volume:7 year:2015 number:8 pages:3112-3126 https://doi.org/10.3390/toxins7083112 kostenfrei https://doaj.org/article/030f220bbf4348eea4e760c7e92a5984 kostenfrei http://www.mdpi.com/2072-6651/7/8/3112 kostenfrei https://doaj.org/toc/2072-6651 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_73 GBV_ILN_74 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 7 2015 8 3112-3126
allfields_unstemmed	10.3390/toxins7083112 doi (DE-627)DOAJ085599921 (DE-599)DOAJ030f220bbf4348eea4e760c7e92a5984 DE-627 ger DE-627 rakwb eng Clemens Schmeitzl verfasserin aut The Metabolic Fate of Deoxynivalenol and Its Acetylated Derivatives in a Wheat Suspension Culture: Identification and Detection of DON-15-O-Glucoside, 15-Acetyl-DON-3-O-Glucoside and 15-Acetyl-DON-3-Sulfate 2015 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Deoxynivalenol (DON) is a protein synthesis inhibitor produced by the Fusarium species, which frequently contaminates grains used for human or animal consumption. We treated a wheat suspension culture with DON or one of its acetylated derivatives, 3-acetyl-DON (3-ADON), 15-acetyl-DON (15-ADON) and 3,15-diacetyl-DON (3,15-diADON), and monitored the metabolization over a course of 96 h. Supernatant and cell extract samples were analyzed using a tailored LC-MS/MS method for the quantification of DON metabolites. We report the formation of tentatively identified DON-15-O-β-D-glucoside (D15G) and of 15-acetyl-DON-3-sulfate (15-ADON3S) as novel deoxynivalenol metabolites in wheat. Furthermore, we found that the recently identified 15-acetyl-DON-3-O-β-D-glucoside (15-ADON3G) is the major metabolite produced after 15-ADON challenge. 3-ADON treatment led to a higher intracellular content of toxic metabolites after six hours compared to all other treatments. 3-ADON was exclusively metabolized into DON before phase II reactions occurred. In contrast, we found that 15-ADON was directly converted into 15-ADON3G and 15-ADON3S in addition to metabolization into deoxynivalenol-3-O-β-D-glucoside (D3G). This study highlights significant differences in the metabolization of DON and its acetylated derivatives. carboxylesterase Fusarium 3-acetyl-deoxynivalenol 15-acetyl-deoxynivalenol 3,15-diacetyl-deoxynivalenol masked mycotoxins chemotype Medicine R Benedikt Warth verfasserin aut Philipp Fruhmann verfasserin aut Herbert Michlmayr verfasserin aut Alexandra Malachová verfasserin aut Franz Berthiller verfasserin aut Rainer Schuhmacher verfasserin aut Rudolf Krska verfasserin aut Gerhard Adam verfasserin aut In Toxins MDPI AG, 2010 7(2015), 8, Seite 3112-3126 (DE-627)610604236 (DE-600)2518395-3 20726651 nnns volume:7 year:2015 number:8 pages:3112-3126 https://doi.org/10.3390/toxins7083112 kostenfrei https://doaj.org/article/030f220bbf4348eea4e760c7e92a5984 kostenfrei http://www.mdpi.com/2072-6651/7/8/3112 kostenfrei https://doaj.org/toc/2072-6651 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_73 GBV_ILN_74 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 7 2015 8 3112-3126
allfieldsGer	10.3390/toxins7083112 doi (DE-627)DOAJ085599921 (DE-599)DOAJ030f220bbf4348eea4e760c7e92a5984 DE-627 ger DE-627 rakwb eng Clemens Schmeitzl verfasserin aut The Metabolic Fate of Deoxynivalenol and Its Acetylated Derivatives in a Wheat Suspension Culture: Identification and Detection of DON-15-O-Glucoside, 15-Acetyl-DON-3-O-Glucoside and 15-Acetyl-DON-3-Sulfate 2015 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Deoxynivalenol (DON) is a protein synthesis inhibitor produced by the Fusarium species, which frequently contaminates grains used for human or animal consumption. We treated a wheat suspension culture with DON or one of its acetylated derivatives, 3-acetyl-DON (3-ADON), 15-acetyl-DON (15-ADON) and 3,15-diacetyl-DON (3,15-diADON), and monitored the metabolization over a course of 96 h. Supernatant and cell extract samples were analyzed using a tailored LC-MS/MS method for the quantification of DON metabolites. We report the formation of tentatively identified DON-15-O-β-D-glucoside (D15G) and of 15-acetyl-DON-3-sulfate (15-ADON3S) as novel deoxynivalenol metabolites in wheat. Furthermore, we found that the recently identified 15-acetyl-DON-3-O-β-D-glucoside (15-ADON3G) is the major metabolite produced after 15-ADON challenge. 3-ADON treatment led to a higher intracellular content of toxic metabolites after six hours compared to all other treatments. 3-ADON was exclusively metabolized into DON before phase II reactions occurred. In contrast, we found that 15-ADON was directly converted into 15-ADON3G and 15-ADON3S in addition to metabolization into deoxynivalenol-3-O-β-D-glucoside (D3G). This study highlights significant differences in the metabolization of DON and its acetylated derivatives. carboxylesterase Fusarium 3-acetyl-deoxynivalenol 15-acetyl-deoxynivalenol 3,15-diacetyl-deoxynivalenol masked mycotoxins chemotype Medicine R Benedikt Warth verfasserin aut Philipp Fruhmann verfasserin aut Herbert Michlmayr verfasserin aut Alexandra Malachová verfasserin aut Franz Berthiller verfasserin aut Rainer Schuhmacher verfasserin aut Rudolf Krska verfasserin aut Gerhard Adam verfasserin aut In Toxins MDPI AG, 2010 7(2015), 8, Seite 3112-3126 (DE-627)610604236 (DE-600)2518395-3 20726651 nnns volume:7 year:2015 number:8 pages:3112-3126 https://doi.org/10.3390/toxins7083112 kostenfrei https://doaj.org/article/030f220bbf4348eea4e760c7e92a5984 kostenfrei http://www.mdpi.com/2072-6651/7/8/3112 kostenfrei https://doaj.org/toc/2072-6651 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_73 GBV_ILN_74 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 7 2015 8 3112-3126
allfieldsSound	10.3390/toxins7083112 doi (DE-627)DOAJ085599921 (DE-599)DOAJ030f220bbf4348eea4e760c7e92a5984 DE-627 ger DE-627 rakwb eng Clemens Schmeitzl verfasserin aut The Metabolic Fate of Deoxynivalenol and Its Acetylated Derivatives in a Wheat Suspension Culture: Identification and Detection of DON-15-O-Glucoside, 15-Acetyl-DON-3-O-Glucoside and 15-Acetyl-DON-3-Sulfate 2015 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Deoxynivalenol (DON) is a protein synthesis inhibitor produced by the Fusarium species, which frequently contaminates grains used for human or animal consumption. We treated a wheat suspension culture with DON or one of its acetylated derivatives, 3-acetyl-DON (3-ADON), 15-acetyl-DON (15-ADON) and 3,15-diacetyl-DON (3,15-diADON), and monitored the metabolization over a course of 96 h. Supernatant and cell extract samples were analyzed using a tailored LC-MS/MS method for the quantification of DON metabolites. We report the formation of tentatively identified DON-15-O-β-D-glucoside (D15G) and of 15-acetyl-DON-3-sulfate (15-ADON3S) as novel deoxynivalenol metabolites in wheat. Furthermore, we found that the recently identified 15-acetyl-DON-3-O-β-D-glucoside (15-ADON3G) is the major metabolite produced after 15-ADON challenge. 3-ADON treatment led to a higher intracellular content of toxic metabolites after six hours compared to all other treatments. 3-ADON was exclusively metabolized into DON before phase II reactions occurred. In contrast, we found that 15-ADON was directly converted into 15-ADON3G and 15-ADON3S in addition to metabolization into deoxynivalenol-3-O-β-D-glucoside (D3G). This study highlights significant differences in the metabolization of DON and its acetylated derivatives. carboxylesterase Fusarium 3-acetyl-deoxynivalenol 15-acetyl-deoxynivalenol 3,15-diacetyl-deoxynivalenol masked mycotoxins chemotype Medicine R Benedikt Warth verfasserin aut Philipp Fruhmann verfasserin aut Herbert Michlmayr verfasserin aut Alexandra Malachová verfasserin aut Franz Berthiller verfasserin aut Rainer Schuhmacher verfasserin aut Rudolf Krska verfasserin aut Gerhard Adam verfasserin aut In Toxins MDPI AG, 2010 7(2015), 8, Seite 3112-3126 (DE-627)610604236 (DE-600)2518395-3 20726651 nnns volume:7 year:2015 number:8 pages:3112-3126 https://doi.org/10.3390/toxins7083112 kostenfrei https://doaj.org/article/030f220bbf4348eea4e760c7e92a5984 kostenfrei http://www.mdpi.com/2072-6651/7/8/3112 kostenfrei https://doaj.org/toc/2072-6651 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_73 GBV_ILN_74 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 7 2015 8 3112-3126
language	English
source	In Toxins 7(2015), 8, Seite 3112-3126 volume:7 year:2015 number:8 pages:3112-3126
sourceStr	In Toxins 7(2015), 8, Seite 3112-3126 volume:7 year:2015 number:8 pages:3112-3126
format_phy_str_mv	Article
institution	findex.gbv.de
topic_facet	carboxylesterase Fusarium 3-acetyl-deoxynivalenol 15-acetyl-deoxynivalenol 3,15-diacetyl-deoxynivalenol masked mycotoxins chemotype Medicine R
isfreeaccess_bool	true
container_title	Toxins
authorswithroles_txt_mv	Clemens Schmeitzl @@aut@@ Benedikt Warth @@aut@@ Philipp Fruhmann @@aut@@ Herbert Michlmayr @@aut@@ Alexandra Malachová @@aut@@ Franz Berthiller @@aut@@ Rainer Schuhmacher @@aut@@ Rudolf Krska @@aut@@ Gerhard Adam @@aut@@
publishDateDaySort_date	2015-01-01T00:00:00Z
hierarchy_top_id	610604236
id	DOAJ085599921
language_de	englisch
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author	Clemens Schmeitzl
spellingShingle	Clemens Schmeitzl misc carboxylesterase misc Fusarium misc 3-acetyl-deoxynivalenol misc 15-acetyl-deoxynivalenol misc 3,15-diacetyl-deoxynivalenol misc masked mycotoxins misc chemotype misc Medicine misc R The Metabolic Fate of Deoxynivalenol and Its Acetylated Derivatives in a Wheat Suspension Culture: Identification and Detection of DON-15-O-Glucoside, 15-Acetyl-DON-3-O-Glucoside and 15-Acetyl-DON-3-Sulfate
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topic_title	The Metabolic Fate of Deoxynivalenol and Its Acetylated Derivatives in a Wheat Suspension Culture: Identification and Detection of DON-15-O-Glucoside, 15-Acetyl-DON-3-O-Glucoside and 15-Acetyl-DON-3-Sulfate carboxylesterase Fusarium 3-acetyl-deoxynivalenol 15-acetyl-deoxynivalenol 3,15-diacetyl-deoxynivalenol masked mycotoxins chemotype
topic	misc carboxylesterase misc Fusarium misc 3-acetyl-deoxynivalenol misc 15-acetyl-deoxynivalenol misc 3,15-diacetyl-deoxynivalenol misc masked mycotoxins misc chemotype misc Medicine misc R
topic_unstemmed	misc carboxylesterase misc Fusarium misc 3-acetyl-deoxynivalenol misc 15-acetyl-deoxynivalenol misc 3,15-diacetyl-deoxynivalenol misc masked mycotoxins misc chemotype misc Medicine misc R
topic_browse	misc carboxylesterase misc Fusarium misc 3-acetyl-deoxynivalenol misc 15-acetyl-deoxynivalenol misc 3,15-diacetyl-deoxynivalenol misc masked mycotoxins misc chemotype misc Medicine misc R
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title	The Metabolic Fate of Deoxynivalenol and Its Acetylated Derivatives in a Wheat Suspension Culture: Identification and Detection of DON-15-O-Glucoside, 15-Acetyl-DON-3-O-Glucoside and 15-Acetyl-DON-3-Sulfate
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title_full	The Metabolic Fate of Deoxynivalenol and Its Acetylated Derivatives in a Wheat Suspension Culture: Identification and Detection of DON-15-O-Glucoside, 15-Acetyl-DON-3-O-Glucoside and 15-Acetyl-DON-3-Sulfate
author_sort	Clemens Schmeitzl
journal	Toxins
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container_start_page	3112
author_browse	Clemens Schmeitzl Benedikt Warth Philipp Fruhmann Herbert Michlmayr Alexandra Malachová Franz Berthiller Rainer Schuhmacher Rudolf Krska Gerhard Adam
container_volume	7
format_se	Elektronische Aufsätze
author-letter	Clemens Schmeitzl
doi_str_mv	10.3390/toxins7083112
author2-role	verfasserin
title_sort	metabolic fate of deoxynivalenol and its acetylated derivatives in a wheat suspension culture: identification and detection of don-15-o-glucoside, 15-acetyl-don-3-o-glucoside and 15-acetyl-don-3-sulfate
title_auth	The Metabolic Fate of Deoxynivalenol and Its Acetylated Derivatives in a Wheat Suspension Culture: Identification and Detection of DON-15-O-Glucoside, 15-Acetyl-DON-3-O-Glucoside and 15-Acetyl-DON-3-Sulfate
abstract	Deoxynivalenol (DON) is a protein synthesis inhibitor produced by the Fusarium species, which frequently contaminates grains used for human or animal consumption. We treated a wheat suspension culture with DON or one of its acetylated derivatives, 3-acetyl-DON (3-ADON), 15-acetyl-DON (15-ADON) and 3,15-diacetyl-DON (3,15-diADON), and monitored the metabolization over a course of 96 h. Supernatant and cell extract samples were analyzed using a tailored LC-MS/MS method for the quantification of DON metabolites. We report the formation of tentatively identified DON-15-O-β-D-glucoside (D15G) and of 15-acetyl-DON-3-sulfate (15-ADON3S) as novel deoxynivalenol metabolites in wheat. Furthermore, we found that the recently identified 15-acetyl-DON-3-O-β-D-glucoside (15-ADON3G) is the major metabolite produced after 15-ADON challenge. 3-ADON treatment led to a higher intracellular content of toxic metabolites after six hours compared to all other treatments. 3-ADON was exclusively metabolized into DON before phase II reactions occurred. In contrast, we found that 15-ADON was directly converted into 15-ADON3G and 15-ADON3S in addition to metabolization into deoxynivalenol-3-O-β-D-glucoside (D3G). This study highlights significant differences in the metabolization of DON and its acetylated derivatives.
abstractGer	Deoxynivalenol (DON) is a protein synthesis inhibitor produced by the Fusarium species, which frequently contaminates grains used for human or animal consumption. We treated a wheat suspension culture with DON or one of its acetylated derivatives, 3-acetyl-DON (3-ADON), 15-acetyl-DON (15-ADON) and 3,15-diacetyl-DON (3,15-diADON), and monitored the metabolization over a course of 96 h. Supernatant and cell extract samples were analyzed using a tailored LC-MS/MS method for the quantification of DON metabolites. We report the formation of tentatively identified DON-15-O-β-D-glucoside (D15G) and of 15-acetyl-DON-3-sulfate (15-ADON3S) as novel deoxynivalenol metabolites in wheat. Furthermore, we found that the recently identified 15-acetyl-DON-3-O-β-D-glucoside (15-ADON3G) is the major metabolite produced after 15-ADON challenge. 3-ADON treatment led to a higher intracellular content of toxic metabolites after six hours compared to all other treatments. 3-ADON was exclusively metabolized into DON before phase II reactions occurred. In contrast, we found that 15-ADON was directly converted into 15-ADON3G and 15-ADON3S in addition to metabolization into deoxynivalenol-3-O-β-D-glucoside (D3G). This study highlights significant differences in the metabolization of DON and its acetylated derivatives.
abstract_unstemmed	Deoxynivalenol (DON) is a protein synthesis inhibitor produced by the Fusarium species, which frequently contaminates grains used for human or animal consumption. We treated a wheat suspension culture with DON or one of its acetylated derivatives, 3-acetyl-DON (3-ADON), 15-acetyl-DON (15-ADON) and 3,15-diacetyl-DON (3,15-diADON), and monitored the metabolization over a course of 96 h. Supernatant and cell extract samples were analyzed using a tailored LC-MS/MS method for the quantification of DON metabolites. We report the formation of tentatively identified DON-15-O-β-D-glucoside (D15G) and of 15-acetyl-DON-3-sulfate (15-ADON3S) as novel deoxynivalenol metabolites in wheat. Furthermore, we found that the recently identified 15-acetyl-DON-3-O-β-D-glucoside (15-ADON3G) is the major metabolite produced after 15-ADON challenge. 3-ADON treatment led to a higher intracellular content of toxic metabolites after six hours compared to all other treatments. 3-ADON was exclusively metabolized into DON before phase II reactions occurred. In contrast, we found that 15-ADON was directly converted into 15-ADON3G and 15-ADON3S in addition to metabolization into deoxynivalenol-3-O-β-D-glucoside (D3G). This study highlights significant differences in the metabolization of DON and its acetylated derivatives.
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title_short	The Metabolic Fate of Deoxynivalenol and Its Acetylated Derivatives in a Wheat Suspension Culture: Identification and Detection of DON-15-O-Glucoside, 15-Acetyl-DON-3-O-Glucoside and 15-Acetyl-DON-3-Sulfate
url	https://doi.org/10.3390/toxins7083112 https://doaj.org/article/030f220bbf4348eea4e760c7e92a5984 http://www.mdpi.com/2072-6651/7/8/3112 https://doaj.org/toc/2072-6651
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up_date	2024-07-03T15:44:38.765Z
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The Metabolic Fate of Deoxynivalenol and Its Acetylated Derivatives in a Wheat Suspension Culture: Identification and Detection of DON-15-O-Glucoside, 15-Acetyl-DON-3-O-Glucoside and 15-Acetyl-DON-3-Sulfate

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