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Berthiller, F; Dall'Asta, C; Schuhmacher, R; Lemmens, M; Adam, G; Krska, R.
(2005): Masked mycotoxins: determination of a deoxynivalenol glucoside in artificially and naturally contaminated wheat by liquid chromatography-tandem mass spectrometry.
J Agric Food Chem. 2005; 53(9):3421-3425 FullText FullText_BOKU

Abstract:
Conjugated mycotoxins, in which the toxin is usually bound to a more polar substance like glucose, are referred to as masked mycotoxins, as these substances escape routine detection methods but can release their toxic precursors after hydrolysis. This is the first report on the natural occurrence of a glucoside of deoxynivalenol (DON) in Fusarium-infected wheat and maize. To obtain appropriate standards, we chemically synthesized deoxynivalenol-3-beta-D-glucopyranoside (DON-3-glucoside) and deoxynivalenol-15-beta-D-glucopyranoside (DON-15-glucoside). The synthesis products were characterized by liquid chromatography-tandem mass spectrometry. The DON-glucosides showed different collision-induced dissociation (CID) fragmentation behaviors and could therefore be distinguished. Wheat plants were either treated with DON (n = 52) or with Fusarium spp. (n = 4) at anthesis, and after harvest, wheat ears were analyzed for DON and DON-glucosides. All 56 treated wheat samples contained DON and a DON-glucoside with the same retention time, molecular mass, and CID fragmentation behavior as the synthetic DON-3-glucoside. Moreover, the DON-glucoside was also found in two out of three analyzed naturally DON-contaminated maize and in five out of five naturally contaminated wheat samples, in a range from 4 to 12% of the DON concentration. To further confirm the identity of the DON-glucoside, the compound was isolated from wheat extracts and characterized as DON-3-glucoside with NMR. The results of this study indicate the importance to consider both DON and DON-3-glucoside with regard to food and feed safety.
Authors BOKU Wien:
Adam Gerhard
Berthiller Franz
Krska Rudolf
Lemmens Marc
Schuhmacher Rainer
BOKU Gendermonitor:

Find related publications in this database (using NML MeSH Indexing)
Chromatography, Liquid -
Food Contamination - analysis
Fusarium - metabolism
Glucosides - analysis
Mass Spectrometry - analysis
Mycotoxins - analysis
Trichothecenes - analysis
Triticum - chemistry

Find related publications in this database (Keywords)
deoxynivalenol-3-beta-D-glucopyranoside
conjugated mycotoxins
masked mycotoxins
LCMS/MS
wheat
maize


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