Chemical synthesis of deoxynivalenol-3-β-D-[13 C6 ]-glucoside and application in stable isotope dilution assays

Katharina Habler, Oliver Frank, Michael Rychlik

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10 Scopus citations


Modified mycotoxins have been gaining importance in recent years and present a certain challenge in LC-MS/MS analysis. Due to the previous lack of a labeled isotopologue of the modified mycotoxin deoxynivalenol-3-glucoside, in our study we synthesized the first 13C-labeled internal standard. Therefore, we used the Königs-Knorr method to synthesize deoxynivalenol-3-β-D-[13 C6 ]-glucoside originated from unlabeled deoxynivalenol and [13 C6 ]-labeled glucose. Using the synthesized isotopically-labeled standard deoxynivalenol-3-β-D-[13 C6 ]-glucoside and the purchased labeled standard [13 C15 ]-deoxynivalenol, a stable isotope dilution LC-MS/MS method was firstly developed for deoxynivalenol-3-glucoside and deoxynivalenol in beer. The preparation and purification of beer samples was based on a solid phase extraction. The validation data of the newly developed method gave satisfying results. Intra- and interday precision studies revealed relative standard deviations below 0.5% and 7%, respectively. The recoveries ranged for both analytes between 97% and 112%. The stable isotope dilution assay was applied to various beer samples from four different countries. In summary, deoxynivalenol-3-glucoside and deoxynivalenol mostly appeared together in varying molar ratios but were quantified in rather low contents in the investigated beers.

Original languageEnglish
Article number838
Issue number7
StatePublished - Jul 2016


  • Beer
  • Deoxynivalenol-3-glucoside
  • LC-MS/MS
  • Labeled standard
  • Modified mycotoxin
  • Stable isotope dilution assay
  • Synthesis


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