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Synthesis of Isotope‐Labeled Deoxynivalenol‐15‐ O ‐Glycosides
Author(s) -
Weber Julia,
Fruhmann Philipp,
Hametner Christian,
Schiessl Alois,
Häubl Georg,
Fröhlich Johannes,
Mikula Hannes
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700934
Subject(s) - chemistry , glycoside , glycosyl , glycosylation , mycotoxin , chromatography , combinatorial chemistry , stereochemistry , organic chemistry , biochemistry , food science
A versatile and efficient protocol for the Schmidt glycosylation of 3‐acetyldeoxynivalenol (3‐ADON) and subsequent deprotection has been developed to gain access to deoxynivalenol‐15‐ O ‐glycosides in reasonable amounts for biological analysis and further investigations. By using this protocol with [ 13 C 6 ]glycosyl donors, we were able to prepare isotope‐labeled deoxynivalenol‐15‐ O ‐glycosides, which are pivotal to enabling accurate quantification of masked mycotoxins by LC–MS.