Synthesis of Isotope-Labeled Deoxynivalenol-15-O-Glycosides

被引:2
作者
Weber, Julia [1 ]
Fruhmann, Philipp [1 ,2 ]
Hametner, Christian [1 ]
Schiessl, Alois [3 ]
Haeubl, Georg [3 ]
Froehlich, Johannes [1 ]
Mikula, Hannes [1 ]
机构
[1] Vienna Univ Technol TU Wien, Inst Appl Synthet Chem, Getreidemarkt 9, A-1060 Vienna, Austria
[2] CEST, Viktor Kaplan Str 2, A-2700 Wiener Neustadt, Austria
[3] Romer Labs, Technopk 1, A-3430 Tulln Donau, Austria
关键词
Glycosylation; Glycosides; Orthoesters; Natural products; Isotopic labeling; ACETYLATED DERIVATIVES; CHEMICAL-SYNTHESIS; MASKED MYCOTOXINS; O-GLYCOSYLATION; DEOXYNIVALENOL; ACID; GLUCOSIDE; ANALOGS; WHEAT;
D O I
10.1002/ejoc.201700934
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 [C-13(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.
引用
收藏
页码:7012 / 7018
页数:7
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