Taxonomic group: fungi / Ascomycota
(Phylum: Ascomycota)
Host organism: Triticum aestivum L.
Associated disease: Fusarium head blight
The structure was elucidated in this paperNCBI PubMed ID: 21838643Publication DOI: 10.1080/19440049.2011.597434Journal NLM ID: 101485040Publisher: Informa Healthcare
Correspondence: Nakagawa H <hironkgw
affrc.go.jp>
Institutions: National Agriculture and Food Research Organization (NARO), National Food Research Institute, Tsukuba-shi, Japan, ThermoFisher Scientific K.K., Yokomaha, Japan, National Agriculture and Food Research Organization (NARO), National Agricultural Research Center for Kyushu Okinawa Region, Kumamoto, Japan
A new Fusarium mycotoxin glucoside, fusarenon X-glucoside (FUXGlc), is reported for the first time in wheat grain that was artificially infected with Fusarium fungi. This new glucoside was identified using LC Orbitrap high-resolution mass spectrometry (LC-Orbitrap MS) analysis on the basis of accurate mass measurement of characteristic ions and MS/MS fragmentation patterns. Although the absolute structure of FUXGlc was not clarified by LC-MS, 3-OH glucosylation seems to be the most probable structure based on the fragment profile and considering that deoxynivalenol-3-glucoside (DON3Glc) was reported as the predominant glucosylated derivative of the structurally similar mycotoxin, deoxynivalenol (DON). Another mycotoxin glucoside, nivalenol-glucoside (NIVGlc) was also found in the same grain sample. According to the semi-quantification by LC-Orbitrap MS, more than 15% of FUX and NIV were estimated to be converted into respective glucosides. The existence of these masked mycotoxins should be taken into account in risk assessment, since they could be transformed back to the corresponding mycotoxins under certain conditions; for example, through various food processing operations or in the digestive tract of mammals after ingestion.
chromatography, Fusarium, LC–MS, LC–Orbitrap MS, mycotoxins, trichothecenes, cereals
Structure type: monomer ; 515.1766 [M-H]-
C
23H
32O
13Location inside paper: fig. 5, FUX3Glc
Trivial name: fusarenon X-glucoside
Compound class: glucoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: MS/MS, HPLC, extraction, LC–MS
NCBI Taxonomy refs (TaxIDs): 5518
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
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(previously named: Gibberella zeae)