Taxonomic group: fungi / Ascomycota
(Phylum: Ascomycota)
Host organism: Triticum aestivum; Hordeum vulgare
Organ / tissue: grainAssociated disease: fusariosis
NCBI PubMed ID: 2143610Publication DOI: 10.1111/j.1439-0450.1990.tb01052.xJournal NLM ID: 0331325Publisher: Berlin: Blackwell Science
Institutions: Institute for Medical Microbiology, Infectious and Epidemic Diseases, Veterinary Faculty, University of Munich, Munich, Germany, Institute for Organic Chemistry, University of Miinster, Miinster, Germany, Clinic of Internal Medicine, Veterinary Faculty, University of Munich, Munich, Germany, Hoechst AG, Frankfurt, Germany
Comparative analyses of cereal samples pretreated with or without β-glucosidase indicate the presence of zearalenone-glycoside. To examine the stability of zearalenone-glycoside during digestion, mixed feed was artificially contaminated with synthesized zearalenone-4-β-D-glucopyranoside (395 μg/kg) and fed to a pig over a period of 14 days. The metabolites detected in feces and urine samples were zearalenone and α-zearalenol. These results demonstrate that zearalenone-4-β-D-glucopyranoside is decomposed during digestion and the aglucone, zearalenone, is released. Since zearalenone-glycoside is not detected during routine analysis, but hydrolysed during digestion, it seems likely that such “masked mycotoxins” are involved in cases of mycotoxicoses.
swine, zearalenone, mycotoxin
Structure type: monomer
C
24H
32O
10Location inside paper: Fig.1
Compound class: glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, MS, enzymatic digestion, extraction, COSY
Biological activity: Zearalenone-4-β-D-glycoside is not detected by routine analytic procedures and has been shown to be hydrolyzed during digestion releasing its aglycone (zearalenone).
Related record ID(s): 50161
NCBI Taxonomy refs (TaxIDs): 5506
Show glycosyltransferases
There is only one chemically distinct structure: