Literature DB >> 23606022

Production of zearalenone-4-glucoside, a-zearalenol-4-glucoside and ß-zearalenol-4-glucoside.

P Krenn1, F Berthiller, W Schweiger, C Hametner, R Ludwig, G Adam, R Krska, R Schuhmacher.   

Abstract

The work at hand describes the production of the zearalenone (ZON) metabolites zearalenone-4-glucoside (ZON-4G), a-zearalenol-4-glucoside (oc-ZOL-4G) and ß-zearalenol-4-glucoside (ß-ZOL-4G). In a first step a genetically modified yeast strain, expressing theArabidopsis thaliana UDP-glu-cosyltransferase UGT73C6, was treated with ZON to produce ZON-4G. The substance was purified by solid phase extraction and subsequent reversed phase preparative HPLC prior to the reduction with sodium borohydride to yield 0C-ZOL-4G and ß-ZOL-4G. The identity and purity of the substances were confirmed by(13)C-and(1)H-NMR as well as by HPLC-UV. In total, 50 mg of ZON were used to produce 5 mg of a-ZOL-4G with a purity of 98%, 6 mg of ß-ZOL-4G with a purity of 99% and 5 mg of ZON-4G with a purity of 99%.

Entities:  

Year:  2007        PMID: 23606022     DOI: 10.1007/BF02946045

Source DB:  PubMed          Journal:  Mycotoxin Res        ISSN: 0178-7888            Impact factor:   3.833


  6 in total

1.  Heterologous expression of Arabidopsis UDP-glucosyltransferases in Saccharomyces cerevisiae for production of zearalenone-4-O-glucoside.

Authors:  Brigitte Poppenberger; Franz Berthiller; Herwig Bachmann; Doris Lucyshyn; Clemens Peterbauer; Rudolf Mitterbauer; Rainer Schuhmacher; Rudolf Krska; Josef Glössl; Gerhard Adam
Journal:  Appl Environ Microbiol       Date:  2006-06       Impact factor: 4.792

2.  Isolation, detection, and quantitation of zearalenone in maize and barley.

Authors:  C J Mirocha; B Schauerhamer; S V Pathre
Journal:  J Assoc Off Anal Chem       Date:  1974-09

3.  Occurrence of zearalenone-4-beta-D-glucopyranoside in wheat.

Authors:  Isabell Schneweis; Karsten Meyer; Gabriele Engelhardt; Johann Bauer
Journal:  J Agric Food Chem       Date:  2002-03-13       Impact factor: 5.279

4.  Cleavage of zearalenone-glycoside, a "masked" mycotoxin, during digestion in swine.

Authors:  M Gareis; J Bauer; J Thiem; G Plank; S Grabley; B Gedek
Journal:  Zentralbl Veterinarmed B       Date:  1990-05

5.  Detoxification of the Fusarium mycotoxin deoxynivalenol by a UDP-glucosyltransferase from Arabidopsis thaliana.

Authors:  Brigitte Poppenberger; Franz Berthiller; Doris Lucyshyn; Tobias Sieberer; Rainer Schuhmacher; Rudolf Krska; Karl Kuchler; Josef Glössl; Christian Luschnig; Gerhard Adam
Journal:  J Biol Chem       Date:  2003-09-11       Impact factor: 5.157

6.  A sensitive and inexpensive yeast bioassay for the mycotoxin zearalenone and other compounds with estrogenic activity.

Authors:  Rudolf Mitterbauer; Hanna Weindorfer; Naser Safaie; Rudolf Krska; Marc Lemmens; Peter Ruckenbauer; Karl Kuchler; Gerhard Adam
Journal:  Appl Environ Microbiol       Date:  2003-02       Impact factor: 4.792

  6 in total
  4 in total

1.  Biochemical Characterization of a Recombinant UDP-glucosyltransferase from Rice and Enzymatic Production of Deoxynivalenol-3-O-β-D-glucoside.

Authors:  Herbert Michlmayr; Alexandra Malachová; Elisabeth Varga; Jana Kleinová; Marc Lemmens; Sean Newmister; Ivan Rayment; Franz Berthiller; Gerhard Adam
Journal:  Toxins (Basel)       Date:  2015-07-21       Impact factor: 4.546

2.  Biosynthesis and Characterization of Zearalenone-14-Sulfate, Zearalenone-14-Glucoside and Zearalenone-16-Glucoside Using Common Fungal Strains.

Authors:  Antje Borzekowski; Tatjana Drewitz; Julia Keller; Dietmar Pfeifer; Hans-Jörg Kunte; Matthias Koch; Sascha Rohn; Ronald Maul
Journal:  Toxins (Basel)       Date:  2018-03-01       Impact factor: 4.546

Review 3.  Modified Fusarium Mycotoxins in Cereals and Their Products-Metabolism, Occurrence, and Toxicity: An Updated Review.

Authors:  Marcin Bryła; Agnieszka Waśkiewicz; Edyta Ksieniewicz-Woźniak; Krystyna Szymczyk; Renata Jędrzejczak
Journal:  Molecules       Date:  2018-04-20       Impact factor: 4.411

4.  Zearalenone and ß-Zearalenol But Not Their Glucosides Inhibit Heat Shock Protein 90 ATPase Activity.

Authors:  Juan Antonio Torres Acosta; Herbert Michlmayr; Mehrdad Shams; Wolfgang Schweiger; Gerlinde Wiesenberger; Rudolf Mitterbauer; Ulrike Werner; David Merz; Marie-Theres Hauser; Christian Hametner; Elisabeth Varga; Rudolf Krska; Franz Berthiller; Gerhard Adam
Journal:  Front Pharmacol       Date:  2019-10-18       Impact factor: 5.810

  4 in total

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