Literature DB >> 26247304

An epimer of deoxynivalenol: purification and structure identification of 3-epi-deoxynivalenol.

Jian Wei He1, Raymond Yang, Ting Zhou, Greg J Boland, Peter M Scott, Genevieve S Bondy.   

Abstract

In an investigation of deoxynivalenol (DON)-transformation products by Devosia mutans 17-2-E-8, the major product was identified as 3-epi-DON. This DON-transformation product was analysed by liquid chromatography and identified by congruent retention time and UV/Vis spectrum, as well as mass spectrometric data. Nuclear magnetic resonance (NMR) experiments including correlation spectroscopy (COSY), heteronuclear single quantum coherence (HSQC) and nuclear overhauser effect (NOE) were conducted for structural characterisation of 3-epi-DON. High-speed counter-current chromatography (HSCCC) was applied to scale up the separation of 3-epi-DON from DON in a D. mutans 17-2-E-8 culture. From the culture where 100 mg DON was applied, 56 mg of 3-epi-DON (purity of 96.8%) was obtained from the HSCCC. The purified 3-epi-DON will be used for toxicological characterisation studies of this chemical.

Entities:  

Keywords:  3-epi-deoxynivalenol (3-epi-DON); Deoxynivalenol (DON); Devosia mutans; bacterial culture; correlation spectroscopy (COSY); heteronuclear single quantum coherence (HSQC); high-speed counter-current chromatography (HSCCC); liquid chromatography-mass spectrometry (LC-MS); nuclear magnetic resonance (NMR); nuclear overhauser effect (NOE)

Mesh:

Substances:

Year:  2015        PMID: 26247304     DOI: 10.1080/19440049.2015.1072771

Source DB:  PubMed          Journal:  Food Addit Contam Part A Chem Anal Control Expo Risk Assess        ISSN: 1944-0057


  14 in total

1.  Modification of the Mycotoxin Deoxynivalenol Using Microorganisms Isolated from Environmental Samples.

Authors:  Nina M Wilson; Nicole McMaster; Dash Gantulga; Cara Soyars; Susan P McCormick; Ken Knott; Ryan S Senger; David G Schmale
Journal:  Toxins (Basel)       Date:  2017-04-15       Impact factor: 4.546

Review 2.  Strategies and Methodologies for Developing Microbial Detoxification Systems to Mitigate Mycotoxins.

Authors:  Yan Zhu; Yousef I Hassan; Dion Lepp; Suqin Shao; Ting Zhou
Journal:  Toxins (Basel)       Date:  2017-04-07       Impact factor: 4.546

3.  Microbial Detoxification of Deoxynivalenol (DON), Assessed via a Lemna minor L. Bioassay, through Biotransformation to 3-epi-DON and 3-epi-DOM-1.

Authors:  Ilse Vanhoutte; Laura De Mets; Marthe De Boevre; Valdet Uka; José Diana Di Mavungu; Sarah De Saeger; Leen De Gelder; Kris Audenaert
Journal:  Toxins (Basel)       Date:  2017-02-13       Impact factor: 4.546

4.  The Identification of DepB: An Enzyme Responsible for the Final Detoxification Step in the Deoxynivalenol Epimerization Pathway in Devosia mutans 17-2-E-8.

Authors:  Jason Carere; Yousef I Hassan; Dion Lepp; Ting Zhou
Journal:  Front Microbiol       Date:  2018-07-17       Impact factor: 5.640

5.  The enzymatic detoxification of the mycotoxin deoxynivalenol: identification of DepA from the DON epimerization pathway.

Authors:  Jason Carere; Yousef I Hassan; Dion Lepp; Ting Zhou
Journal:  Microb Biotechnol       Date:  2017-11-17       Impact factor: 5.813

6.  Bacterial Epimerization as a Route for Deoxynivalenol Detoxification: the Influence of Growth and Environmental Conditions.

Authors:  Jian Wei He; Yousef I Hassan; Norma Perilla; Xiu-Zhen Li; Greg J Boland; Ting Zhou
Journal:  Front Microbiol       Date:  2016-04-21       Impact factor: 5.640

7.  Microbial biotransformation of DON: molecular basis for reduced toxicity.

Authors:  Alix Pierron; Sabria Mimoun; Leticia S Murate; Nicolas Loiseau; Yannick Lippi; Ana-Paula F L Bracarense; Gerd Schatzmayr; Jian Wei He; Ting Zhou; Wulf-Dieter Moll; Isabelle P Oswald
Journal:  Sci Rep       Date:  2016-07-06       Impact factor: 4.379

8.  Beyond Ribosomal Binding: The Increased Polarity and Aberrant Molecular Interactions of 3-epi-deoxynivalenol.

Authors:  Yousef I Hassan; Honghui Zhu; Yan Zhu; Ting Zhou
Journal:  Toxins (Basel)       Date:  2016-09-08       Impact factor: 4.546

9.  The enzymatic epimerization of deoxynivalenol by Devosia mutans proceeds through the formation of 3-keto-DON intermediate.

Authors:  Yousef I Hassan; Jian Wei He; Norma Perilla; KaiJie Tang; Petr Karlovsky; Ting Zhou
Journal:  Sci Rep       Date:  2017-07-31       Impact factor: 4.379

10.  Understanding the Bacterial Response to Mycotoxins: The Transcriptomic Analysis of Deoxynivalenol-Induced Changes in Devosia mutans 17-2-E-8.

Authors:  Yousef I Hassan; Jian Wei He; Dion Lepp; Ting Zhou
Journal:  Front Pharmacol       Date:  2019-11-14       Impact factor: 5.810

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