Biotransformation of the mycotoxin zearalenone by fungi of the genera Rhizopus and Aspergillus
Abstract Zearalenone (ZEN) is a nonsteroidal estrogenic mycotoxin biosynthesized by various Fusarium fungi. These fungal species frequently infest grains; therefore, ZEN represents a common contaminant in cereal products. The biotransformation of ZEN differs significantly from species to species, an...
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description | Abstract
Zearalenone (ZEN) is a nonsteroidal estrogenic mycotoxin biosynthesized by various Fusarium fungi. These fungal species frequently infest grains; therefore, ZEN represents a common contaminant in cereal products. The biotransformation of ZEN differs significantly from species to species, and several metabolites are known to be formed by animals, plants, and microorganisms. The aim of the present study was to investigate the microbial conversion of ZEN by species of the genera Rhizopus and Aspergillus representing relevant fungi for food processing (e.g. fermentation). To monitor the ZEN metabolism, ZEN was added to liquid cultures of the different fungal species. After a period of 3 days, the media were analyzed by HPLC-MS/MS for metabolite formation. Two Aspergillus oryzae strains and all seven Rhizopus species were able to convert ZEN into various metabolites, including ZEN-14-sulfate as well as ZEN-O-14- and ZEN-O-16-glucoside. Microbial transformation of ZEN into the significantly more estrogenic α-zearalenol (α-ZEL) was also observed. Additionally, a novel fungal metabolite, α-ZEL-sulfate, was detected. Semi-quantification of the main metabolites indicates that more than 50% of initial ZEN may be modified. The results show that fungal strains have the potential to convert ZEN into various metabolites leading to a masking of the toxin, for example in fermented food.
Incubation of fungal strains of food technological relevance with the mycotoxin zearalenone leads to an intense decrease of free toxin and to a metabolite formation of approximately 50%.
Graphical Abstract Figure.
Incubation of fungal strains of food technological relevance with the mycotoxin zearalenone leads to an intense decrease of free toxin and to a metabolite formation of approximately 50%. |
doi_str_mv | 10.1111/1574-6968.12586 |
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Zearalenone (ZEN) is a nonsteroidal estrogenic mycotoxin biosynthesized by various Fusarium fungi. These fungal species frequently infest grains; therefore, ZEN represents a common contaminant in cereal products. The biotransformation of ZEN differs significantly from species to species, and several metabolites are known to be formed by animals, plants, and microorganisms. The aim of the present study was to investigate the microbial conversion of ZEN by species of the genera Rhizopus and Aspergillus representing relevant fungi for food processing (e.g. fermentation). To monitor the ZEN metabolism, ZEN was added to liquid cultures of the different fungal species. After a period of 3 days, the media were analyzed by HPLC-MS/MS for metabolite formation. Two Aspergillus oryzae strains and all seven Rhizopus species were able to convert ZEN into various metabolites, including ZEN-14-sulfate as well as ZEN-O-14- and ZEN-O-16-glucoside. Microbial transformation of ZEN into the significantly more estrogenic α-zearalenol (α-ZEL) was also observed. Additionally, a novel fungal metabolite, α-ZEL-sulfate, was detected. Semi-quantification of the main metabolites indicates that more than 50% of initial ZEN may be modified. The results show that fungal strains have the potential to convert ZEN into various metabolites leading to a masking of the toxin, for example in fermented food.
Incubation of fungal strains of food technological relevance with the mycotoxin zearalenone leads to an intense decrease of free toxin and to a metabolite formation of approximately 50%.
Graphical Abstract Figure.
Incubation of fungal strains of food technological relevance with the mycotoxin zearalenone leads to an intense decrease of free toxin and to a metabolite formation of approximately 50%.</description><identifier>ISSN: 0378-1097</identifier><identifier>EISSN: 1574-6968</identifier><identifier>DOI: 10.1111/1574-6968.12586</identifier><identifier>PMID: 25145804</identifier><language>eng</language><publisher>England: Blackwell Publishing Ltd</publisher><subject>Aspergillus oryzae - growth & development ; Aspergillus oryzae - metabolism ; Biotransformation ; conjugation ; Contaminants ; Fermentation ; Food Microbiology ; Fusarium - metabolism ; Inactivation, Metabolic ; Liquid chromatography ; Metabolites ; microbial conversion ; Microbiology ; Microorganisms ; Mycotoxins ; Mycotoxins - metabolism ; Rhizopus - growth & development ; Rhizopus - metabolism ; Sulfates ; Toxins ; Zearalenone - metabolism ; α‐zearalenol</subject><ispartof>FEMS microbiology letters, 2014-10, Vol.359 (1), p.124-130</ispartof><rights>2014 Federation of European Microbiological Societies. 2014</rights><rights>2014 Federation of European Microbiological Societies. Published by John Wiley & Sons Ltd. All rights reserved</rights><rights>2014 Federation of European Microbiological Societies. Published by John Wiley & Sons Ltd. All rights reserved.</rights><rights>Copyright © 2014 Federation of European Microbiological Societies. Published by John Wiley & Sons Ltd</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4066-a15ae40c7c94a3e3240f2e3cf269a0f0ab804c8733109a3a99760ae6a4248d503</citedby><cites>FETCH-LOGICAL-c4066-a15ae40c7c94a3e3240f2e3cf269a0f0ab804c8733109a3a99760ae6a4248d503</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1111%2F1574-6968.12586$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1111%2F1574-6968.12586$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1416,27915,27916,45565,45566</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/25145804$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Brodehl, Antje</creatorcontrib><creatorcontrib>Möller, Anne</creatorcontrib><creatorcontrib>Kunte, Hans-Jörg</creatorcontrib><creatorcontrib>Koch, Matthias</creatorcontrib><creatorcontrib>Maul, Ronald</creatorcontrib><title>Biotransformation of the mycotoxin zearalenone by fungi of the genera Rhizopus and Aspergillus</title><title>FEMS microbiology letters</title><addtitle>FEMS Microbiol Lett</addtitle><description>Abstract
Zearalenone (ZEN) is a nonsteroidal estrogenic mycotoxin biosynthesized by various Fusarium fungi. These fungal species frequently infest grains; therefore, ZEN represents a common contaminant in cereal products. The biotransformation of ZEN differs significantly from species to species, and several metabolites are known to be formed by animals, plants, and microorganisms. The aim of the present study was to investigate the microbial conversion of ZEN by species of the genera Rhizopus and Aspergillus representing relevant fungi for food processing (e.g. fermentation). To monitor the ZEN metabolism, ZEN was added to liquid cultures of the different fungal species. After a period of 3 days, the media were analyzed by HPLC-MS/MS for metabolite formation. Two Aspergillus oryzae strains and all seven Rhizopus species were able to convert ZEN into various metabolites, including ZEN-14-sulfate as well as ZEN-O-14- and ZEN-O-16-glucoside. Microbial transformation of ZEN into the significantly more estrogenic α-zearalenol (α-ZEL) was also observed. Additionally, a novel fungal metabolite, α-ZEL-sulfate, was detected. Semi-quantification of the main metabolites indicates that more than 50% of initial ZEN may be modified. The results show that fungal strains have the potential to convert ZEN into various metabolites leading to a masking of the toxin, for example in fermented food.
Incubation of fungal strains of food technological relevance with the mycotoxin zearalenone leads to an intense decrease of free toxin and to a metabolite formation of approximately 50%.
Graphical Abstract Figure.
Incubation of fungal strains of food technological relevance with the mycotoxin zearalenone leads to an intense decrease of free toxin and to a metabolite formation of approximately 50%.</description><subject>Aspergillus oryzae - growth & development</subject><subject>Aspergillus oryzae - metabolism</subject><subject>Biotransformation</subject><subject>conjugation</subject><subject>Contaminants</subject><subject>Fermentation</subject><subject>Food Microbiology</subject><subject>Fusarium - metabolism</subject><subject>Inactivation, Metabolic</subject><subject>Liquid chromatography</subject><subject>Metabolites</subject><subject>microbial conversion</subject><subject>Microbiology</subject><subject>Microorganisms</subject><subject>Mycotoxins</subject><subject>Mycotoxins - metabolism</subject><subject>Rhizopus - growth & development</subject><subject>Rhizopus - metabolism</subject><subject>Sulfates</subject><subject>Toxins</subject><subject>Zearalenone - metabolism</subject><subject>α‐zearalenol</subject><issn>0378-1097</issn><issn>1574-6968</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkFFLHDEUhYModWv77FsJ-CKF0ZtMJjPzaKW2hS2CtK8Nd2fvrJGZZExmqOuvb7brihSheQmE7xxOPsaOBZyJdM5FUapM17o6E7Ko9B6bPb_ssxnkZZUJqMtD9jbGOwBQEvQbdigLoYoK1Iz9-mT9GNDF1oceR-sd9y0fb4n368aP_sE6_kgYsCPnHfHFmreTW9kdtSJHAfnNrX30wxQ5uiW_iAOFle26Kb5jBy12kd4_3Ufs59XnH5dfs_n1l2-XF_OsUaB1hqJAUtCUTa0wp1wqaCXlTSt1jdACLtLYpirzPP0Gc6zrUgOSRiVVtSwgP2Kn294h-PuJ4mh6GxvqOnTkp2hEkgN1AbpK6Mk_6J2fgkvrEqV1WUlZbqjzLdUEH2Og1gzB9hjWRoDZqDcb0WYj2vxVnxIfnnqnRU_LZ37nOgHFFvhtO1r_r89cfZ_vij9uc34aXk1lL1b8AWP1mYs</recordid><startdate>201410</startdate><enddate>201410</enddate><creator>Brodehl, Antje</creator><creator>Möller, Anne</creator><creator>Kunte, Hans-Jörg</creator><creator>Koch, Matthias</creator><creator>Maul, Ronald</creator><general>Blackwell Publishing Ltd</general><general>Oxford University Press</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QL</scope><scope>7T7</scope><scope>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>H94</scope><scope>K9.</scope><scope>M7N</scope><scope>P64</scope><scope>RC3</scope><scope>7X8</scope></search><sort><creationdate>201410</creationdate><title>Biotransformation of the mycotoxin zearalenone by fungi of the genera Rhizopus and Aspergillus</title><author>Brodehl, Antje ; Möller, Anne ; Kunte, Hans-Jörg ; Koch, Matthias ; Maul, Ronald</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4066-a15ae40c7c94a3e3240f2e3cf269a0f0ab804c8733109a3a99760ae6a4248d503</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Aspergillus oryzae - growth & development</topic><topic>Aspergillus oryzae - metabolism</topic><topic>Biotransformation</topic><topic>conjugation</topic><topic>Contaminants</topic><topic>Fermentation</topic><topic>Food Microbiology</topic><topic>Fusarium - metabolism</topic><topic>Inactivation, Metabolic</topic><topic>Liquid chromatography</topic><topic>Metabolites</topic><topic>microbial conversion</topic><topic>Microbiology</topic><topic>Microorganisms</topic><topic>Mycotoxins</topic><topic>Mycotoxins - metabolism</topic><topic>Rhizopus - growth & development</topic><topic>Rhizopus - metabolism</topic><topic>Sulfates</topic><topic>Toxins</topic><topic>Zearalenone - metabolism</topic><topic>α‐zearalenol</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Brodehl, Antje</creatorcontrib><creatorcontrib>Möller, Anne</creatorcontrib><creatorcontrib>Kunte, Hans-Jörg</creatorcontrib><creatorcontrib>Koch, Matthias</creatorcontrib><creatorcontrib>Maul, Ronald</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Genetics Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>FEMS microbiology letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Brodehl, Antje</au><au>Möller, Anne</au><au>Kunte, Hans-Jörg</au><au>Koch, Matthias</au><au>Maul, Ronald</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Biotransformation of the mycotoxin zearalenone by fungi of the genera Rhizopus and Aspergillus</atitle><jtitle>FEMS microbiology letters</jtitle><addtitle>FEMS Microbiol Lett</addtitle><date>2014-10</date><risdate>2014</risdate><volume>359</volume><issue>1</issue><spage>124</spage><epage>130</epage><pages>124-130</pages><issn>0378-1097</issn><eissn>1574-6968</eissn><abstract>Abstract
Zearalenone (ZEN) is a nonsteroidal estrogenic mycotoxin biosynthesized by various Fusarium fungi. These fungal species frequently infest grains; therefore, ZEN represents a common contaminant in cereal products. The biotransformation of ZEN differs significantly from species to species, and several metabolites are known to be formed by animals, plants, and microorganisms. The aim of the present study was to investigate the microbial conversion of ZEN by species of the genera Rhizopus and Aspergillus representing relevant fungi for food processing (e.g. fermentation). To monitor the ZEN metabolism, ZEN was added to liquid cultures of the different fungal species. After a period of 3 days, the media were analyzed by HPLC-MS/MS for metabolite formation. Two Aspergillus oryzae strains and all seven Rhizopus species were able to convert ZEN into various metabolites, including ZEN-14-sulfate as well as ZEN-O-14- and ZEN-O-16-glucoside. Microbial transformation of ZEN into the significantly more estrogenic α-zearalenol (α-ZEL) was also observed. Additionally, a novel fungal metabolite, α-ZEL-sulfate, was detected. Semi-quantification of the main metabolites indicates that more than 50% of initial ZEN may be modified. The results show that fungal strains have the potential to convert ZEN into various metabolites leading to a masking of the toxin, for example in fermented food.
Incubation of fungal strains of food technological relevance with the mycotoxin zearalenone leads to an intense decrease of free toxin and to a metabolite formation of approximately 50%.
Graphical Abstract Figure.
Incubation of fungal strains of food technological relevance with the mycotoxin zearalenone leads to an intense decrease of free toxin and to a metabolite formation of approximately 50%.</abstract><cop>England</cop><pub>Blackwell Publishing Ltd</pub><pmid>25145804</pmid><doi>10.1111/1574-6968.12586</doi><tpages>7</tpages><oa>free_for_read</oa></addata></record> |
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source | MEDLINE; Wiley Online Library Journals Frontfile Complete; Oxford University Press Journals All Titles (1996-Current) |
subjects | Aspergillus oryzae - growth & development Aspergillus oryzae - metabolism Biotransformation conjugation Contaminants Fermentation Food Microbiology Fusarium - metabolism Inactivation, Metabolic Liquid chromatography Metabolites microbial conversion Microbiology Microorganisms Mycotoxins Mycotoxins - metabolism Rhizopus - growth & development Rhizopus - metabolism Sulfates Toxins Zearalenone - metabolism α‐zearalenol |
title | Biotransformation of the mycotoxin zearalenone by fungi of the genera Rhizopus and Aspergillus |
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