Prevalence and specificity of Baeyer–Villiger monooxygenases in fungi
A screening of a hundred fungi from three phyla revealed that Baeyer–Villiger monooxygenases (BVMO) are quasi-ubiquitous enzymes. Statistical analyses showed that bicyclo[3.2.0]heptenone biotransformation profiles are partly related to the taxonomic classification and suggest that the BVMOs from Zyg...
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Veröffentlicht in: | Phytochemistry (Oxford) 2015-09, Vol.117, p.144-153 |
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creator | Butinar, Lorena Mohorčič, Martina Deyris, Valérie Duquesne, Katia Iacazio, Gilles Claeys-Bruno, Magalie Friedrich, Josepha Alphand, Véronique |
description | A screening of a hundred fungi from three phyla revealed that Baeyer–Villiger monooxygenases (BVMO) are quasi-ubiquitous enzymes. Statistical analyses showed that bicyclo[3.2.0]heptenone biotransformation profiles are partly related to the taxonomic classification and suggest that the BVMOs from Zygomycota present original features. [Display omitted]
•We researched Baeyer–Villiger monooxygenase activity in fungi.•We screened 107 fungal strains from three phyla.•80% of tested fungi are positive for BVMO activity.•We defined 3 substrate profiles partly related to the taxonomic classification.•BVMOs from Zygomycetes may present original features.
Out of 107 fungal strains belonging to three phyla (Ascomycota, Basidiomycota and Zygomycota) and 46 genera, 86 exhibited Baeyer–Villiger monooxygenase (BVMO) activity against racemic bicyclo[3.2.0]heptenone. The strains were classified into three “profiles” based on regio- and enantioselectivity. Statistical analyses of our results, extended by literature data, showed that these profiles could be related to the taxonomic classification of the strains, and suggest that the BVMOs from the Zygomycota phylum may be different in their primary structures from established ones. |
doi_str_mv | 10.1016/j.phytochem.2015.06.009 |
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•We researched Baeyer–Villiger monooxygenase activity in fungi.•We screened 107 fungal strains from three phyla.•80% of tested fungi are positive for BVMO activity.•We defined 3 substrate profiles partly related to the taxonomic classification.•BVMOs from Zygomycetes may present original features.
Out of 107 fungal strains belonging to three phyla (Ascomycota, Basidiomycota and Zygomycota) and 46 genera, 86 exhibited Baeyer–Villiger monooxygenase (BVMO) activity against racemic bicyclo[3.2.0]heptenone. The strains were classified into three “profiles” based on regio- and enantioselectivity. Statistical analyses of our results, extended by literature data, showed that these profiles could be related to the taxonomic classification of the strains, and suggest that the BVMOs from the Zygomycota phylum may be different in their primary structures from established ones.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/j.phytochem.2015.06.009</identifier><identifier>PMID: 26083454</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Ascomycetes ; Ascomycota - enzymology ; Ascomycota - genetics ; Ascomycota - metabolism ; Baeyer–Villiger monooxygenase ; Basidiomycetes ; Basidiomycota - enzymology ; Basidiomycota - genetics ; Basidiomycota - metabolism ; Bridged Bicyclo Compounds - chemistry ; Enantioselectivity ; Fungi ; Genomics ; Life Sciences ; Mixed Function Oxygenases - metabolism ; Phylum ; Prevalence ; Regioselectivity ; Screening ; Slovenia ; Substrate Specificity ; Zygomycetes</subject><ispartof>Phytochemistry (Oxford), 2015-09, Vol.117, p.144-153</ispartof><rights>2015 Elsevier Ltd</rights><rights>Copyright © 2015 Elsevier Ltd. All rights reserved.</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c405t-7968cdbd6a59970e851244eee3a07a03ac5990d1647f41b084d4b3c2376eabb23</citedby><cites>FETCH-LOGICAL-c405t-7968cdbd6a59970e851244eee3a07a03ac5990d1647f41b084d4b3c2376eabb23</cites><orcidid>0000-0001-7668-9180 ; 0000-0001-7168-2190 ; 0000-0001-6855-7292 ; 0000-0003-3168-5500</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.phytochem.2015.06.009$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>230,314,780,784,885,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/26083454$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.science/hal-01500961$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Butinar, Lorena</creatorcontrib><creatorcontrib>Mohorčič, Martina</creatorcontrib><creatorcontrib>Deyris, Valérie</creatorcontrib><creatorcontrib>Duquesne, Katia</creatorcontrib><creatorcontrib>Iacazio, Gilles</creatorcontrib><creatorcontrib>Claeys-Bruno, Magalie</creatorcontrib><creatorcontrib>Friedrich, Josepha</creatorcontrib><creatorcontrib>Alphand, Véronique</creatorcontrib><title>Prevalence and specificity of Baeyer–Villiger monooxygenases in fungi</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>A screening of a hundred fungi from three phyla revealed that Baeyer–Villiger monooxygenases (BVMO) are quasi-ubiquitous enzymes. Statistical analyses showed that bicyclo[3.2.0]heptenone biotransformation profiles are partly related to the taxonomic classification and suggest that the BVMOs from Zygomycota present original features. [Display omitted]
•We researched Baeyer–Villiger monooxygenase activity in fungi.•We screened 107 fungal strains from three phyla.•80% of tested fungi are positive for BVMO activity.•We defined 3 substrate profiles partly related to the taxonomic classification.•BVMOs from Zygomycetes may present original features.
Out of 107 fungal strains belonging to three phyla (Ascomycota, Basidiomycota and Zygomycota) and 46 genera, 86 exhibited Baeyer–Villiger monooxygenase (BVMO) activity against racemic bicyclo[3.2.0]heptenone. The strains were classified into three “profiles” based on regio- and enantioselectivity. Statistical analyses of our results, extended by literature data, showed that these profiles could be related to the taxonomic classification of the strains, and suggest that the BVMOs from the Zygomycota phylum may be different in their primary structures from established ones.</description><subject>Ascomycetes</subject><subject>Ascomycota - enzymology</subject><subject>Ascomycota - genetics</subject><subject>Ascomycota - metabolism</subject><subject>Baeyer–Villiger monooxygenase</subject><subject>Basidiomycetes</subject><subject>Basidiomycota - enzymology</subject><subject>Basidiomycota - genetics</subject><subject>Basidiomycota - metabolism</subject><subject>Bridged Bicyclo Compounds - chemistry</subject><subject>Enantioselectivity</subject><subject>Fungi</subject><subject>Genomics</subject><subject>Life Sciences</subject><subject>Mixed Function Oxygenases - metabolism</subject><subject>Phylum</subject><subject>Prevalence</subject><subject>Regioselectivity</subject><subject>Screening</subject><subject>Slovenia</subject><subject>Substrate Specificity</subject><subject>Zygomycetes</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkEFu2zAQRYkiQeOmvUKrZbKQMhQpUlo6RpoUMNAummwJihrZNCTRIWUj2vUOvWFOEhpOve1qgMH7_wOPkG8UMgpU3Gyy7XoanVljn-VAiwxEBlB9IDNaSpYyCXBGZgCMphXP8wvyKYQNABSFEB_JRS6gZLzgM3L_y-NedzgYTPTQJGGLxrbW2HFKXJvcapzQv_75-2S7zq7QJ70bnHuZVjjogCGxQ9LuhpX9TM5b3QX88n4vyeP3u9-Lh3T58_7HYr5MDYdiTGUlStPUjdBFVUnAsqA554jINEgNTJv4h4YKLltOayh5w2tmciYF6rrO2SW5Pvaudae23vbaT8ppqx7mS3X4RRlRhKB7GtmrI7v17nmHYVS9DQa7Tg_odkFRCSUVlMsyovKIGu9C8Nieuimog3G1USfj6mBcgVBxKCa_vo_s6h6bU-6f4gjMjwBGLXuLXgVjD74b69GMqnH2vyNvT-2WjA</recordid><startdate>20150901</startdate><enddate>20150901</enddate><creator>Butinar, Lorena</creator><creator>Mohorčič, Martina</creator><creator>Deyris, Valérie</creator><creator>Duquesne, Katia</creator><creator>Iacazio, Gilles</creator><creator>Claeys-Bruno, Magalie</creator><creator>Friedrich, Josepha</creator><creator>Alphand, Véronique</creator><general>Elsevier Ltd</general><general>Elsevier</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>7X8</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0001-7668-9180</orcidid><orcidid>https://orcid.org/0000-0001-7168-2190</orcidid><orcidid>https://orcid.org/0000-0001-6855-7292</orcidid><orcidid>https://orcid.org/0000-0003-3168-5500</orcidid></search><sort><creationdate>20150901</creationdate><title>Prevalence and specificity of Baeyer–Villiger monooxygenases in fungi</title><author>Butinar, Lorena ; Mohorčič, Martina ; Deyris, Valérie ; Duquesne, Katia ; Iacazio, Gilles ; Claeys-Bruno, Magalie ; Friedrich, Josepha ; Alphand, Véronique</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c405t-7968cdbd6a59970e851244eee3a07a03ac5990d1647f41b084d4b3c2376eabb23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Ascomycetes</topic><topic>Ascomycota - enzymology</topic><topic>Ascomycota - genetics</topic><topic>Ascomycota - metabolism</topic><topic>Baeyer–Villiger monooxygenase</topic><topic>Basidiomycetes</topic><topic>Basidiomycota - enzymology</topic><topic>Basidiomycota - genetics</topic><topic>Basidiomycota - metabolism</topic><topic>Bridged Bicyclo Compounds - chemistry</topic><topic>Enantioselectivity</topic><topic>Fungi</topic><topic>Genomics</topic><topic>Life Sciences</topic><topic>Mixed Function Oxygenases - metabolism</topic><topic>Phylum</topic><topic>Prevalence</topic><topic>Regioselectivity</topic><topic>Screening</topic><topic>Slovenia</topic><topic>Substrate Specificity</topic><topic>Zygomycetes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Butinar, Lorena</creatorcontrib><creatorcontrib>Mohorčič, Martina</creatorcontrib><creatorcontrib>Deyris, Valérie</creatorcontrib><creatorcontrib>Duquesne, Katia</creatorcontrib><creatorcontrib>Iacazio, Gilles</creatorcontrib><creatorcontrib>Claeys-Bruno, Magalie</creatorcontrib><creatorcontrib>Friedrich, Josepha</creatorcontrib><creatorcontrib>Alphand, Véronique</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Butinar, Lorena</au><au>Mohorčič, Martina</au><au>Deyris, Valérie</au><au>Duquesne, Katia</au><au>Iacazio, Gilles</au><au>Claeys-Bruno, Magalie</au><au>Friedrich, Josepha</au><au>Alphand, Véronique</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Prevalence and specificity of Baeyer–Villiger monooxygenases in fungi</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2015-09-01</date><risdate>2015</risdate><volume>117</volume><spage>144</spage><epage>153</epage><pages>144-153</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>A screening of a hundred fungi from three phyla revealed that Baeyer–Villiger monooxygenases (BVMO) are quasi-ubiquitous enzymes. Statistical analyses showed that bicyclo[3.2.0]heptenone biotransformation profiles are partly related to the taxonomic classification and suggest that the BVMOs from Zygomycota present original features. [Display omitted]
•We researched Baeyer–Villiger monooxygenase activity in fungi.•We screened 107 fungal strains from three phyla.•80% of tested fungi are positive for BVMO activity.•We defined 3 substrate profiles partly related to the taxonomic classification.•BVMOs from Zygomycetes may present original features.
Out of 107 fungal strains belonging to three phyla (Ascomycota, Basidiomycota and Zygomycota) and 46 genera, 86 exhibited Baeyer–Villiger monooxygenase (BVMO) activity against racemic bicyclo[3.2.0]heptenone. The strains were classified into three “profiles” based on regio- and enantioselectivity. Statistical analyses of our results, extended by literature data, showed that these profiles could be related to the taxonomic classification of the strains, and suggest that the BVMOs from the Zygomycota phylum may be different in their primary structures from established ones.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>26083454</pmid><doi>10.1016/j.phytochem.2015.06.009</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0001-7668-9180</orcidid><orcidid>https://orcid.org/0000-0001-7168-2190</orcidid><orcidid>https://orcid.org/0000-0001-6855-7292</orcidid><orcidid>https://orcid.org/0000-0003-3168-5500</orcidid></addata></record> |
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subjects | Ascomycetes Ascomycota - enzymology Ascomycota - genetics Ascomycota - metabolism Baeyer–Villiger monooxygenase Basidiomycetes Basidiomycota - enzymology Basidiomycota - genetics Basidiomycota - metabolism Bridged Bicyclo Compounds - chemistry Enantioselectivity Fungi Genomics Life Sciences Mixed Function Oxygenases - metabolism Phylum Prevalence Regioselectivity Screening Slovenia Substrate Specificity Zygomycetes |
title | Prevalence and specificity of Baeyer–Villiger monooxygenases in fungi |
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