New insights into polyene macrolide biosynthesis in Couchioplanes caeruleus

DC FieldValueLanguage
dc.contributor.authorSheehan, James-
dc.contributor.authorMurphy, Cormac D.-
dc.contributor.authorCaffrey, Patrick-
dc.date.accessioned2017-06-08T14:37:48Z-
dc.date.available2018-03-31T01:00:14Z-
dc.date.copyright2017 The Royal Society of Chemistryen
dc.date.issued2017-05-01-
dc.identifier.citationMolecular BioSystemsen
dc.identifier.urihttp://hdl.handle.net/10197/8559-
dc.description.abstractCouchioplanes caeruleus DSM43634 synthesises 67–121C, an aromatic heptaene macrolide that contains a mannosyl-mycosaminyl disaccharide. An improved draft genome sequence was used to obtain the biosynthetic gene cluster for this antifungal. Bioinformatic analysis of the polyketide synthase indicated that extension modules 7 and 8 contain A-type ketoreductase and dehydratase domains. These modules are therefore predicted to form cis double bonds. The deduced stereostructure of the 67–121C macrolactone is identical to that experimentally determined for the partricin subgroup of aromatic heptaenes. Some of these polyenes are N-methylated on the aminoacetophenone moiety. The C. caeruleus AceS protein was shown to methylate 4-aminoacetophenone and esters of 4-aminobenzoate, but not 4-aminobenzoate. This suggests that the substrate specificity of AceS prevents it from interfering with folate biosynthesis. The methyltransferase should be valuable for chemoenzymatic alkylation of compounds that contain aminobenzoyl moieties.en
dc.description.sponsorshipScience Foundation Irelanden
dc.description.sponsorshipUniversity College Dublinen
dc.language.isoenen
dc.publisherRoyal Society of Chemistryen
dc.subjectPolyene macrolidesen
dc.subjectCouchioplanes caeruleusen
dc.titleNew insights into polyene macrolide biosynthesis in Couchioplanes caeruleusen
dc.typeJournal Articleen
dc.internal.authorcontactotherpatrick.caffrey@ucd.ie-
dc.statusPeer revieweden
dc.identifier.volume13en
dc.identifier.issue5en
dc.identifier.startpage866en
dc.identifier.endpage873en
dc.identifier.doi10.1039/c7mb00112f-
dc.neeo.contributorSheehan|James|aut|-
dc.neeo.contributorMurphy|Cormac D.|aut|-
dc.neeo.contributorCaffrey|Patrick|aut|-
dc.internal.rmsid744543960-
dc.date.updated2017-05-02T14:13:47Z-
item.grantfulltextopen-
item.fulltextWith Fulltext-
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