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dc.contributor.authorIttiamornkul, Kuljira
dc.contributor.authorZhu, Qin
dc.contributor.authorGkotsi, Danai Stella
dc.contributor.authorSmith, Duncan Robert Miller
dc.contributor.authorHillwig, Matthew
dc.contributor.authorNightingale, Nicole
dc.contributor.authorGoss, Rebecca Jane Miriam
dc.contributor.authorLiu, Xinyu
dc.date.accessioned2015-10-15T12:10:04Z
dc.date.available2015-10-15T12:10:04Z
dc.date.issued2015
dc.identifier.citationIttiamornkul , K , Zhu , Q , Gkotsi , D S , Smith , D R M , Hillwig , M , Nightingale , N , Goss , R J M & Liu , X 2015 , ' Promiscuous indolyl vinyl isonitrile synthases in the biogenesis and diversification of hapalindole-type alkaloids ' , Chemical Science , vol. In press . https://doi.org/10.1039/C5SC02919Hen
dc.identifier.issn2041-6520
dc.identifier.otherPURE: 222133007
dc.identifier.otherPURE UUID: afce1636-29bd-4b8e-a06a-22c7749457f0
dc.identifier.otherScopus: 84946896726
dc.identifier.otherWOS: 000365225300018
dc.identifier.urihttp://hdl.handle.net/10023/7655
dc.descriptionThe research leading to these results has received funding from the Department of Chemistry, University of Pittsburgh (to X.L) and the European Research Council under the European Union’s Seventh Framework Programme (FP7/2007-2013/ERC grant agreement no 614779 (to R.J.M.G).en
dc.description.abstractThe hapalindole-type alkaloids naturally show striking late stage diversification of what was believed to be a conserved intermediate, cis-indolyl vinyl isonitrile (1a). Here we demonstrate enzymatically, as well as through applying a synthetic biology approach, that the pathway generating 1a (itself, a potent natural broad‐spectrum antibiotic) is also dramatically flexible. We harness this to enable early stage diversification of the natural product and generation of a wide range of halo-analogues of cis-indolyl vinyl isonitrile. This approach allows the preparatively useful generation of a series of antibiotics with increased lipophilicity over that of the parent antibiotic.
dc.language.isoeng
dc.relation.ispartofChemical Scienceen
dc.rightsCopyright 2015 the Authors. This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence (http://creativecommons.org/licenses/by-nc/3.0/).en
dc.subjectQD Chemistryen
dc.subjectNDASen
dc.subject.lccQDen
dc.titlePromiscuous indolyl vinyl isonitrile synthases in the biogenesis and diversification of hapalindole-type alkaloidsen
dc.typeJournal articleen
dc.description.versionPublisher PDFen
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.contributor.institutionUniversity of St Andrews.EaSTCHEMen
dc.contributor.institutionUniversity of St Andrews.Biomedical Sciences Research Complexen
dc.identifier.doihttps://doi.org/10.1039/C5SC02919H
dc.description.statusPeer revieweden
dc.identifier.urlhttp://www.rsc.org/suppdata/c5/sc/c5sc02919h/c5sc02919h1.pdfen


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