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dc.contributor.authorSchotte, Carsten
dc.contributor.authorLukat, Peer
dc.contributor.authorDeuschmann, Adrian
dc.contributor.authorBlankenfeldt, Wulf
dc.contributor.authorCox, Russell J
dc.date.accessioned2021-08-16T12:05:27Z
dc.date.available2021-08-16T12:05:27Z
dc.date.issued2021-06-28
dc.identifier.citationAngew Chem Int Ed Engl. 2021 Jun 28. doi: 10.1002/anie.202106718. Epub ahead of print.en_US
dc.identifier.pmid34180566
dc.identifier.doi10.1002/anie.202106718
dc.identifier.urihttp://hdl.handle.net/10033/622988
dc.description.abstractThe non-canonical terpene cyclase AsR6 is responsible for the formation of 2E,6E,9E-humulene during the biosynthesis of the tropolone sesquiterpenoid (TS) xenovulene A. The structures of unliganded AsR6 and of AsR6 in complex with an in crystallo cyclized reaction product and thiolodiphosphate reveal a new farnesyl diphosphate binding motif that comprises a unique binuclear Mg2+ -cluster and an essential K289 residue that is conserved in all humulene synthases involved in TS formation. Structure-based site-directed mutagenesis of AsR6 and its homologue EupR3 identify a single residue, L285/M261, that controls the production of either 2E,6E,9E- or 2Z,6E,9E-humulene. A possible mechanism for the observed stereoselectivity was investigated using different isoprenoid precursors and results demonstrate that M261 has gatekeeping control over product formation.en_US
dc.language.isoenen_US
dc.publisherWiley-VCHen_US
dc.rightsAttribution 4.0 International*
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.subjectbiosynthesisen_US
dc.subjectenzyme engineeringen_US
dc.subjecthumuleneen_US
dc.subjectmeroterpenoiden_US
dc.subjecttropolone sesquiterpenoiden_US
dc.titleUnderstanding and Engineering the Stereoselectivity of Humulene Synthase.en_US
dc.typeen_US
dc.typecommunicationen_US
dc.identifier.eissn1521-3773
dc.contributor.departmentHZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.en_US
dc.identifier.journalAngewandte Chemie (International ed. in English)en_US
refterms.dateFOA2021-08-16T12:05:28Z
dc.source.journaltitleAngewandte Chemie (International ed. in English)
dc.source.countryGermany


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Attribution 4.0 International
Except where otherwise noted, this item's license is described as Attribution 4.0 International