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dc.contributor.authorBruno, Mark
dc.contributor.authorVermathen, Martina
dc.contributor.authorAlder, Adrian
dc.contributor.authorWüst, Florian
dc.contributor.authorSchaub, Patrick
dc.contributor.authorvan der Steen, Rob
dc.contributor.authorBeyer, Peter
dc.contributor.authorGhisla, Sandro
dc.contributor.authorAl-Babili, Salim
dc.date.accessioned2017-02-26T06:34:20Z
dc.date.available2017-02-26T06:34:20Z
dc.date.issued2017-03-09
dc.identifier.citationBruno M, Vermathen M, Alder A, Wüst F, Schaub P, et al. (2017) Insights into the formation of carlactone from in-depth analysis of the CCD8-catalyzed reactions. FEBS Letters. Available: http://dx.doi.org/10.1002/1873-3468.12593.
dc.identifier.issn0014-5793
dc.identifier.doi10.1002/1873-3468.12593
dc.identifier.urihttp://hdl.handle.net/10754/622920
dc.description.abstractStrigolactones (SLs) are a new class of phytohormones synthesized from carotenoids via carlactone. The complex structure of carlactone is not easily deducible from its precursor, a cis-configured β-carotene cleavage product, and is thus formed via a poorly understood series of reactions and molecular rearrangements, all catalyzed by only one enzyme, the carotenoid cleavage dioxygenase 8 (CCD8). Moreover, the reactions leading to carlactone are expected to form a second, yet unidentified product. In this study, we used (13) C and (18) O-labelling to shed light on the reactions catalyzed by CCD8. The characterization of the resulting carlactone by LC-MS and NMR, and the identification of the assumed, less accessible second product allowed us to formulate a minimal reaction mechanism for carlactone generation. This article is protected by copyright. All rights reserved.
dc.description.sponsorshipWe thank Dr. S. Schürch (University of Bern, Switzerland) for the MS-spectra of 18O-labeled carlactone, and Prof. Dr. A Bacher, (TU München, Germany) for most helpful comments. Research reported in this publication was supported by the King Abdullah University of Science and Technology (KAUST).
dc.publisherWiley
dc.relation.urlhttp://onlinelibrary.wiley.com/doi/10.1002/1873-3468.12593/abstract;jsessionid=F22B83C31F6B487F760B102EC5E8F6A9.f03t04
dc.rightsThis is the peer reviewed version of the following article: Insights into the formation of carlactone from in-depth analysis of the CCD8-catalyzed reactions, which has been published in final form at http://doi.org/10.1002/1873-3468.12593. This article may be used for non-commercial purposes in accordance With Wiley Terms and Conditions for self-archiving.
dc.subjectCarotenoid
dc.subjectStrigolactone
dc.subjectApocarotenoid
dc.subjectCarotenoid Cleavage Dioxygenase
dc.subjectCarlactone
dc.titleInsights into the formation of carlactone from in-depth analysis of the CCD8-catalyzed reactions
dc.typeArticle
dc.contributor.departmentBiological and Environmental Science and Engineering (BESE) Division
dc.contributor.departmentCenter for Desert Agriculture
dc.contributor.departmentPlant Science
dc.identifier.journalFEBS Letters
dc.eprint.versionPost-print
dc.contributor.institutionFaculty of Biology; University of Freiburg; D-79104 Freiburg Germany
dc.contributor.institutionDepartment of Chemistry and Biochemistry; , University of Bern; 3012 Bern Switzerland
dc.contributor.institutionBuchem b.v. Biopartner 3, Galileiweg 8, 2333 BD Leiden; the Netherlands
dc.contributor.institutionDepartment of Biology; University of Konstanz; D78457 Konstanz Germany
kaust.personAl-Babili, Salim
refterms.dateFOA2018-02-10T00:00:00Z
dc.date.published-online2017-03-09
dc.date.published-print2017-03


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