Insights into the formation of carlactone from in-depth analysis of the CCD8-catalyzed reactions

Mark Bruno, Martina Vermathen, Adrian Alder, Florian Wüst, Patrick Schaub, Rob van der Steen, Peter Beyer, Sandro Ghisla, Salim Al-Babili

Research output: Contribution to journalArticlepeer-review

24 Scopus citations

Abstract

Strigolactones (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.
Original languageEnglish (US)
Pages (from-to)792-800
Number of pages9
JournalFEBS Letters
Volume591
Issue number5
DOIs
StatePublished - Mar 9 2017

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