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

Abstract:

:Strigolactones 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-labeling 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.

journal_name

FEBS Lett

journal_title

FEBS letters

authors

Bruno M,Vermathen M,Alder A,Wüst F,Schaub P,van der Steen R,Beyer P,Ghisla S,Al-Babili S

doi

10.1002/1873-3468.12593

subject

Has Abstract

pub_date

2017-03-01 00:00:00

pages

792-800

issue

5

eissn

0014-5793

issn

1873-3468

journal_volume

591

pub_type

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