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Elucidating the Structural Isomerism of Fluorescent Strigolactone Analogue CISA‐1 (Eur. J. Org. Chem. 6/2015)
Author(s) -
Goossens Hannelore,
Heugebaert Thomas S. A.,
Dereli Busra,
Van Overtveldt Melissa,
Karahan Ozlem,
Dogan Ilknur,
Waroquier Michel,
Van Speybroeck Veronique,
Aviyente Viktorya,
Catak Saron,
Stevens Christian V.
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201590012
Subject(s) - strigolactone , atropisomer , chemistry , stereochemistry , arabidopsis , biochemistry , mutant , gene
The cover picture shows the root uptake of CISA‐1, a new potent analogue of the plant hormone strigolactone and Striga lutea (witchweed), the parasitic weed in which strigolactones were first discovered. The inaccessibility of naturally occurring strigolactones and their structural complexity have led to synthetic efforts to produce bioactive analogues. The current study unravels the true identity of the interconverting structural isomers of CISA‐1 by using computational and experimental techniques and reports the first occurrence of atropisomers among strigolactone analogues. While the rate of interconversion for this specific derivative is sufficiently high to warrant full bioavailability, these findings are of high importance to the development of new analogues that could lead to stable atropisomers with different bioactivity. Details are discussed in the article by S. Catak, C. V. Stevens et al. on 1211 ff .