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Issue 6, 2003
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Synthesis and bioactivity of labelled germination stimulants for the isolation and identification of the strigolactone receptor

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Abstract

Strigolactones are highly potent germination stimulants for seeds of the parasitic weeds Striga and Orobanche spp. The induction of seed germination is thought to proceed via a receptor-mediated mechanism. Isolation and purification of the strigolactone receptor by affinity chromatography using immobilized avidin or streptavidin requires a biotin labelled strigolactone analogue. For this purpose biotin has been attached, directly as well as indirectly, via a hydrophilic linker to the amino function of optically active amino-GR24. Using the same amino substituted synthetic stimulant GR24, labelled stimulants have been prepared which may be suitable for the identification of the receptor by means of fluorescence correlation spectroscopy, scanning force microscopy or photoaffinity techniques. Bioassays of the labelled stimulants reveal that the germination activity on seeds of Striga hermonthica is retained. Crystal data for the diastereoisomer (+)-8 are reported.

Graphical abstract: Synthesis and bioactivity of labelled germination stimulants for the isolation and identification of the strigolactone receptor

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Publication details

The article was received on 29 Oct 2002, accepted on 27 Jan 2003 and first published on 24 Feb 2003


Article type: Paper
DOI: 10.1039/B210678G
Citation: Org. Biomol. Chem., 2003,1, 950-959
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    Synthesis and bioactivity of labelled germination stimulants for the isolation and identification of the strigolactone receptor

    A. Reizelman, S. C. M. Wigchert, C. del-Bianco and B. Zwanenburg, Org. Biomol. Chem., 2003, 1, 950
    DOI: 10.1039/B210678G

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