BACKGROUND: Strigolactones (SLs) are plant hormones that play various roles in plant development. The chemical stability of SLs depends on the solvent, the pH, and the presence of nucleophiles. Hydrolysis leads to detachment of the butenolide ring, and plays a crucial role in the initial stages of the signal-transduction process occurring between the receptor and the SL signaling molecule. RESULTS: To date, two different mechanisms have been proposed for SL hydrolysis. Results obtained from kinetic, thermodynamic, and mass spectral data for the reaction between the widely used synthetic SL analog GR24 and seven different nucleophiles demonstrate that the reaction proceeds via the Michael addition-elimination mechanism. CONCLUSION: This study provides valuable information on the chemical stability of GR24 in different plant growth media and buffers. Such information is valuable for scientists using GR24 treatments to study SL-regulated processes in plants. © 2017 Society of Chemical Industry.

Centre of Region Haná for Biotechnological and Agricultural Research Central Laboratories and Research Support Faculty of Science Palacky University Olomouc Czech Republic

Centre of Region Haná for Biotechnological and Agricultural Research Central Laboratories and Research Support Faculty of Science Palacky University Olomouc Czech Republic Department of Genetic Resources for Vegetables Medicinal and Special Plants Crop Research Institute Olomouc Czech Republic

Department of Organic Chemistry Institute for Molecules and Materials Radboud University Nijmegen Nijmegen The Netherlands

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