Stability of strigolactone analog GR24 toward nucleophiles
Language English Country England, Great Britain Media print-electronic
Document type Journal Article
PubMed
29095562
DOI
10.1002/ps.4782
Knihovny.cz E-resources
- Keywords
- GR24, chemical kinetics, stability, strigolactones, ultra-high performance liquid chromatography-tandem mass spectrometry,
- MeSH
- Heterocyclic Compounds, 3-Ring chemistry MeSH
- Mass Spectrometry MeSH
- Hydrolysis MeSH
- Kinetics MeSH
- Lactones chemistry MeSH
- Plant Growth Regulators chemistry MeSH
- Thermodynamics MeSH
- Plant Development MeSH
- Publication type
- Journal Article MeSH
- Names of Substances
- GR24 strigolactone MeSH Browser
- Heterocyclic Compounds, 3-Ring MeSH
- Lactones MeSH
- Plant Growth Regulators MeSH
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.
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