Stability of strigolactone analog GR24 toward nucleophiles

Pest Management Science
Rostislav HalouzkaSanja Ćavar Zeljković

Abstract

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. 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. 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.

References

Mar 19, 2008·The New Phytologist·Juan Antonio López-RáezHarro Bouwmeester
Feb 18, 2009·Pest Management Science·Koichi YoneyamaYasutomo Takeuchi
Apr 27, 2010·Plant & Cell Physiology·Kohki AkiyamaHideo Hayashi
Jul 30, 2010·Chemical Society Reviews·Aurelio G CsákÿM Carmen Murcia
Aug 7, 2010·Annual Review of Phytopathology·Xiaonan XieKoichi Yoneyama
Apr 25, 2012·Philosophical Transactions of the Royal Society of London. Series B, Biological Sciences·Peter Roycewicz, Jocelyn E Malamy
May 1, 2012·Bioorganic & Medicinal Chemistry Letters·Adrian ScaffidiGavin R Flematti
Oct 2, 2012·Molecular Plant·Amanda RasmussenDanny Geelen
Dec 4, 2012·Molecular Plant·Binne Zwanenburg, Tomás Pospísil
Jan 11, 2013·Genes to Cells : Devoted to Molecular & Cellular Mechanisms·Megumi KagiyamaToshio Hakoshima
Dec 18, 2013·Trends in Plant Science·Ulrike Baetz, Enrico Martinoia
Jul 2, 2014·Current Opinion in Plant Biology·Yoshiya Seto, Shinjiro Yamaguchi
Oct 27, 2014·Nature Chemical Biology·Yanxia ZhangHarro J Bouwmeester
Jan 27, 2015·Annual Review of Plant Biology·Salim Al-Babili, Harro J Bouwmeester
Feb 4, 2016·Planta·Binne ZwanenburgSanja Ćavar Zeljković
Aug 2, 2016·Nature Chemical Biology·Alexandre de Saint GermainFrançois-Didier Boyer
May 18, 2017·Nature Chemical Biology·Shelley LumbaPeter McCourt

❮ Previous
Next ❯

Citations

Jan 27, 2019·Pest Management Science·Francisco A MacíasJosé Mg Molinillo
Mar 20, 2018·Journal of Experimental Botany·Elena SanchezCristina Prandi
Jun 9, 2020·Journal of Pesticide Science·Koichi Yoneyama
Jun 10, 2020·Plant Methods·Rostislav HalouzkaPetr Tarkowski
Sep 24, 2020·Plant Methods·Kristýna FlokováHarro J Bouwmeester
Sep 18, 2021·Science Advances·Sheng WuYanran Li
Aug 6, 2018·New Biotechnology·Adéla HýlováBinne Zwanenburg

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.