The reactions of plant hormones with reactive oxygen species: chemical insights at a molecular level

Journal of Molecular Modeling
Misaela Francisco-Márquez, Annia Galano

Abstract

The reactions of two plant hormones, namely jasmonic acid (JA) and methyl jasmonate (MJ), with different reactive oxygen species (ROS) were investigated using the density functional theory. Different reaction sites and mechanisms were explored, as well as solvents of different polarity, and pH in aqueous solution. The thermochemical viability and kinetics of the investigated reaction pathways were found to be strongly influenced by the reacting ROS. All the investigated pathways were found to be exergonic, both in aqueous and lipid solution and for both JA and MJ, when the reactions involve •OH and •OCH3. On the contrary, for the reactions with peroxy radicals (•OOH and •OOCH2CHCH2) only a few hydrogen transfer pathways were found to be thermochemically viable. The reactions involving •OH were found to be diffusion-controlled, with both JA and MJ, regardless of the polarity of the solvent. This led to the hypothesis that the direct •OH scavenging activity of JA and MJ might play a role in the beneficial effects of the jasmonate family regarding the antioxidant defense of plants against metal-induced oxidative stress. The deprotonated fraction of JA is, to some extent, more reactive than the neutral fraction toward ROS. This, to...Continue Reading

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Citations

Jun 3, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Iwona Jarocka-Karpowicz, Agnieszka Markowska
Jul 3, 2019·Journal of Chemical Information and Modeling·Misaela Francisco-Marquez, Annia Galano
Aug 28, 2021·International Journal of Molecular Sciences·Iwona Jarocka-Karpowicz, Agnieszka Markowska

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