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A role for 3′-O-β-D-ribofuranosyladenosine in altering plant immunity

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Drenichev, Mikhail S., Bennett, Mark, Novikov, Roman A., Mansfield, John, Smirnoff, Nick, Grant, Murray R. and Mikhailov, Sergey N. (2019) A role for 3′-O-β-D-ribofuranosyladenosine in altering plant immunity. Phytochemistry Letters, 157 . pp. 128-134. doi:10.1016/j.phytochem.2018.10.016

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Official URL: http://dx.doi.org/10.1016/j.phytochem.2018.10.016

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Abstract

Our understanding of how, and the extent to which, phytopathogens reconfigure host metabolic pathways to enhance virulence is remarkably limited. Here we investigate the dynamics of the natural disaccharide nucleoside, 3′-O-β-D-ribofuranosyladenosine, in leaves of Arabidopsis thaliana infected with virulent Pseudomonas syringae pv. tomato strain DC3000. 3′-O-β-D-ribofuranosyladenosine is a plant derived molecule that rapidly accumulates following delivery of P. syringae type III effectors to represent a major component of the infected leaf metabolome. We report the first synthesis of 3′-O-β-D-ribofuranosyladenosine using a method involving the condensation of a small excess of 1-O-acetyl-2,3,5-three-O-benzoyl-β-ribofuranose activated with tin tetrachloride with 2′,5′-di-O-tert-butyldimethylsilyladenosine in 1,2-dichloroethane with further removal of silyl and benzoyl protecting groups. Interestingly, application of synthetic 3′-O-β-D-ribofuranosyladenosine did not affect either bacterial multiplication or infection dynamics suggesting a major reconfiguration of metabolism during pathogenesis and a heavy metabolic burden on the infected plant.

Item Type: Journal Article
Subjects: Q Science > QR Microbiology
S Agriculture > SB Plant culture
Divisions: Faculty of Science > Life Sciences (2010- )
Library of Congress Subject Headings (LCSH): Plants -- Disease and pest resistance, Plants -- Metabolism, Phytopathogenic microorganisms
Journal or Publication Title: Phytochemistry Letters
Publisher: Elsevier BV
ISSN: 1874-3900
Official Date: January 2019
Dates:
DateEvent
January 2019Published
3 November 2018Available
20 October 2018Accepted
Volume: 157
Page Range: pp. 128-134
DOI: 10.1016/j.phytochem.2018.10.016
Status: Peer Reviewed
Publication Status: Published
Access rights to Published version: Open Access
RIOXX Funder/Project Grant:
Project/Grant IDRIOXX Funder NameFunder ID
17-74-10057[RSF] Russian Science Foundationhttp://dx.doi.org/10.13039/501100006769
BB/F005903/1[BBSRC] Biotechnology and Biological Sciences Research Councilhttp://dx.doi.org/10.13039/501100000268
BB/P002560/1[BBSRC] Biotechnology and Biological Sciences Research Councilhttp://dx.doi.org/10.13039/501100000268

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