Abstract
(+)-7-iso-Jasmonoyl-L-isoleucine (JA-Ile) regulates developmental and stress responses in plants. Its perception involves the formation of a ternary complex with the F-box COI1 and a member of the JAZ family of co-repressors and leads to JAZ degradation. Coronatine (COR) is a bacterial phytotoxin that functionally mimics JA-Ile and interacts with the COI1-JAZ co-receptor with higher affinity than JA-Ile. On the basis of the co-receptor structure, we designed ligand derivatives that spatially impede the interaction of the co-receptor proteins and, therefore, should act as competitive antagonists. One derivative, coronatine-O-methyloxime (COR-MO), has strong activity in preventing the COI1-JAZ interaction, JAZ degradation and the effects of JA-Ile or COR on several JA-mediated responses in Arabidopsis thaliana. Moreover, it potentiates plant resistance, preventing the effect of bacterially produced COR during Pseudomonas syringae infections in different plant species. In addition to the utility of COR-MO for plant biology research, our results underscore its biotechnological potential for safer and sustainable agriculture.
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Acknowledgements
We thank K.-i. Hayashi (Okayama University) for important suggestions for the design of the antagonists. J. Browse (Washington State University) kindly provided the 35S:JAZ1-GUS seeds. M. Estelle (University of California–San Diego) kindly provided DR5:GUS and Dexp:TIR1-myc/tir1-1 seeds and the IAA7-GST clone. We obtained the fungal pathogen B. cinerea from E. Monte (Instituto Hispano-Luso de Investigaciones Agrarias (CIALE)). We also thank J. Paz-Ares (CNB-CSIC) and members of the lab for critical reading of the manuscript and suggestions. This work was financed by grants to R.S. (BIO2010-21739, CSD2007-00057 and EUI2008-03666) from the Spanish Ministerio de Ciencia e Innovación. I.M. was supported by a predoctoral fellowship from the Ministerio de Educación, Spain (grant AP2010-1410). A.C. and S.G.-I. were supported by postdoctoral fellowships from the Spanish Ministerio de Ciencia e Innovación ('Ramón y Cajal' 2010-05680 and 'Juan de la Cierva' JCI-2010-07532, respectively). M.B. was supported by a JAE-Doc fellowship (2010-01411) from CSIC.
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I.M., A.C. and R.S. designed the research. I.M., A.C., S.G.-I., G.G.-C. and M.B. performed experiments and wrote the corresponding methods. M.H. synthesized the derivatives and wrote the corresponding methods. A.P. obtained the NMR data. F.P. performed in silico analyses. I.M. and R.S. wrote the manuscript. All of the authors read and edited the manuscript.
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Supplementary Results, Supplementary Figures 1–8 and Supplementary Tables 1–4. (PDF 5504 kb)
Supplementary Table 1
Genes upregulated and downregulated by COR-MO in the profiling of plants treated with COR versus COR-COR-MO (XLSX 41 kb)
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Monte, I., Hamberg, M., Chini, A. et al. Rational design of a ligand-based antagonist of jasmonate perception. Nat Chem Biol 10, 671–676 (2014). https://doi.org/10.1038/nchembio.1575
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DOI: https://doi.org/10.1038/nchembio.1575
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