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Coronatine information


Coronatine
Names
Preferred IUPAC name
(1S,2S)-2-Ethyl-1-[(3aS,6R,7aS)-6-ethyl-1-oxo-2,3,3a,6,7,7a-hexahydro-1H-indene-4-carboxamido]cyclopropane-1-carboxylic acid
Identifiers
CAS Number
  • 62251-96-1
3D model (JSmol)
  • Interactive image
ChemSpider
  • 82784
PubChem CID
  • 91681
UNII
  • WCR4XUE8VB checkY
CompTox Dashboard (EPA)
  • DTXSID20977826 Edit this at Wikidata
InChI
  • InChI=1S/C18H25NO4/c1-3-10-7-13-12(5-6-15(13)20)14(8-10)16(21)19-18(17(22)23)9-11(18)4-2/h8,10-13H,3-7,9H2,1-2H3,(H,19,21)(H,22,23)/t10-,11+,12+,13+,18+/m1/s1
    Key: FMGBNISRFNDECK-CZSBRECXSA-N
  • InChI=1/C18H25NO4/c1-3-10-7-13-12(5-6-15(13)20)14(8-10)16(21)19-18(17(22)23)9-11(18)4-2/h8,10-13H,3-7,9H2,1-2H3,(H,19,21)(H,22,23)/t10-,11+,12+,13+,18+/m1/s1
    Key: FMGBNISRFNDECK-CZSBRECXBX
SMILES
  • O=C(O)[C@@]3(NC(=O)/C1=C/[C@@H](C[C@@H]2C(=O)CC[C@H]12)CC)[C@@H](CC)C3
Properties
Chemical formula
 C18H25NO4
Molar mass 319.401 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Coronatine (COR) is a toxin produced by the bacterium Pseudomonas syringae. It is involved in causing stomata to re-open after they close in response to pathogen-associated molecular patterns, as well as interfering with the responses mediated by salicylic acid after the infection has begun. It consists of coronafacic acid (CFA), which is an analog of methyl jasmonic acid (MeJA), and coronamic acid (CMA), joined by an amide bond between the acid group of CFA and the amino group of CMA.[1]

  1. ^ Melotto, Maeli; Underwood, William; He, Sheng Yang (2008). "Role of Stomata in Plant Innate Immunity and Foliar Bacterial Diseases". Annual Review of Phytopathology. 46: 101–22. doi:10.1146/annurev.phyto.121107.104959. PMC 2613263. PMID 18422426.

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Coronatine

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Coronatine (COR) is a toxin produced by the bacterium Pseudomonas syringae. It is involved in causing stomata to re-open after they close in response to...

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precursor to coronamic acid, which is a constituent of the phytotoxin coronatine, produced by Pseudomonas syringae. Schadewaldt, Peter; Bodner-Leidecker...

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Cor

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Stoma

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bacteria applied to Arabidopsis plant leaves can release the chemical coronatine, which induce the stomata to reopen. Photosynthesis, plant water transport...

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plant and can suppress the host immune system. One such phytotoxin is coronatine, found in pathovars Pto and Pgl. Pst DC3000 produces a PsINF1, the INF1...

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Jasmonate

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cells. One of the molecules included in this mixture is the phytotoxin coronatine (COR). JA-insensitive plants are highly resistant to P. syringae and unresponsive...

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the severity of disease have been identified in Pseudomonas syringae. Coronatine has been identified in Pseudomonas syringae pv. glycinea, which is responsible...

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atrosepticum. The cluster produces coronafacic acid, part of the plant toxin coronatine which mimics the plant hormone jasmonate, contributing to virulence. In...

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Systemin

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had pistils that protruded beyond their anthers, a similar phenotype to CORONATINE-INSENSITIVE1-silenced plants which lack a jasmonate receptor. Measurement...

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