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C8115

Sigma-Aldrich

Coronatine

from Pseudomonas syringae pv Glycinea, >95% (HPLC)

Synonym(s):

COR, Cyclopropanecarboxylic acid,2-ethyl-1-[[(6-ethyl-2,3,3a,6,7a-hexahydro-1-oxo-1H-inden-4-yl)carbonyl] amino]

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About This Item

Empirical Formula (Hill Notation):
C18H25NO4
Molecular Weight:
319.40
MDL number:
MFCD06798335
UNSPSC Code:
51102829
PubChem Substance ID:
329775160
NACRES:
NA.85

biological source

Pseudomonas syringae pv Glycinea

Quality Level

200

Assay

>95% (HPLC)

form

powder

solubility

H2O: soluble 0.2 mg/mL
DMSO: soluble 20 mg/mL
methanol: soluble 20 mg/mL

Mode of action

enzyme | interferes

storage temp.

−20°C

SMILES string

CCC1CC2C(CCC2=O)C(=C1)C(=O)NC3(CC3CC)C(O)=O

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)

InChI key

FMGBNISRFNDECK-UHFFFAOYSA-N

Related Categories

Application

Coronatine is a polyketide phytotoxin produced by several members of the Pseudomonas syringae group of pathovars such as atropurpurea, glycinea, maculicola,morsprunorum and tomato. Coronatine was used to study the regulatory genes: corP, corS and corR. It was used to study the stimulation of ethylene synthesis in Nicotiana tabacum leaves.

Biochem/physiol Actions

Coronatine is a polyketide phytotoxin produced by several members of the Pseudomonas syringae group of pathovars. It consists of two distinct structural components that function as biosynthetic intermediates: coronafacic acid (CFA) and coronamic acid (CMA). It is known to induce hypertrophy and chlorosis, inhibit root elongation, and stimulate ethylene production.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Coronatine (
J S Kenyon et al.
Plant physiology, 100(1), 219-224 (1992-09-01)
Coronatine is a chlorosis-inducing toxin produced by the plant pathogen Pseudomonas syringae pv atropurpurea. This bacterium is the causal agent of chocolate spot disease, in which brown lesions with chlorotic margins develop on the leaves of Lolium multiflorum Lam. Among
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Increased biomass and yield of plants grown under elevated [CO2 ] often corresponds to decreased grain N concentration ([N]), diminishing nutritional quality of crops. Legumes through their symbiotic N2 fixation may be better able to maintain biomass [N] and grain
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