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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:
UNSPSC Code:
51102829
PubChem Substance ID:
NACRES:
NA.85

biological source

Pseudomonas syringae pv Glycinea

Quality Level

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

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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Jia Xu et al.
American journal of cancer research, 6(11), 2700-2712 (2016-12-03)
The Delta-like 1 homolog (DLK1) gene is a paternal imprinting gene located on human chromosome 14q32, a site associated with frequent chromosomal mutations in GIST. The expression level of DLK1 is closely associated with the outcome of tumours. However, no
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
C Dutheil et al.
Scientific reports, 10(1), 4838-4838 (2020-03-18)
Climate model projections generally indicate fewer but more intense tropical cyclones (TCs) in response to increasing anthropogenic emissions. However these simulations suffer from long-standing biases in their Sea Surface Temperature (SST). While most studies investigating future changes in TC activity
Minoru Ueda et al.
ACS central science, 3(5), 462-472 (2017-06-03)
Coronatine (
Shahnaj Parvin et al.
Plant, cell & environment, 41(10), 2418-2434 (2018-06-03)
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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