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392707

Sigma-Aldrich

Methyl jasmonate

95%

Synonyme(s) :

3-Oxo-2-(2-pentenyl)cyclopentaneacetic acid, methyl ester, Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate

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About This Item

Formule linéaire :
(O=)C5H6(CH2CH=CHC2H5)CH2CO2CH3
Numéro CAS:
Poids moléculaire :
224.30
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Niveau de qualité

Pureté

95%

Forme

liquid

Contient

Synthetic α-tocopherol as stabilizer

Indice de réfraction

n20/D 1.474 (lit.)

Point d'ébullition

110 °C/0.2 mmHg (lit.)

Solubilité

water: soluble 340 mg/L at 25 °C(lit.)

Densité

1.03 g/mL at 25 °C (lit.)

Groupe fonctionnel

ester
ketone

Chaîne SMILES 

CC\C=C\CC1C(CCC1=O)CC(=O)OC

InChI

1S/C13H20O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h4-5,10-11H,3,6-9H2,1-2H3/b5-4+

Clé InChI

GEWDNTWNSAZUDX-SNAWJCMRSA-N

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Description générale

Methyl jasmonate (MJ, MeJA), a methyl ester of jasmonic acid (JA) is a plant growth regulator. It is a fragrant volatile compound isolated from the flowers of Jasminum grandiflorum. It has been reported to play an important role in the plant′s response to pathogens and wound.

Application

Methyl jasmonate (MJ, MeJA) is suitable in controlling blue mold decay in sweet cherry fruit caused by Penicillium expansum.

Methyl jasmonate may be used in the following studies:
  • As a potential anti-cancer agent that shows selective cytotoxic effect towards cancer cells.
  • To induce the defensive proteinase inhibitor proteins synthesis in plant leaves.
  • As an elicitor to enrich the total anthocyanin content (TAC) in radish sprouts.
  • As an elicitor in inducing the biosynthesis of trans-resveratrol, a plant phenol in Vitis vinifera cv. Negramaro cell cultures.
  • As a mediator of extensive plant transcriptome reprogramming/ remodeling on exogenous treatment to Salvia sclarea leaves.
  • As a modulator in the expression of chalcone synthase (chs) and proline-rich cell wall protein (PRP), two wound-responsive genes in soybean suspension cultures.
  • As a starting material in the synthesis of [13C,2H3]-MeJA, an internal standard used in the quantitative determination of MeJA in plant tissues.
  • As a test compound in the application of reduced graphene oxide–poly(safranine T) film on glassy carbon electrode (rGO–PST/GCE) in the electrochemical determination of MeJA in jasmine essential oil.

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

>235.4 °F - closed cup

Point d'éclair (°C)

> 113 °C - closed cup


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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Preparation of Reduced Graphene Oxide-Poly (Safranine T) Film via One-Step Polymerization for Electrochemical Determination of Methyl Jasmonate.
Sun J, et al.
Fullerenes, Nanotubes, and Carbon Nanostructures, 23(8), 701-708 (2015)
Methyl Jasmonate Primed Defense Responses Against Penicillium expansum in Sweet Cherry Fruit.
Wang Lei, et al.
Plant Molecular Biology Reporter, 1-8 (2015)
Yang Yu et al.
Plant biotechnology journal, 18(3), 679-690 (2019-08-17)
Plant defence is multilayered and is essential for surviving in a changing environment. The discovery of long noncoding RNAs (lncRNAs) has dramatically extended our understanding of post-transcriptional gene regulation in diverse biological processes. However, the expression profile and function of
Annett Richter et al.
The Plant journal : for cell and molecular biology, 106(1), 245-257 (2021-01-19)
The maize (Zea mays) genome encodes three indole-3-glycerolphosphate synthase enzymes (IGPS1, 2, and 3) catalyzing the conversion of 1-(2-carboxyphenylamino)-l-deoxyribulose-5-phosphate to indole-3-glycerolphosphate. Three further maize enzymes (BX1, benzoxazinoneless 1; TSA, tryptophan synthase alpha subunit; and IGL, indole glycerolphosphate lyase) convert indole-3-glycerolphosphate
E E Farmer et al.
Proceedings of the National Academy of Sciences of the United States of America, 87(19), 7713-7716 (1990-10-01)
Inducible defensive responses in plants are known to be activated locally and systemically by signaling molecules that are produced at sites of pathogen or insect attacks, but only one chemical signal, ethylene, is known to travel through the atmosphere to

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