Methyl-3-oxo-2-(pent-2-enyl)cyclopentanacetat

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Warnung

• Gefahrenhinweise

  H302：Gesundheitsschädlich bei Verschlucken.

  H319：Verursacht schwere Augenreizung.

• Sicherheit

  P305+P351+P338：BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

10 G METHYL JASMONATEPURE Chemische Eigenschaften,Einsatz,Produktion Methoden

• Beschreibung

  The jasmonates are a group of plant stress hormones that naturally occur in plants following exposure to certain types of stresses, including pathogen and herbivore attacks. (±)-Jasmonic acid methyl ester is a mixture of trans (3R/7R and 3S/7S) isomers. (±)-Jasmonic acid methyl ester induces the synthesis of proteinase inhibitors in plant leaves. In cancer cells, it suppresses proliferation and induces apoptosis. More specifically, methyl jasmonate inhibits hexokinase that is bound to mitochondria. As hexokinase is overexpressed in cancer cells and contributes to cancer cell growth and survival, methyl jasmonate’s disruption of mitochondrial hexokinase activity selectively targets, and kills, cancer cells. (±)-Jasmonic acid methyl ester derivatives also have potential as anti-inflammatory agents.

• Verwenden

  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.

• Verwenden

  Possible application (Flavor): Has many flavor uses including plum, peach, apricot and tutti-frutti.

• Allgemeine Beschreibung

  Methyl jasmonate is a plant growth regulator mainly used to enhance the aroma quality of some fruits and vegetables.

• in vitro

  it was found that (±)-jasmonic acid methyl ester, when applied to surfaces of tomato plants, could induce the synthesis of defensive proteinase inhibitor proteins. the presence of (±)-jasmonic acid methyl ester in the chamber atmosphere containing plants resulted in the accumulation of proteinase inhibitors in leaves of all studied three species [1]. another study found that (±)-jasmonic acid methyl ester could induce death in each of the studied cell lines, while other plant stress hormones could not affect normal human lymphocytes. in addition, (±)-jasmonic acid methyl ester caused apoptotic death, as measured by flow cytometric dna profile, characteristic nuclear morphology, and caspase-3 activity elevation [2].

• in vivo

  animal study showed that mice bearing el-4 lymphoma and treated with (±)-jasmonic acid methyl ester survived for significantly longer periods of time than untreated mice, suggesting that plant stress hormones might potentially be a new class of anti-cancer drugs [2].

• Einzelnachweise

  1. farmer, e.e. and ryan, c.a. interplant communication: airborne methyl jasmonate induces synthesis of proteinase inhibitors in plant leaves. proceedings of the national academy of sciences of the united states of america 87, 7713-7716 (1990).2. fingrut, o. and flescher, e. plant stress hormones suppress the proliferation and induce apoptosis in human cancer cells. leukemia 16, 608-616 (2002).

Methyl-3-oxo-2-(pent-2-enyl)cyclopentanacetat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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