WORTMANNIN

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Achtung

• Sicherheit

  P262：Nicht in die Augen, auf die Haut oder auf die Kleidung gelangen lassen.

  P280：Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.

WORTMANNIN Chemische Eigenschaften,Einsatz,Produktion Methoden

• R-Sätze Betriebsanweisung:

  R26/27/28:Sehr giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
  R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

• S-Sätze Betriebsanweisung:

  S28:Bei Berührung mit der Haut sofort abwaschen mit viel . . . (vom Hersteller anzugeben).
  S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
  S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
  S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
  S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

• Beschreibung

  Wortmannin (19545-26-7) is a potent and selective inhibitor of PI3-kinase which acts via covalent modification of Lys-802.2?Inhibits autophagy in rat hepatocytes.3?Inhibits adipocyte differentiation of 3T3-L1 cells.4?Wortmannin is useful tool for probing PI3-K-mediated cellular events.5

• Chemische Eigenschaften

  White to pale yellow powder

• Verwenden

  Wortmannin, Ready Made Solution has been used:
  
  • as a phosphoinositide 3-kinase (PI3K) pathway inhibitor
  • as an endoderm-inducing agent in stem cell selection and differentiation
  • as a autophagy inhibitor
  
  

• Verwenden

  Wortmannin is a steroidal metabolite belonging to the viridin group, isolated from Penicillium wortmannii in 1957. The structure was finally solved in 1968. Wortmannin exhibits broad spectrum antifungal activity, together with antitumour and antiinflammatory activity. Wortmannin is a potent inhibitor of phosphoinositide 3-kinase and myosin light chain kinase. Wortmannin also activates neutrophil and formyl-Met-Leu-Phe-mediated phospholipase D, inhibits autophagy, potentiates LPS-induced NO production and induces Alzheimer-like hyperphosphorylation in tau in vivo.

• Verwenden

  Wortmannin is used as inhibitor of phosphatidylinositol 3-kinase, used cell biology reagent that has been used previously in research to inhibit DNA repair, receptor-mediated endocytosis and cell proliferation. It inhibits fMLP induced PIP3 and superoxide anion production in guinea pig neutrophils. It blocks insulin metabolic effects in rat adipocytes without affecting the insulin receptor tyrosine kinase activity.

• Definition

  ChEBI: Wortmannin is an organic heteropentacyclic compound, a delta-lactone, an acetate ester and a cyclic ketone. It has a role as an EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor, an anticoronaviral agent, a geroprotector, an autophagy inhibitor, a Penicillium metabolite, a radiosensitizing agent and an antineoplastic agent.

• Biologische Aktivität

  Potent, selective, cell-permeable and irreversible inhibitor of phosphatidylinositol 3-kinase (PI 3-kinase) (IC 50 = 2-4 nM). Also potently inhibits polo-like kinase 1 (PLK1) (IC 50 = 5.8 nM).

• Biochem/physiol Actions

  Wortmannin is a low molecular weight; hydrophobic fungal metabolite with a sterol-like structure produced by Penicilium fumiculosum. Inhibition of PI3K/Akt signal transduction cascade by wortmannin, enhances the apoptotic effects of radiation or serum withdrawal and blocks the antiapoptotic effect of cytokines. PI3K inhibition by wortmannin also blocks many of the short-term metabolic effects induced by insulin receptor activation. Research has demonstrated that wortmannin inhibits two enzymes from mitotical division, key regulators Polo-like kinase (Plk) family, Plk1 and Plk3.

• Lager

  -20°C (desiccate)

• Einzelnachweise

  1) Holleran et al. (2003), Use of high-performance liquid chromatography to characterize the rapid decomposition of wortmannin in tissue culture media; Anal. Biochem., 323 19 2) Wymann et al. (1996), Wortmannin inactivates phosphoinositide 3-kinase by covalent modification of Lys-802, a residue involved in the phosphate transfer reaction; Mol. Cell. Biol., 16 1722 3) Blommaart et al. (1997), The phosphatidylinositol 3-kinase inhibitors wortmannin and LY294002 inhibit autophagy in isolated rat hepatocytes; Eur. J. Biochem., 243 240 4) Tomiyama et al. (1995), Wortmannin, a specific phosphatidylinositol 3-kinase inhibitor, inhibits adipocytic differentiation of 3T3-L1 cells; Biochem. Biophys. Res. Commun., 212 263 5) Ui et al. (1995), Wortmannin as a unique probe from an intracellular signaling protein, phosphoinositide 3-kinase; Trends Biochem. Sci., 20 303

WORTMANNIN Upstream-Materialien And Downstream Produkte

WORTMANNIN Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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