681675

Wortmannin

≥98% (HPLC), solid, PI3-kinase inhibitor, Calbiochem

• Synonim(y): KY 12420, inhibitor MLCK II
• Wzór empiryczny (zapis Hilla): C₂₃H₂₄O₈
• Numer CAS: 19545-26-7
• Masa cząsteczkowa: 428.43
• Numer MDL: MFCD00133927
• Kod UNSPSC: 12352200
• NACRES: NA.77

Właściwości

• Nazwa produktu: Wortmannin, Wortmannin, CAS 19545-26-7, is a cell-permeable, potent, selective, and irreversible inhibitor of PI3-Kinase (IC₅₀ = 5 nM). Does not affect any upstream signaling events.
• opis: Merck USA index - 14, 10053
• Poziom jakości: 100
• Próba: ≥98% (HPLC)
• Formularz: solid
• producent / nazwa handlowa: Calbiochem^®
• warunki przechowywania: OK to freeze; protect from light
• kolor: white to off-white
• rozpuszczalność: DMSO: 25 mg/mL
• Warunki transportu: ambient
• temp. przechowywania: −20°C
• ciąg SMILES: [o]1c2c3c(c1)C(=O)O[C@@H]([C@@]3(C4=C([C@H]5[C@](C[C@H]4OC(=O)C)(C(=O)CC5)C)C2=O)C)COC
• InChI: 1S/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3/t12-,13+,15+,22-,23-/m0/s1
• Klucz InChI: QDLHCMPXEPAAMD-QAIWCSMKSA-N

Opis

Opis ogólny

A cell-permeable, fungal metabolite that acts as a potent, selective, and irreversible inhibitor of phosphatidylinositol 3-kinase in purified preparations and cytosolic fractions (IC₅₀ = 5 nM). Blocks the catalytic activity of PI 3-kinase without affecting the upstream signaling events. Preincubation of fibroblasts with wortmannin abolishes PDGF-mediated Ins(3,4,5)P₃ formation (IC₅₀ = 5 nM). Also blocks the metabolic effects of insulin in isolated rat adipocytes without affecting the insulin receptor tyrosine kinase activity. Inhibits MAP kinase activation induced by platelet activating factor in guinea pig neutrophils (200 - 300 nM). Also inhibits other kinases such as myosin light chain kinase (IC₅₀ = 200 nM) and PI 4-kinase at concentrations higher than that required for inhibition of PI 3-kinase. Also blocks phospholipase D. A 10 mM (1 mg/233 µl) solution of Wortmannin (Cat. No. 681676) in DMSO is also available.

A fungal metabolite that acts as a potent, selective, cell-permeable and irreversible inhibitor of phosphatidylinositol 3-kinase (PI 3-kinase) in purified preparations and cytosolic fractions (IC₅₀ = 5 nM). Preincubation of fibroblasts with wortmannin abolishes PDGF-mediated Ins(3,4,5)P₃ formation (IC₅₀ = 5 nM). Blocks the catalytic activity of PI 3-kinase without affecting the upstream signaling events. Also blocks the metabolic effects of insulin in isolated rat adipocytes without affecting the insulin receptor tyrosine kinase activity. Inhibits MAP kinase activation induced by platelet activating factor in guinea pig neutrophils (0.2-0.3 µM). Inhibits osteoclastic bone resorption. Inhibits other kinases, such as myosin light chain kinase (IC₅₀ = 200 nM) and PI 4-kinase at concentrations 100-fold higher than that required for the inhibition of PI 3-kinase. Also blocks phospholipase D.

Działania biochem./fizjol.

Cell permeable: yes

Primary Target
phosphatidylinositol-3-kinase

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 5 nM against phosphatidylinositol 3-kinase; 5 nM against PDGF-mediated Ins(3,4,5)P3 formation; 200 nM against myosin light chain kinase

Opakowanie

Packaged under inert gas

Ostrzeżenie

Toxicity: Highly Toxic (H)

Rekonstytucja

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 months at -20°C.

Inne uwagi

Cross, M.J., et al. 1995. J. Biol. Chem. 270, 25352.
Nakamura, I., et al. 1995. FEBS Lett. 361, 79.
Ferby, I.M., et al. 1994. J. Biol. Chem. 269, 30485.
Okada, T., et al. 1994. J. Biol. Chem. 269, 3568.
Wymann, M.P. and Arcaro, A. 1994. Biochem. J.298, 517.
Arcaro, A. and Wymann, M.P. 1993. Biochem. J.296, 297.
Nakanishi, S., et al. 1992. J. Biol. Chem. 267, 2157.
Bonser, R.W., et al. 1991. Br. J. Pharmacol.103, 1237.

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Informacje prawne

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS06
• Hasło ostrzegawcze: Danger
• Zwroty wskazujące rodzaj zagrożenia: H300 + H310 + H330
• Zwroty wskazujące środki ostrożności: P260 - P262 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Klasyfikacja zagrożeń: Acute Tox. 1 Inhalation - Acute Tox. 1 Oral - Acute Tox. 2 Dermal
• Kod klasy składowania: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Klasa zagrożenia wodnego (WGK): WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable