W3144

Wortmannin

from Penicillium funiculosum, ≥95% (HPLC), solution, PI3-kinase inhibitor

• Synonim(y): Antibiotic SL-2052
• Wzór empiryczny (zapis Hilla): C₂₃H₂₄O₈
• Numer CAS: 19545-26-7
• Masa cząsteczkowa: 428.43
• Kod UNSPSC: 12352200
• NACRES: NA.77

Właściwości

• Nazwa produktu: Wortmannin, Ready Made Solution, from Penicillium funiculosum, ≥95% (HPLC)
• pochodzenie biologiczne: Penicillium funiculosum
• Poziom jakości: 200
• Próba: ≥95% (HPLC)
• warunki przechowywania: protect from light
• stężenie: 10 mM in DMSO (0.2 μm filtered)
• Warunki transportu: wet ice
• 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
• informacje o genach: human ... PIK3CD(5293) , PIK3CG(5294) , PIK3R1(5295)

Opis

Zastosowanie

Wortmannin, Ready Made Solution has been used:

• as a phosphoinositide 3-kinase (PI3K) pathway inhibitor[1]
• as an endoderm-inducing agent in stem cell selection and differentiation[2]
• as a autophagy inhibitor[3]

Wortmannin, a low molecular weight membrane permeable hydrophobic fungal metabolite, is widely used to study and verify the involvement of phosphoinosidite 3-kinase (PI3K)/Akt in cell signaling cascades that regulate key processes such as cell survival and apoptosis.[4] Wortmannin may also be used to block and study the functional roles of polo-like kinases involved in the regulation of mitosis.[5]

Działania biochem./fizjol.

Wortmannin is a hydrophobic fungal metabolite with a sterol-like structure. Inhibition of PI3K/Akt signal transduction cascade by wortmannin enhances apoptotic effects.

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.

Wortmannin is a low-molecular-weight hydrophobic fungal metabolite with a sterol-like structure produced by Penicillium funiculosum. It is a selective inhibitor of phosphoinosidite 3-kinase. It interferes with Akt signal transduction cascade, enhancing the apoptotic effects of radiation or serum withdrawal and blocks the antiapoptotic effect of cytokines. Wortmannin is membrane-permeable, thus facilitating whole-cell studies of G-protein-coupled receptor and receptor tyrosine kinase signalling pathways. 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 mitotic enzymes, key regulators in the Polo-like kinase (Plk) family, Plk1 and Plk3.

Wortmannin possesses anti-inflammatory properties.[6] This mold metabolite[6] is capable of preventing an intermediate step in transcytosis. In fisher rat thyroid (FRT) cells, wortmannin helps to block bidirectional transcytosis of ricin.[7]

Cechy i korzyści

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Postać fizyczna

Wortmannin Ready Made Solution supplied as a 10 mM 0.2 μm-filtered solution in DMSO.

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS07
• Hasło ostrzegawcze: Warning
• Zwroty wskazujące rodzaj zagrożenia: H302 + H332
• Zwroty wskazujące środki ostrożności: P261 - P264 - P270 - P271 - P301 + P312 - P304 + P340 + P312
• Klasyfikacja zagrożeń: Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
• Kod klasy składowania: 10 - Combustible liquids
• Klasa zagrożenia wodnego (WGK): WGK 2
• Temperatura zapłonu (°F): 188.6 °F - closed cup
• Temperatura zapłonu (°C): 87 °C - closed cup