W3144

Wortmannin

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

• Sinonimo/i: Antibiotic SL-2052
• Formula empirica (notazione di Hill): C₂₃H₂₄O₈
• Numero CAS: 19545-26-7
• Peso molecolare: 428.43
• Codice UNSPSC: 12352200
• NACRES: NA.77

Proprietà

• Nome del prodotto: Wortmannin, Ready Made Solution, from Penicillium funiculosum, ≥95% (HPLC)
• Origine biologica: Penicillium funiculosum
• Livello qualitativo: 200
• Saggio: ≥95% (HPLC)
• Condizioni di stoccaggio: protect from light
• Concentrazione: 10 mM in DMSO (0.2 μm filtered)
• Condizioni di spedizione: wet ice
• Temperatura di conservazione: −20°C
• Stringa SMILE: [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; QDLHCMPXEPAAMD-QAIWCSMKSA-N
• Informazioni sul gene: human ... PIK3CD(5293) , PIK3CG(5294) , PIK3R1(5295)

Descrizione

Applicazioni

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]

Azioni biochim/fisiol

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]

Caratteristiche e vantaggi

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Stato fisico

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

Informazioni sulla sicurezza

• Pittogrammi: GHS07
• Avvertenze: Warning
• Indicazioni di pericolo: H302 + H332
• Consigli di prudenza: P261 - P264 - P270 - P271 - P301 + P312 - P304 + P340 + P312
• Classi di pericolo: Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
• Codice della classe di stoccaggio: 10 - Combustible liquids
• Classe di pericolosità dell'acqua (WGK): WGK 2
• Punto d’infiammabilità (°F): 188.6 °F - closed cup
• Punto d’infiammabilità (°C): 87 °C - closed cup