W3144

Wortmannin

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

• Sinónimos: Antibiotic SL-2052
• Fórmula empírica (notación de Hill): C₂₃H₂₄O₈
• Número de CAS: 19545-26-7
• Peso molecular: 428.43
• Código UNSPSC: 12352200
• NACRES: NA.77

Propiedades

• Nombre del producto: Wortmannin, Ready Made Solution, from Penicillium funiculosum, ≥95% (HPLC)
• origen biológico: Penicillium funiculosum
• Nivel de calidad: 200
• Ensayo: ≥95% (HPLC)
• condiciones de almacenamiento: protect from light
• concentración: 10 mM in DMSO (0.2 μm filtered)
• Condiciones de envío: wet ice
• temp. de almacenamiento: −20°C
• cadena 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
• Clave InChI: QDLHCMPXEPAAMD-QAIWCSMKSA-N
• Información sobre el gen: human ... PIK3CD(5293) , PIK3CG(5294) , PIK3R1(5295)

Descripción

Aplicación

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

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. Wortmannin may also be used to block and study the functional roles of polo-like kinases involved in the regulation of mitosis.

Acciones bioquímicas o fisiológicas

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. This mold metabolite is capable of preventing an intermediate step in transcytosis. In fisher rat thyroid (FRT) cells, wortmannin helps to block bidirectional transcytosis of ricin.

Características y beneficios

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Forma física

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

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H302 + H332
• Consejos de prudencia: P261 - P264 - P270 - P271 - P301 + P312 - P304 + P340 + P312
• Clasificaciones de peligro: Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
• Código de clase de almacenamiento: 10 - Combustible liquids
• Clase de riesgo para el agua (WGK): WGK 2
• Punto de inflamabilidad (°F): 188.6 °F - closed cup
• Punto de inflamabilidad (°C): 87 °C - closed cup