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W3144

Sigma-Aldrich

Wortmannin

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

Sinônimo(s):

Antibiotic SL-2052

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About This Item

Fórmula empírica (Notação de Hill):
C23H24O8
Número CAS:
Peso molecular:
428.43
Código UNSPSC:
12352200
NACRES:
NA.77

Nome do produto

Wortmannin, Ready Made Solution, from Penicillium funiculosum, ≥95% (HPLC)

fonte biológica

Penicillium funiculosum

Nível de qualidade

Ensaio

≥95% (HPLC)

condição de armazenamento

protect from light

concentração

10 mM in DMSO (0.2 μm filtered)

Condições de expedição

wet ice

temperatura de armazenamento

−20°C

cadeia de caracteres 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

chave InChI

QDLHCMPXEPAAMD-QAIWCSMKSA-N

Informações sobre genes

Aplicação

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.

Ações bioquímicas/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 e benefícios

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.

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Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

188.6 °F - closed cup

Ponto de fulgor (°C)

87 °C - closed cup


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Artigos

Glucose metabolism is regulated by the opposing actions of insulin and glucagon. Insulin is released from pancreatic ß cells in response to high blood glucose levels and regulates glucose metabolism through its actions on muscle, liver, and adipose tissue.

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