W3144

Wortmannin

Name: Wortmannin
Brand: SIGMA

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

Synonym(s):

Antibiotic SL-2052

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About This Item

Empirical Formula (Hill Notation):

C₂₃H₂₄O₈

CAS Number:

19545-26-7

Molecular Weight:

428.43

UNSPSC Code:

12352200

NACRES:

NA.77

Key Documents

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Product Name

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

biological source

Penicillium funiculosum

Quality Level

200

Assay

≥95% (HPLC)

storage condition

protect from light

concentration

10 mM in DMSO (0.2 μm filtered)

shipped in

wet ice

storage temp.

−20°C

SMILES string

[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

InChI key

QDLHCMPXEPAAMD-QAIWCSMKSA-N

Gene Information

human ... PIK3CD(5293), PIK3CG(5294), PIK3R1(5295)

Application

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.

Biochem/physiol Actions

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.

Features and Benefits

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.