W3144
Wortmannin
from Penicillium funiculosum, ≥95% (HPLC), solution, PI3-kinase inhibitor
別名:
抗生物質SL-2052
製品名
ワートマニン、調製済溶液, from Penicillium funiculosum, ≥95% (HPLC)
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
biological source
Penicillium funiculosum
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
Quality Level
Gene Information
human ... PIK3CD(5293), PIK3CG(5294), PIK3R1(5295)
関連するカテゴリー
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
ワートマニンは、Penicilium fumiculosumが産生する分子量の低い疎水性の真菌代謝産物であり、ステロール様構造をもちます。ワートマニンでPI3K/Aktシグナル伝達カスケードを阻害すると、放射線または血清枯渇によるアポトーシス作用が促進され、サイトカインの抗アポトーシス作用が遮断されます。また、PI3Kを阻害するとインスリンレセプターの活性化で誘導される短期の代謝作用の多くが遮断されます。ワートマニンは、重要な制御因子であるポロ様キナーゼ(Plk)ファミリーのPlk1とPlk3のふたつの酵素による有糸分裂を阻害することが研究によって示されています。
ワートマニンは、疎水性の真菌代謝産物であり、ステロール様構造をもちますワートマニンでPI3K/Aktシグナル伝達カスケードを阻害すると、アポトーシス作用が促進されます。
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.
Physical form
ワートマニンの調製済み溶液です。10 mMの0.2μmフィルター滅菌済みDMSO溶液です。
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
保管分類
10 - Combustible liquids
wgk
WGK 2
flash_point_f
188.6 °F - closed cup
flash_point_c
87 °C - closed cup
適用法令
試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。
第4類:引火性液体 + 第三石油類 + 危険等級III + 非水溶性液体
fsl
W3144-250UL-PW: + W3144-VAR: + W3144-BULK: + W3144-250UL:
jan
Inhibiting the RAS-PI3K Pathway in Cancer Therapy
The Enzymes, 34, 107-136 (2013)
Dongfang Tang et al.
Journal of cellular and molecular medicine (2018-05-05)
It is less known about miRNA3127-5p induced up-regulation of PD-L1, immune escape and drug resistance caused by increased PD-L1 in lung cancer. In this study, lentivirus was transduced into lung cancer cells, and quantitative PCR and Western blot were used
Wortmannin, an inhibitor of phosphoinositide 3-kinase, inhibits transcytosis in polarized epithelial cells
Hansen SH, et al.
The Journal of biological chemistry, 270(47), 28425-28432 (1995)
Inhibition of autophagy blocks cathepsins-tBid-mitochondrial apoptotic signaling pathway via stabilization of lysosomal membrane in ischemic astrocytes
Zhou XY, et al.
Cell Death & Disease, 8(2), e2618-e2618 (2017)
Rac1 targeting suppresses p53 deficiency-mediated lymphomagenesis
Bosco EE, et al.
Blood, 115(16), 3320-3328 (2010)
資料
Discover Bioactive Small Molecules for Kinase Phosphatase Biology
関連コンテンツ
Instructions
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