AdipoGen Life Sciences

Wortmannin

Name: Wortmannin
Brand: AdipoGen Life Sciences
SKU: AG-CN2-0023
Price: 45.00 CHF
Availability: InStock

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AG-CN2-0023-M0011 mgCHF 45.00

AG-CN2-0023-M0055 mgCHF 85.00

AG-CN2-0023-M02525 mgCHF 255.00

Specifications / Handling

More Information
Product Details
Synonyms	KY 12420; BRN 0067676; NSC 627609; Antibiotic SL-2052
Product Type	Chemical
Properties
Formula	C₂₃H₂₄O₈
MW	428.4
Merck Index	14: 10053
CAS	19545-26-7
RTECS	CB9641000
Source/Host Chemicals	Isolated from Penicillium wortmannii synonym Talaromyces wortmannii.
Purity Chemicals	≥98% (HPLC)
Appearance	White to light yellow solid.
Solubility	Soluble in DMSO methanol, ethanol or chloroform. Slightly soluble in water.
InChi Key	QDLHCMPXEPAAMD-QAIWCSMKSA-N
Smiles	[H][C@@]12CCC(=O)[C@@]1(C)C[C@@H](OC(C)=O)C1=C2C(=O)C2=C3C(=CO2)C(=O)O[C@H](COC)[C@]13C
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Keep cool and dry.
Use/Stability	Stable for at least 2 years after receipt when stored at -20°C.
Documents
Safety Data Sheet	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Scientific Background Information

Product Description

Antibiotic [1].
Potent anti-neutrophil agent with cardioprotective effects [1, 13].
mTOR, DNA-PK, phosphatidylinositol 4-kinases, myosin light chain kinase (MLCK) and mitogen-activated protein kinase (MAPK) inhibitor at high concentrations [2, 5, 14].
Potent cell permeable and selective inhibitor of phosphatidyl-inositol 3-kinase (PI3K) [3, 4].
Similar potency in vitro for the class I, II, and III PI3K.
Antitumor compound. [6] Radiosensitizing agent [8].
Adipogenesis inhibitor [5, 7]. Angiogenesis inhibitor. [10]
Autophagy inhibitor, regardless of the nutrient status and thus is a more suitable autophagy inhibitor than 3-MA [12,18].
DNA repair, receptor-mediated endocytosis and cell proliferation inhibitor [8, 9, 14].
Potentiates the LPS-induced nitric oxide (NO) production from macrophages [11].
Induces in vivo Alzheimer-like hyperphosphorylation in tau [15].
Polo-like kinase family inhibitor [16].
TRAIL sensitizer [19]

Product-specific References

Demethoxyviridin and wortmannin block phospholipase C and D activation in the human neutrophil: R.W. Bonser, et al.; Br. J. Pharmacol. 103, 1237 (1991)
Wortmannin, a microbial product inhibitor of myosin light chain kinase: S. Nakanishi, et al.; J. Biol. Chem. 267, 2157 (1992)
Wortmannin is a potent phosphatidylinositol 3-kinase inhibitor: the role of phosphatidylinositol 3,4,5-trisphosphate in neutrophil responses: A. Arcaro & M.P. Wyman; Biochem. J. 296, 297 (1993)
Wortmannin, a potent and selective inhibitor of phosphatidylinositol-3-kinase: G. Powis, et al.; Cancer Res. 54, 2419 (1994)
Wortmannin inhibits the effects of insulin and serum on the activities of glycogen synthase kinase-3 and mitogen-activated protein kinase: G.I. Welsh, et al.; Biochem. J. 303, 15 (1994)
In vitro and in vivo antitumor activity of the phosphatidylinositol-3-kinase inhibitor, wortmannin: R.M. Schultz, et al.; Anticancer Res. 15, 1135 (1995)
Wortmannin, a specific phosphatidylinositol 3-kinase inhibitor, inhibits adipocytic differentiation of 3T3-L1 cells: K. Tomiyama, et al.; BBRC 212, 263 (1995)
The phosphatidylinositol 3-kinase inhibitor wortmannin sensitizes murine fibroblasts and human tumor cells to radiation and blocks induction of p53 following DNA damage: B.D. Price & M.B. Youmell; Cancer Res. 56, 246 (1996)
Wortmannin is a potent inhibitor of DNA double strand break but not single strand break repair in Chinese hamster ovary cells: S. Boulton, et al.; Carcinogenesis 17, 2285 (1996)
Potent inhibition of angiogenesis by wortmannin, a fungal metabolite: T. Oikawa & M. Shimamura; Eur. J. Pharmacol. 318, 93 (1996)
Wortmannin, a specific inhibitor of phosphatidylinositol-3-kinase, enhances LPS-induced NO production from murine peritoneal macrophages: Y.C. Park, et al.; BBRC 240, 692 (1997)
The phosphatidylinositol 3-kinase inhibitors wortmannin and LY294002 inhibit autophagy in isolated rat hepatocytes: E.F. Blommaart, et al.; Eur. J. Biochem. 243, 240 (1997)
Wortmannin, a potent antineutrophil agent, exerts cardioprotective effects in myocardial ischemia/reperfusion: L.H. Young, et al.; J. Pharmacol. Exp. Ther. 295, 37 (2000)
DNA-PK inhibitor wortmannin enhances DNA damage induced by bleomycin in V79 Chinese hamster cells: N.G. Oliveira, et al.; Teratog. Carcinog. Mutagen. 22, 343 (2002)
Alzheimer-like tau phosphorylation induced by wortmannin in vivo and its attenuation by melatonin: S.J. Liu & J.Z. Wang; Acta Pharmacol. Sin. 23, 183 (2002)
Wortmannin, a widely used phosphoinositide 3-kinase inhibitor, also potently inhibits mammalian polo-like kinase: Y. Liu, et al.; Chem. Biol. 12, 99 (2005)
Chemistry and biology of wortmannin: P. Wipf & R.J. Halter; Org. Biomol. Chem. 3, 2053 (2005)
Dual role of 3-methyladenine in modulation of autophagy via different temporal patterns of inhibition on class I and III phosphoinositide 3-kinase: YT. Wu, et al.; J. Biol. Chem. 285, 10850 (2010)
Novel HTS strategy identifies TRAIL-sensitizing compounds acting specifically through the Caspase-8 apoptotic axis: D. Finlay, et al.;PLoS One 5, e13375 (2010)
Insulin inhibits AMPK activity and phosphorylates AMPK Ser485/491 through Akt in hepatocytes, myotubes and incubated rat skeletal muscle: R.J. Valentine, et al.; Arch. Biochem. Biophys. 562, 62 (2014)

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