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Wortmannin (CAS 19545-26-7)

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Alternate Names:
Wortmannin is also known as SL-2052.
Application:
Wortmannin is an antibiotic and fungal metabolite, able to selectively inhibit phosphatidylinositol 3-kinase.
CAS Number:
19545-26-7
Purity:
≥98%
Molecular Weight:
428.43
Molecular Formula:
C23H24O8
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Wortmannin is an antifungal antibiotic(similar to viridin) and a fungal metabolite. It is a potent and selective inhibitor of phosphatidylinositol 3-kinase. Wortmannin inhibits repair of DNA double-strand breaks in irradiated normal human cells. Wortmannin was also shown to have enhancing influence on memory and impair learning abilities. It has an in vitro inhibitory concentration (IC50) of around 5 nM, making it a more potent inhibitor than LY294002, another used PI3K inhibitor. Wortmannin displays a similar potency in vitro for the class I, II, and III PI3K members although it can also inhibit other PI3K-related enzymes such as mTOR, DNA-PK, some phosphatidylinositol 4-kinases, myosin light chain kinase (MLCK) and mitogen-activated protein kinase (MAPK) at high concentrations. Wortmannin has also been reported to inhibit members of the polo-like kinase family with IC50 in the same range as for PI3K. The half-life of Wortmannin in tissue culture is about 10 minutes due to the presence of the highly reactive C20 carbon that is also responsible for its ability to covalently inactivate PI3K.


Wortmannin (CAS 19545-26-7) References

  1. Wortmannin, a PI3-kinase inhibitor: promoting effect on insulin secretion from pancreatic beta cells through a cAMP-dependent pathway.  |  Nunoi, K., et al. 2000. Biochem Biophys Res Commun. 270: 798-805. PMID: 10772905
  2. Wortmannin, a widely used phosphoinositide 3-kinase inhibitor, also potently inhibits mammalian polo-like kinase.  |  Liu, Y., et al. 2005. Chem Biol. 12: 99-107. PMID: 15664519
  3. Wortmannin, a microbial product inhibitor of myosin light chain kinase.  |  Nakanishi, S., et al. 1992. J Biol Chem. 267: 2157-63. PMID: 1733924
  4. Wortmannin inhibits the increase in myofilament Ca(2+) sensitivity induced by cross-talk of endothelin-1 with norepinephrine in canine ventricular myocardium.  |  Chu, L., et al. 2009. J Pharmacol Sci. 109: 193-202. PMID: 19234363
  5. Wortmannin inhibits K562 leukemic cells by regulating PI3k/Akt channel in vitro.  |  Wu, Q., et al. 2009. J Huazhong Univ Sci Technolog Med Sci. 29: 451-6. PMID: 19662361
  6. Wortmannin inhibits proliferation and induces apoptosis of MCF-7 breast cancer cells.  |  Yun, J., et al. 2012. Eur J Gynaecol Oncol. 33: 367-9. PMID: 23091892
  7. Synthesis and PI3 Kinase Inhibition Activity of a Wortmannin-Leucine Derivative.  |  Cantrell, W., et al. 2018. Molecules. 23: PMID: 30036994
  8. Wortmannin and Wortmannine Analogues from an Undescribed Niesslia sp.  |  Dischler, NM., et al. 2019. J Nat Prod. 82: 532-538. PMID: 30844268
  9. Wortmannin targeting phosphatidylinositol 3-kinase suppresses angiogenic factors in shear-stressed endothelial cells.  |  Gomes, AM., et al. 2020. J Cell Physiol. 235: 5256-5269. PMID: 31858593
  10. Wortmannin, a specific inhibitor of phosphatidylinositol-3-kinase, induces accumulation of DNA double-strand breaks.  |  Ihara, M., et al. 2020. J Radiat Res. 61: 171-176. PMID: 32052028
  11. hTERT-molecular targeted therapy of ovarian cancer cells via folate-functionalized PLGA nanoparticles co-loaded with MNPs/siRNA/wortmannin.  |  Ghareghomi, S., et al. 2021. Life Sci. 277: 119621. PMID: 34004255
  12. Wortmannin as a unique probe for an intracellular signalling protein, phosphoinositide 3-kinase.  |  Ui, M., et al. 1995. Trends Biochem Sci. 20: 303-7. PMID: 7667888
  13. Blockage of chemotactic peptide-induced stimulation of neutrophils by wortmannin as a result of selective inhibition of phosphatidylinositol 3-kinase.  |  Okada, T., et al. 1994. J Biol Chem. 269: 3563-7. PMID: 8106399
  14. Essential role of phosphatidylinositol 3-kinase in insulin-induced glucose transport and antilipolysis in rat adipocytes. Studies with a selective inhibitor wortmannin.  |  Okada, T., et al. 1994. J Biol Chem. 269: 3568-73. PMID: 8106400
  15. Wortmannin is a potent phosphatidylinositol 3-kinase inhibitor: the role of phosphatidylinositol 3,4,5-trisphosphate in neutrophil responses.  |  Arcaro, A. and Wymann, MP. 1993. Biochem J. 296 (Pt 2): 297-301. PMID: 8257416
  16. Wortmannin inactivates phosphoinositide 3-kinase by covalent modification of Lys-802, a residue involved in the phosphate transfer reaction.  |  Wymann, MP., et al. 1996. Mol Cell Biol. 16: 1722-33. PMID: 8657148

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Wortmannin, 1 mg

sc-3505
1 mg
$67.00

Wortmannin, 5 mg

sc-3505A
5 mg
$223.00

Wortmannin, 20 mg

sc-3505B
20 mg
$425.00