AdipoGen Life Sciences

Beauvericin

CHF 60.00
In stock
AG-CN2-0043-M0011 mgCHF 60.00
AG-CN2-0043-M0055 mgCHF 200.00
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Product Details
Product Type Chemical
Properties
Formula C45H57N3O9
MW 784.0
CAS 26048-05-5
Source/Host Chemicals Isolated from fungus Beauveria sp.
Purity Chemicals ≥97% (HPLC)
Appearance White to off-white solid.
Solubility Soluble in ethanol, methanol or DMSO.
Identity Determined by 1H-NMR.
Declaration Manufactured by Biolinks K.K. with courtesy strain from The Kitasato Institute.
InChi Key GYSCAQFHASJXRS-GCXUEHFUSA-N
Smiles CC.CC(C)C1OC(=O)[C@H](CC2=CC=CC=C2)N(C)C(=O)C(OC(=O)[C@H](CC2=CC=CC=C2)N(C)C(=O)[C@H](OC(=O)[C@H](CC2=CC=CC=C2)N(C)C1=O)C(C)C)C(C)C
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from light.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Store solutions at -20°C in the dark.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Antibiotic [4]. Mycotoxin.
  • Apoptosis inducer [1, 3, 8, 9, 18].
  • Acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor [2].
  • Anticancer compound [3, 7, 9].
  • Antihaptotactic and antimetastatic [10].
  • Antiangiogenic compound [10].
  • Antibacterial, antiprotozal, antiviral and antifungal compound [4, 11, 13, 15, 16].
  • Shows ionophoric properties [5, 17].
  • Cytotoxic [6, 7].
  • Genotoxic [14].
  • Potently interacts with ABCB1 and ABCG2 transport functions [12].
  • Causes mitochondrial dysfunction [17].
Product References
  1. Ionophore-induced apoptosis: role of DNA fragmentation and calcium fluxes: D.M. Ojcius, et al.; Exp. Cell Res. 197, 43 (1991)
  2. Inhibition of acyl-CoA: cholesterol acyltransferase activity by cyclodepsipeptide antibiotics: H. Tomoda, et al.; J. Antibiot. (Tokyo) 45, 1626 (1992)
  3. Bcl-2 is overexpressed and alters the threshold for apoptosis in a cholangiocarcinoma cell line: D.M. Harnois, et al.; Hepatology 26, 884 (1997)
  4. Antimycobacterial and antiplasmodial cyclodepsipeptides from the insect pathogenic fungus Paecilomyces tenuipes BCC 1614: C. Nilanonta, et al.; Planta Med. 66, 756 (2000)
  5. Beauvericin-induced channels in ventricular myocytes and liposomes: K. Kouri, et al.; Biochim. Biophys. Acta. 1609, 203 (2003)
  6. Cytotoxic effects of the mycotoxin beauvericin to human cell lines of myeloid origin: L. Calò, et al.; Pharmacol. Res. 49, 73 (2004)
  7. Beauvericin induces cytotoxic effects in human acute lymphoblastic leukemia cells through cytochrome c release, caspase 3 activation: the causative role of calcium: G.M. Jow, et al.; Cancer Lett. 216, 165 (2004)
  8. Involvement of Bcl-2 family, cytochrome c and caspase 3 in induction of apoptosis by beauvericin in human non-small cell lung cancer cells: H.I. Lin, et al.; Cancer Lett. 230, 248 (2005)
  9. Induction of calcium influx from extracellular fluid by beauvericin in human leukemia cells: B.F. Chen, et al.; BBRC 340, 134 (2006)
  10. Search for cell motility and angiogenesis inhibitors with potential anticancer activity: beauvericin and other constituents of two endophytic strains of Fusarium oxysporum: J. Zhan, et al.; J. Nat. Prod. 70, 227 (2007)
  11. An inhibition study of beauvericin on human and rat cytochrome P450 enzymes and its pharmacokinetics in rats: L. Mei, et al.; J. Enzyme Inhib. Med. Chem. 24, 753 (2009)
  12. Interactions between ABC-transport proteins and the secondary Fusarium metabolites enniatin and beauvericin: R. Dornetshuber, et al.; Mol. Nutr. Food Res. 53, 904 (2009)
  13. Beauvericin and enniatins H, I and MK1688 are new potent inhibitors of human immunodeficiency virus type-1 integrase: C.G. Shin, et al.; J. Antibiot. (Tokyo) 62, 687 (2009)
  14. Beauvericin and ochratoxin A genotoxicity evaluated using the alkaline comet assay: single and combined genotoxic action: M.S. Klarić, et al.; Arch. Toxicol. 84, 641 (2010)
  15. Nematicidal activity of beauvericin produced by the fungus Fusarium bulbicola: A. Shimada, et al.; Z. Naturforsch. C. 65, 207 (2010)
  16. Beauvericin from the endophytic fungus, Fusarium redolens, isolated from Dioscorea zingiberensis and its antibacterial activity: L. Xu, et al.; Nat. Prod. Commun. 5, 811 (2010)
  17. The Fusarium mycotoxins enniatins and beauvericin cause mitochondrial dysfunction by affecting the mitochondrial volume regulation, oxidative phosphorylation and ion homeostasis: A.A. Tonshin, et al.; Toxicology 276, 49 (2010)
  18. Beauvericin induced erythrocyte cell membrane scrambling: S.M. Qadri, et al.; Toxicology 283, 24 (2011)
  19. The mycotoxin beauvericin impairs development, fertility and life span in the nematode Caenorhabditis elegans accompanied by increased germ cell apoptosis and lipofuscin accumulation: C. Büchter, et al.; Toxicol. Lett. 334, 102 (2020)
  20. Beauvericin (BEA) and enniatin B (ENNB)-induced impairment of mitochondria and lysosomes - Potential sources of intracellular reactive iron triggering ferroptosis in Atlantic salmon primary hepatocytes: S. Söderström, et al.; Food Chem. Toxicol. 161, 112819 (2022)
  21. Dietary beauvericin and enniatin B exposure cause different adverse health effects in farmed Atlantic salmon: M.H.G. Berntssen, et al.; Food Chem. Toxicol. 113648 (2023)
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