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AdipoGen Life Sciences
Beauvericin
60
CHF
CHF 60.00
In stock
AG-CN2-0043-M0011 mgCHF 60.00
AG-CN2-0043-M0055 mgCHF 200.00
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
- Ionophore-induced apoptosis: role of DNA fragmentation and calcium fluxes: D.M. Ojcius, et al.; Exp. Cell Res. 197, 43 (1991)
- Inhibition of acyl-CoA: cholesterol acyltransferase activity by cyclodepsipeptide antibiotics: H. Tomoda, et al.; J. Antibiot. (Tokyo) 45, 1626 (1992)
- Bcl-2 is overexpressed and alters the threshold for apoptosis in a cholangiocarcinoma cell line: D.M. Harnois, et al.; Hepatology 26, 884 (1997)
- Antimycobacterial and antiplasmodial cyclodepsipeptides from the insect pathogenic fungus Paecilomyces tenuipes BCC 1614: C. Nilanonta, et al.; Planta Med. 66, 756 (2000)
- Beauvericin-induced channels in ventricular myocytes and liposomes: K. Kouri, et al.; Biochim. Biophys. Acta. 1609, 203 (2003)
- Cytotoxic effects of the mycotoxin beauvericin to human cell lines of myeloid origin: L. Calò, et al.; Pharmacol. Res. 49, 73 (2004)
- 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)
- 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)
- Induction of calcium influx from extracellular fluid by beauvericin in human leukemia cells: B.F. Chen, et al.; BBRC 340, 134 (2006)
- 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)
- 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)
- Interactions between ABC-transport proteins and the secondary Fusarium metabolites enniatin and beauvericin: R. Dornetshuber, et al.; Mol. Nutr. Food Res. 53, 904 (2009)
- 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)
- 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)
- Nematicidal activity of beauvericin produced by the fungus Fusarium bulbicola: A. Shimada, et al.; Z. Naturforsch. C. 65, 207 (2010)
- 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)
- 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)
- Beauvericin induced erythrocyte cell membrane scrambling: S.M. Qadri, et al.; Toxicology 283, 24 (2011)
- 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)
- 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)
- 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)