B7510

Beauvericin

≥97% (HPLC), suitable for HPLC

• Synonym(s): cyclo(D-α-Hydroxyisovaleryl-L-N-methyl-Phe)₃
• Empirical Formula (Hill Notation): C₄₅H₅₇N₃O₉
• CAS Number: 26048-05-5
• Molecular Weight: 783.95
• MDL number: MFCD00056846
• UNSPSC Code: 12352209
• PubChem Substance ID: 24891996
• NACRES: NA.26

Properties

• product name: Beauvericin, ≥97% (HPLC)
• Quality Level: 200
• Assay: ≥97% (HPLC)
• form: powder or crystals
• technique(s): HPLC: suitable
• color: white to off-white
• storage temp.: 2-8°C
• SMILES string: CC(C)C1OC(=O)C(Cc2ccccc2)N(C)C(=O)C(OC(=O)C(Cc3ccccc3)N(C)C(=O)C(OC(=O)C(Cc4ccccc4)N(C)C1=O)C(C)C)C(C)C
• InChI: 1S/C45H57N3O9/c1-28(2)37-40(49)46(7)35(26-32-21-15-11-16-22-32)44(53)56-39(30(5)6)42(51)48(9)36(27-33-23-17-12-18-24-33)45(54)57-38(29(3)4)41(50)47(8)34(43(52)55-37)25-31-19-13-10-14-20-31/h10-24,28-30,34-39H,25-27H2,1-9H3
• InChI key: GYSCAQFHASJXRS-UHFFFAOYSA-N

Description

General description

Beauvericin is a cyclohexadepsipeptide from the fungus Beauveria bassiana that belongs to the enniatin antibiotic family. It comprises three D-hydroxyisovaleryl and N-methylphenylalanyl residues each.

Application

Beauvericin has been used as an antimicrobial bioactive compound to test its effect on engineered Saccharomyces cerevisiae strains. It has also been used as a mycotoxin standard in the reverse-phase (RP) high-pressure liquid chromatography (HPLC) to quantify mycotoxins produced by Fusarium oxysporum isolates.

Biochem/physiol Actions

Beauvericin (BEA) is a commercial entomopathogenic mycoinsecticide with antiviral, antibacterial, insecticidal, and cytotoxic properties. It elicits apoptotic and nematicidal activities as well. Beauvericin blocks multidrug efflux and Tor complex 1 (TORC1) kinase. It possesses ionophoric functionality and favors channel formation in patches of ventricular myocytes and synthetic membranes. It is shown to inhibit L-type voltage-dependent Ca²⁺ current in the neuroblastoma cells.

Beauvericin (BEA), a cyclohexadepsipeptide produced by the fungus Beauveria bassiana (Bals.), has antiviral, antibacterial, nematicidal, insecticidal, cytotoxic, and apoptotic activity.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves