Beauvericin

Molecular Formula

C45H57N3O9

M.W.

783.95

CAS number

26048-05-5

Details

Source

Beauveria bassiana

Fermentek product Code

BEA-001

Brand/grade

For research

Specifications

Appearance

white crystalline powder

Purity by HPLC

≥98% ; refer to CoA for more data

Purity By TLC

≥98% ; refer to CoA for more data

Melting point

147°C-152°C

Solubility test

Clear colorless solution at 1mg/ml of Methanol; Clear colorless solution at 1mg/ml of Acetonitrile

Chemical identification

Description

Beauvericin is a mycotoxin derived from the mould Beauveria bassiana, Fusarium strains and other moulds. Beauvericin belongs to the enniatin family of antibiotics. Beauvericin is a cyclic hexadepsipeptide with alternating L-N-methylphenylalanyl and D-a-hydroxyisovaleryl residues. While being toxic to insects, it is quite harmless for humans.

InChl Key

GYSCAQFHASJXRS-FFCOJMSVSA-N

Canonical SMILES

CC(C)C1C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)O1)CC2=CC=CC=C2)C)C(C)C)CC3=CC=CC=C3)C)C(C)C)CC4=CC=CC=C4)C

Isomeric SMILES

CC(C)[C@@H]1C(=O)N([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)O1)CC2=CC=CC=C2)C)C(C)C)CC3=CC=CC=C3)C)C(C)C)CC4=CC=CC=C4)C

Further Information

Solubility ( literature )

Beauvericin insoluble in water but soluble in organic solvents

Compound Classification

Oligopeptide, ionophore, antibiotic

Storage, handling

Deep frozen (-15 oC to - 20 oC)

Retest time

3 Years

Applications

Beauvericin is active against Gram+ bacteria, mycobacteria, insects, brine shrimp. Beauvericin shows cytotoxic, Immunosuppressant, and apoptotic activity. Beauvericin is the most potent specific inhibitor of cholesterol acyltransferase and possesses ionophoric properties. Beauvericin increases ion permeability in biological membranes by forming a complex with essential cations (Ca2+, Na+, K+), which may affect the ionic homeostasis.

Composition

Ingredient type

Fermentek product

Special Info

Available since

2009