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Beauvericin antibacterial and antifungal activities

Catalog No.B6113
Size Price Stock Qty
5mg
$108.00
In stock
10mg
$192.00
In stock

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Sample solution is provided at 25 µL, 10mM.

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Chemical structure

Beauvericin

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Chemical Properties

Cas No. 26048-05-5 SDF Download SDF
Synonyms N/A
Chemical Name (3S,9S,15S)-3,9,15-tribenzyl-6,12,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexaone
Canonical SMILES CC(C(OC([[email protected]](N(C(C(O1)([H])C(C)C)=O)C)([H])CC2=CC=CC=C2)=O)([H])C(N([[email protected]@](C(OC(C(N([[email protected]@](C1=O)([H])CC3=CC=CC=C3)C)=O)([H])C(C)C)=O)([H])CC4=CC=CC=C4)C)=O)C
Formula C45H57N3O9 M.Wt 783.95
Solubility Soluble in DMSO Storage Store at -20°C
Physical Appearance A crystalline solid Shipping Condition Evaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.

Background

IC50: 1.9 μM for antiviral activity; 1.7 μM for antimalarial activity

Beauvericin is a mycotoxin produced by various fungi including Fusarium spp. and Beaveria bassiana. As a cyclic hexadepsipeptide belonging to the enniatin antibiotic family, beauvericin contains three D-hydroxyisovaleryl and three N-methylphenylalanyl residues. Beauvericin was one of the active constituents of B. bassiana and was confirmed to have antibacterial and antifungal activities.

In vitro: Beauvericin has a strong antibacterial activity against human, animal and plant pathogenic bacteria, without selectivity between Gram-positive and Gram-negative bacteria. Unlike other antibiotics blocking the peptidoglycan biosynthesis, beauvericin does not target on the bacterial cell wall. Although it has broad-spectrum antibacterial activities, the antifungal activity of beauvericin is rarely reported as a single agent. Thus, the target of beauvericin is regarded to be different between bacteria and fungi and the activities of beauvericin need to be investigated against drug resistant bacteria [1].

In vivo: Previous study reported the the antifungal activity of beauvericin combined with miconazole or ketoconazole. Beauvericin at 0.5 mg/kg combined with ketoconazole at 0.5 mg/kg showed significant antifungal activity against Candida parapsilosis, which could cause high mortality rates quickly, particularly in neonates. In contrast, both beauvericin and ketoconazole alone have little to no inhibitory effect on C. parapsilosis [1].

Clinical trial: N/A

Reference:
[1] Wang Q, Xu L.  Beauvericin, a bioactive compound produced by fungi: a short review. Molecules. 2012 Feb 24;17(3):2367-77.