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Merck
CN

B7510

Sigma-Aldrich

Beauvericin

≥97% (HPLC), suitable for HPLC

别名:

cyclo(D-α-Hydroxyisovaleryl-L-N-methyl-Phe)3

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关于此项目

经验公式(希尔记法):
C45H57N3O9
化学文摘社编号:
分子量:
783.95
MDL编号:
UNSPSC代码:
12352209
PubChem化学物质编号:
NACRES:
NA.26
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产品名称

Beauvericin, ≥97% (HPLC)

方案

≥97% (HPLC)

表单

powder or crystals

技术

HPLC: suitable

颜色

white to off-white

储存温度

2-8°C

SMILES字符串

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

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一般描述

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.

应用

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.

生化/生理作用

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.

包装

Bottomless glass bottle. Contents are inside inserted fused cone.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

涉药品监管产品
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分析证书(COA)

Lot/Batch Number

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Francesca Caloni et al.
Environmental toxicology and pharmacology, 75, 103349-103349 (2020-02-07)
Beauvericin (BEA) is a natural bioactive compound, with a dual nature. On the one hand, the peculiar characteristics of its molecule confer to BEA interesting properties, such as antibacterial, antiviral, antifungal, antiparasitic, insecticidal and anticarcinogenic activities. On the other hand
Sheng-Nan Wu et al.
Chemical research in toxicology, 15(6), 854-860 (2002-06-18)
The effects of beauverficin, a cyclodepsipeptide compound, on ion currents in a mouse neuroblastoma and rat glioma hybrid cell line, NG108-15, were investigated with the aid of the whole-cell voltage-clamp technique. Beauvericin (0.3-100 microM) reversibly produced an inhibition of L-type
Hyuk-Hwan Song et al.
International journal of food microbiology, 122(3), 296-301 (2008-02-19)
Beauvericins and enniatins are cyclohexadepsipeptide mycotoxins that exhibit phytotoxicity and insecticidal activities. In the present study, the production of beauvericin and newly found enniatins (H, I, and MK1688) was characterized in 28 Fusarium strains isolated from potato samples in Korea.
A S Ficheux et al.
Toxicon : official journal of the International Society on Toxinology, 71, 1-10 (2013-05-21)
The aim of this study was to assess the in vitro effects of emerging mycotoxins beauvericin, enniatin B and moniliformin on human dendritic cells and macrophages. Beauvericin and enniatin B were cytotoxic on these cells. IC50 were equal to 1.0 μM, 2.9 μM
Sofie Monbaliu et al.
Journal of agricultural and food chemistry, 58(19), 10475-10479 (2010-09-10)
In this work the presence and migration behavior of mycotoxins formed in sweet pepper, inoculated by Fusarium species involved in internal fruit rot, were investigated. Two different commercial sweet pepper cultivars were inoculated with two different Fusarium proliferatum isolates that

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