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Merck
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重要文件

B7510

Sigma-Aldrich

Beauvericin

≥97% (HPLC), suitable for HPLC

同義詞:

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

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About This Item

經驗公式(希爾表示法):
C45H57N3O9
CAS號碼:
分子量::
783.95
MDL號碼:
分類程式碼代碼:
12352209
PubChem物質ID:
NACRES:
NA.26
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產品名稱

Beauvericin, ≥97% (HPLC)

化驗

≥97% (HPLC)

形狀

powder or crystals

技術

HPLC: suitable

顏色

white to off-white

儲存溫度

2-8°C

SMILES 字串

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 密鑰

GYSCAQFHASJXRS-UHFFFAOYSA-N

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一般說明

Beauvericin is a cyclohexadepsipeptide from the fungus Beauveria bassiana that belongs to the enniatin antibiotic family.[1] It comprises three D-hydroxyisovaleryl and N-methylphenylalanyl residues each.[1]

應用

Beauvericin has been used as an antimicrobial bioactive compound to test its effect on engineered Saccharomyces cerevisiae strains.[2] 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.[3]

生化/生理作用

Beauvericin (BEA) is a commercial entomopathogenic mycoinsecticide with antiviral, antibacterial, insecticidal, and cytotoxic properties.[1] It elicits apoptotic and nematicidal activities as well.[4] Beauvericin blocks multidrug efflux and Tor complex 1 (TORC1) kinase.[5] It possesses ionophoric functionality and favors channel formation in patches of ventricular myocytes and synthetic membranes.[6] It is shown to inhibit L-type voltage-dependent Ca2+ current in the neuroblastoma cells.[7]
Beauvericin (BEA), a cyclohexadepsipeptide produced by the fungus Beauveria bassiana (Bals.), has antiviral, antibacterial, nematicidal, insecticidal, cytotoxic, and apoptotic activity.

包裝

Bottomless glass bottle. Contents are inside inserted fused cone.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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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.
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
Tanvi Shekhar-Guturja et al.
Antimicrobial agents and chemotherapy, 60(12), 7468-7480 (2016-11-01)
Invasive fungal infections are a leading cause of human mortality. Effective treatment is hindered by the rapid emergence of resistance to the limited number of antifungal drugs, demanding new strategies to treat life-threatening fungal infections. Here, we explore a powerful
Manuel S López-Berges et al.
Molecular microbiology, 87(1), 49-65 (2012-10-31)
Fungal pathogens provoke devastating losses in agricultural production, contaminate food with mycotoxins and give rise to life-threatening infections in humans. The soil-borne ascomycete Fusarium oxysporum attacks over 100 different crops and can cause systemic fusariosis in immunocompromised individuals. Here we

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