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37012

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Beauvericin

VETRANAL®, analytical standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C45H57N3O9
CAS Number:
Molecular Weight:
783.95
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

−20°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

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General description

Beauvericin is a mycotoxin mainly produced by several fungi belonging to Fusarium genus, generally occurring in agricultural commodities.

Application

Beauvericin may be used as analytical reference standard for the quantification of the analyte in cultures of Fusarium subglutinans, naturally contaminated maize, and biological samples using various chromatographic techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Reconstitution

Dried down, ~100μg/mL after reconstitution with 1 mL of water

Analysis Note

purity : ≥92.5% (HPLC)

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

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Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Quantitative determination of the Fusarium mycotoxins beauvericin, enniatin A, A1, B and B1 in pig plasma using high performance liquid chromatography--tandem mass spectrometry
Devreese M, et al.
Talanta, 106(2), 212-219 (2013)
Determination of the Fusarium mycotoxins, fusaproliferin and beauvericin by high-performance liquid chromatography-electrospray ionization mass spectrometry
Sewram V, et al.
Journal of Chromatography A, 858(2), 175-185 (1999)
Simultaneous determination of beauvericin, enniatins, and fusaproliferin by high performance liquid chromatography
Monti.MS, et al.
Journal of Agricultural and Food Chemistry, 48(8), 3317-3320 (2000)
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
Syed M Qadri et al.
Toxicology, 283(1), 24-31 (2011-02-08)
Beauvericin is a mycotoxin with antiviral, antibacterial, nematicidal, insecticidal, cytotoxic, and apoptotic activity. Similar to nucleated cells erythrocytes may undergo suicidal death or eryptosis, which is characterized by cell shrinkage and phosphatidylserine exposure at the erythrocyte surface. Eryptosis may be

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