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Documentos Principais

E9661

Sigma-Aldrich

Enniatin A

from Gnomonia errabunda, ≥95% (HPLC)

Sinônimo(s):

Cyclo[(2R)- 2-hydroxy-3-methylbutanoyl-N-methyl-L-isoleucyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-isoleucyl-(2R)-2-hydroxy-3-methylbutanoyl- N-methyl-L- isoleucyl]

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About This Item

Fórmula empírica (Notação de Hill):
C36H63N3O9
Número CAS:
Peso molecular:
681.90
Número MDL:
Código UNSPSC:
12352200
NACRES:
NA.77

fonte biológica

Gnomonia errabunda

Nível de qualidade

Ensaio

≥95% (HPLC)

solubilidade

DMSO: 10 mg/mL
ethanol: 10 mg/mL
methanol: 10 mg/mL

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

N1([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)O[C@@H](C1=O)C(C)C)[C@H](CC)C)C)C(C)C)[C@H](CC)C)C)C(C)C)[C@H](CC)C)C

InChI

1S/C36H63N3O9/c1-16-22(10)25-34(43)46-29(20(6)7)32(41)38(14)27(24(12)18-3)36(45)48-30(21(8)9)33(42)39(15)26(23(11)17-2)35(44)47-28(19(4)5)31(40)37(25)13/h19-30H,16-18H2,1-15H3/t22-,23-,24-,25-,26-,27-,28+,29+,30+/m0/s1

chave InChI

TWHBYJSVDCWICV-BHZTXFQCSA-N

Aplicação

Enniatin A may be used as a mycotoxin reference standard in ultra-performance liquid chromatography-tandem mass spectrometer (UPLC-MS/MS) and liquid chromatography with tandem mass spectrometry (LC-MS-MS)

Ações bioquímicas/fisiológicas

Enniatins are a group of cyclohexadepsipeptide mycotoxins produced by Gnomonia errabuda and several Fusaria species, with phytotoxic, antibiotic, and insecticidal activities. Enniatins function as ionophors by their incorporation into the cellular membrane to form dimeric structures that transport monovalent ions across the membrane (especially the mitochondrial membranes) affecting oxidative phosphorylation uncoupling. It has been demonstrated that enniatins have a cytotoxic effect on human cancer cells. Furthermore, incubation of H4IIE hepatoma cells with enniatins strongly diminished phosphorylation of the ERK (p44/p42).
Enniatins are cyclohexadepsipeptide mycotoxins that have phytotoxic, antibiotic, and insecticidal activities and function as ionophors.

Pictogramas

Skull and crossbones

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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Sevcan Mamur et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 35(8), 1633-1644 (2018-06-12)
Enniatin A (EN-A) is a Fusarium mycotoxin which is a common contaminant in grains and especially in maize and it causes serious loss of product. The aim of this study was to investigate the cytotoxic effects using 3-(4,5-dimethylthiazolyl-2)-2,5 diphenyltetrazolium bromide
No transfer of the non-regulated mycotoxins, beauvericin and enniatins, from feeds to farmed fish reared on plant-based diets
Nacher-Mestre J, et al.
Food Chemistry, 126773-126773 (2020)
Multi-mycotoxin contamination of couscous semolina commercialized in Morocco
Zinedine A, et al.
Food Chemistry, 214, 440-446 (2017)
Terje Svingen et al.
Environmental toxicology, 32(5), 1658-1664 (2016-09-16)
Mycotoxins are fungi-born metabolites that can contaminate foods through mould-infected crops. They are a significant food/feed-safety issue across the globe and represent a substantial financial burden for the world economy. Moreover, with a changing climate and fungal biota, there is

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