E5286

Enniatin B1

from Gnomonia errabunda, ≥95% (HPLC)

• Synonyme(s) : 2-(N-Methyl-L-isoleucine) Enniatin B, 3-Butan-2-yl-4,10,16-trimethyl-6,9,12,15,18-penta(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
• Formule empirique (notation de Hill): C₃₄H₅₉N₃O₉
• Numéro CAS: 19914-20-6
• Poids moléculaire : 653.85
• Numéro MDL: MFCD14635386
• Code UNSPSC : 12352200
• Nomenclature NACRES : NA.77

Propriétés

• Source biologique: Gnomonia errabunda
• Niveau de qualité: 200
• Essai: ≥95% (HPLC)
• Solubilité: DMSO: 10 mg/mL; ethanol: 10 mg/mL; methanol: 10 mg/mL
• Température de stockage: −20°C
• Chaîne SMILES: N1(C(C(=O)OC(C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)OC(C1=O)C(C)C)C(C)C)C)C(C)C)C(C)C)C)C(C)C)C(CC)C)C
• InChI: 1S/C34H59N3O9/c1-16-22(12)25-34(43)46-27(20(8)9)30(39)36(14)23(17(2)3)32(41)44-26(19(6)7)29(38)35(13)24(18(4)5)33(42)45-28(21(10)11)31(40)37(25)15/h17-28H,16H2,1-15H3
• Clé InChI: UQCSETXJXJTMKO-UHFFFAOYSA-N

Description

Application

Enniatin B1 has been used as a mycotoxin in the cell viability assay of primary porcine brain capillary endothelial cells (PBCEC) and human brain microvascular capillary cells (HBMEC).[1] It has also been used as an analytical standard in mass spectrometry measurements.[2]

Actions biochimiques/physiologiques

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 B and B1 inhibit the multi-drug resistance transporter Pdr5p from Saccharomyces cerevisiae, indicating their beneficial potential in cases of drug resistant patients.

Enniatins are cyclohexadepsipeptide mycotoxins that have phytotoxic, antibiotic, and insecticidal activities and function as ionophors.

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H301 + H311 + H331
• Conseils de prudence: P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311
• Classification des risques: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable