E5161

Enniatin A1

from Gnomonia errabunda, ≥95% (HPLC)

• Synonym(e): 2-(N-Methyl-L-valine) Enniatin A, 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-valyl]
• Empirische Formel (Hill-System): C₃₅H₆₁N₃O₉
• CAS-Nummer: 4530-21-6
• Molekulargewicht: 667.87
• MDL-Nummer: MFCD14635385
• UNSPSC-Code: 12352200
• NACRES: NA.77

Eigenschaften

• Biologische Quelle: Gnomonia errabunda
• Qualitätsniveau: 200
• Assay: ≥95% (HPLC)
• Löslichkeit: DMSO: 10 mg/mL; ethanol: 10 mg/mL; methanol: 10 mg/mL
• Lagertemp.: −20°C
• SMILES String: 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(C)C)C)C(C)C)[C@H](CC)C)C
• InChI: 1S/C35H61N3O9/c1-16-22(11)25-34(43)46-27(19(5)6)30(39)36(13)24(18(3)4)33(42)45-28(20(7)8)31(40)37(14)26(23(12)17-2)35(44)47-29(21(9)10)32(41)38(25)15/h18-29H,16-17H2,1-15H3/t22-,23-,24-,25-,26-,27+,28+,29+/m0/s1
• InChIKey: OWUREPXBPJFMOK-CIRFPNLUSA-N

Beschreibung

Biochem./physiol. Wirkung

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).

Sicherheitshinweise

• Piktogramme: GHS06
• Signalwort: Danger
• H-Sätze: H301 + H311 + H331
• P-Sätze: P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311
• Gefahreneinstufungen: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable