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Enniatin A1

SIGMA/E5161 - from Gnomonia errabunda, ≥95% (HPLC)

Synonym: 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]

CAS Number: 4530-21-6
Empirical Formula (Hill Notation): C35H61N3O9
Molecular Weight: 667.87
MDL Number: MFCD14635385
Linear Formula: C35H61N3O9
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-E5161-1MG 1 mg
 $233.00
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assay ≥95% (HPLC)
biological source Gnomonia errabunda
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
InChI key OWUREPXBPJFMOK-CIRFPNLUSA-N
Quality Level 200 
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
solubility DMSO: 10 mg/mL
  ethanol: 10 mg/mL
  methanol: 10 mg/mL
storage temp. −20°C
Biochem/physiol Actions: 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).
Biochem/physiol Actions: Enniatins are cyclohexadepsipeptide mycotoxins that have phytotoxic, antibiotic, and insecticidal activities and function as ionophors.
Purity ≥95% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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