enniatin B1

enniatin B1 Basic information
Product Name:enniatin B1
Synonyms:enniatin B1;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;Cyclo[(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-isoleucyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-valyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-valyl]
CAS:19914-20-6
MF:C34H59N3O9
MW:653.85
EINECS:
Product Categories:Antibiotic
Mol File:19914-20-6.mol
enniatin B1 Structure
enniatin B1 Chemical Properties
Melting point 178.5 °C
Boiling point 833.8±65.0 °C(Predicted)
density 1.031±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO: soluble10mg/mL
form White to off-white crystalline solid.
pka-1.45±0.70(Predicted)
Safety Information
Hazard Codes T
Risk Statements 23/24/25
Safety Statements 45
RIDADR 2811
WGK Germany 3
HazardClass 6.1(a)
PackingGroup I
HS Code 2941900000
MSDS Information
enniatin B1 Usage And Synthesis
UsesEnniatins are a family of depsipeptide ionophores, produced several Fusarium species. More recently, the effects of the enniatins on acyl-CoA cholesterol transferase, transporters and the selectivity of their antitumour action have received more focus. Enniatin B1 is one of four major analogues of the enniatin complex and has not previously been available for investigation.
UsesEnniatins are a family of depsipeptide ionophores produced by several Fusarium species. Recently, the effects of the enniatins on acyl-CoA cholesterol transferase, transporters and the selectivity of their antitumor action have received more focus. Enniatin B1 is one of four major analogues of the enniatin complex.
UsesEnniatins are cyclohexadepsipeptides commonly isolated from fungi and are known to have antibiotic properties. Many act as ionophores, forming pores in cellular membranes to allow selective ion transport. Enniatin B1 is one of four major analogs of the enniatin complex . It has been shown to induce apoptosis in several cancer lines (EC50s ≤ 10 μM) and to decrease the activation of the cell proliferation kinase, ERK (p44/p42). Enniatin B1 also inhibits the multi-drug resistance transporter Pdr5p from S. cerevisiae and has been used to examine drug resistance mechanisms.
Biochem/physiol ActionsEnniatins 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.
enniatin B1 Preparation Products And Raw materials
enniatin A 2-(3,4-Dihydroxyphenyl)-8-(2-O-beta-L-galactopyranosyl-beta-D-glucopyranosyl)-5,7-dihydroxy-4H-1-Benzopyran-4-one ENNIATIN B Hydroxyecdysone enniatin A1 (4E,6E)-1,7-Diphenyl-4,6-heptadien-3-one Artemether beta-Sitosterol BEAUVERICIN hydroxygenkwanin GRAMICIDIN A alpha-Terpineol beta-Eudesmol MOSLOFLAVONE alpha-Cyperone

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