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HomeProduct name listenniatin A

enniatin A

Synonym(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]

enniatin A Structural

What is enniatin A?

Description

Enniatins are cyclohexadepsipeptides commonly isolated from fungi that are known to have antibiotic properties and to induce apoptosis in several cancer lines. Many function as ionophores, forming pores in cellular membranes to allow selective ion transport. Enniatin A is one of four major analogs in the enniatin complex . It has been shown to moderately inhibit acyl-CoA:cholesterol acyltranferase activity in rat liver microsomes with an IC50 value of 22 μM. Enniatin A also demonstrates anthelmintic properties against N. brasiliensis, T. spiralis, and H. spumosa.

The Uses of enniatin A

Enniatins are a family of depsipeptide ionophores, produced by 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 A is one of four major analogues of the enniatin complex and has not previously been available for investigation.

The Uses of enniatin A

Enniatins 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 A is one of four major analogues of the enniatin complex.

The Uses of enniatin A

Enniatins are cyclohexadepsipeptides commonly isolated from fungi that are known to have antibiotic properties and to induce apoptosis in several cancer lines. Many function as ionophores, forming pores in cellular membranes to allow selective ion transport. Enniatin A is one of four major analogs in the enniatin complex . It has been shown to moderately inhibit acyl-CoA:cholesterol acyltranferase activity in rat liver microsomes with an IC50 value of 22 μM. Enniatin A also demonstrates anthelmintic properties against N. brasiliensis, T. spiralis, and H. spumosa.[Cayman Chemical]

What are the applications of Application

Enniatin A is a Fusarium produced depsipeptide ionophore

Definition

ChEBI: An enniatin obtained from formal cyclocondensation of three N-[(2R)-2-hydroxy-3-methylbutanoyl]-N-methyl-L-isoleucine units.

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).

Properties of enniatin A

Melting point: 122-124 °C
Boiling point: 847.4±65.0 °C(Predicted)
Density  1.022±0.06 g/cm3(Predicted)
storage temp.  -20°C
solubility  DMSO: soluble10mg/mL
form  White to off-white crystalline solid.
pka -0.96±0.70(Predicted)

Safety information for enniatin A

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

Computed Descriptors for enniatin A

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