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cancer research reagents

Alamethicin

MSDSSample CoA
 
Source: Trichoderma viride
SynonymsAntibiotic U-22324

N-Acetyl-2-methylalanyl-L-prolyl-2-methylalanyl-L-alanyl-2-methylalanyl-L-alanyl-L-glutaminyl-2-methylalanyl-L-valyl-2-methylalanylglycyl-L-leucyl-2-methylalanyl-L-prolyl-L-valyl-2-methylalanyl-2-methylalanyl-L-α-glutamyl-N1-[(2R)-1-hydroxy-3-phenylpropan-2-yl]-L-glutamamide
Description: A peptide antibiotic that can act as a monovalent cation ionophore
CAS number: 27061-78-5
Merck index:  
Molecular weight: 1964.3
Structure:

Alamethicin molecular structure. Click to enlarge
Click image to enlarge

Molecular Formula: C92H150N22O25
Canonical SMILES  
Solubility
information:
DMSO, Methanol, Ethanol
Specifications 
Appearance: Off white solid
Purity: At least 98% by TLC

λmax:

Alamethicin shows only end-absorption
Melting point255°C-270°C
Solubility 
Storage-20°C.
ApplicationsCan mimic nerve action potential across artificial membranes
WarningsTOXIC.
ClassificationPeptide antibiotic
Ionophore
Related products 
 For Research use only. Not for Human or Drug use
GMP/API grade available on request
Alamethicin by Fermentek is not produced from or contains any ingredients from animal origin.
No genetically modified organisms are used.
Publications 
 Bonnafous JC, Dornand J, Mani JC.
Alamethicin or detergent permeabilization of the cell membrane as a tool for adenylate cyclase determination.
Biochim Biophys Acta. 1982 Jun 8;720(3):235-41.
 Vedovato N, Baldini C, Toniolo C, Rispoli G.
Alamethicin : Pore-forming properties F50/5 inserted in a biological membrane.
Chem Biodivers. 2007 Jun;4(6):1338-46.
 Woolley GA.
Channel-forming activity of alamethicin: effects of covalent tethering.
Chem Biodivers. 2007 Jun;4(6):1323-37.
 Futaki S, Asami K.
Ligand-induced extramembrane conformation switch controlling alamethicin assembly and the channel current.
Chem Biodivers. 2007 Jun;4(6):1313-22.
 Stella L, Burattini M, Mazzuca C, Palleschi A, Venanzi M, Coin I, Peggion C, Toniolo C, Pispisa B.
Alamethicin interaction with lipid membranes: a spectroscopic study on synthetic analogues.
Chem Biodivers. 2007 Jun;4(6):1299-312.
 Marsh D, Jost M, Peggion C, Toniolo C.
Lipid chain-length dependence for incorporation of alamethicin in membranes: electron paramagnetic resonance studies on TOAC-spin labeled analogs.
Biophys J. 2007 Jun 1;92(11):4002-11. Epub 2007 Mar 9.

Alamethicin on Wikipedia

Trichoderma viride, the mold that make alamethicin
Trichoderma viride

 


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Alamethicin, a peptide antibiotic. for sale.