Alamethicin (U-22324);ALAMETHICINRESEARCH GRADE;Alamethicin, Ready Made Solution;alamethicin from trichoderma viride;Alamethicin, Ready Made Solution from Trichoderma viride;Peptaibol coMplex. Additional synonyMs for the Major coMponent, alaMethicin I: AlaMethicin F30, AlaMethicin-gaMMa, U 22324;Ac-2-MeAla-L-Pro-2-MeAla-L-Ala-2-MeAla-L-Ala-L-Glu(NH2)-2-MeAla-L-Val-2-MeAla-Gly-L-Leu-2-MeAla-L-Pro-L-Val-2-MeAla-2-MeAla-L-Glu-L-Glu(NH2)-phenylalaninol;Almethicin, Antibiotic U-22324, 6-(2-methylalanine)-8-L-leucine-9-de-L-valine-12-(2-methylalanine)-13a-endo-(2-methylalanine)-18-L-glutamine-19-(N(1)-(1-(hydroxymethyl)-3-methylbutyl)-L-glutamamide)-];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;(3S,12R)-1-((S)-1-((6S,12S,15S,21S,30S)-1-((R)-1-(2-AcetaMido-2-Methylpropanoyl)pyrrolidin-2-yl)-15-(3-aMino-3-oxopropyl)-30-isobutyl-21-isopropyl-3,3,6,9,9,2,18,18,24,24,33,33-dodecaMethyl-1,4,7,10,13,16,19,22,25,28,31-undecaoxo-2,5,8,11,1
Alamethicin is an antibiotic peptide belonging to a class of membrane active peptides of fungal origin called peptaibols. It contains an unusual amphiphilic amino acid, 2-aminoisobutyric acid, which strongly induces helical peptide structures and forms voltage-gated ion channels in the lipid bilayers of cell membranes. Alamethicin is often used to study ion channel assembly, voltage gating, and peptide-membrane interactions. Alamethicin is also widely used as agent to induce various physiological and defense responses in eukaryotic cells including plants.
화학적 성질
solid
용도
Alamethicin is an acidic linear peptaibol complex with potent antibiotic activity, containing 20 “amino acids”, with acetyl and phenylalaninol termini, produced by Trichoderma sp.. Alamethicin F30 acts an ionopohore, transporting ions through membranes and artificial lipid membranes and forming voltage-dependent ion channels in lipid bilayer membranes. Alamethicin is co-produced with a parallel, neutral, linear peptaibol complex (alamethicin F50). The relative composition of alamethicin is a variable mixture of the acidic and neutral complexes, but reports on alamethacin do not generally specify the ratio of F50 to F30, and comparative data between the complexes is scant.
일반 설명
Alamethicin belongs to the peptaibol family of antimicrobial peptides. It is mainly composed of hydrophobic amino acids. It possess a helical structure with a movable hinge region at Gly-11 position.
Purification Methods
Recrystallise alamethicin from MeOH. [Panday et al. J Am Chem Soc 99 8469 1977.] The acetate has m 195-180o from MeOH/Et2O, and the acetate-methyl ester [64936-53-4] has m 145-140o from aqueous MeOH.
