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IUPAC name
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-[(1S)-1-benzyl-2-hydroxyethyl]-L-glutamamide
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Identifiers | |
CAS Number
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3D model (JSmol)
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ChEMBL |
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ChemSpider |
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ECHA InfoCard | 100.121.626 |
PubChem CID
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UNII |
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CompTox Dashboard (EPA)
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InChI
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SMILES
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Properties | |
Chemical formula
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C92H150N22O25 |
Molar mass | 1964.31 g/mol |
Appearance | Off white solid |
Melting point | 255 to 270 °C (491 to 518 °F; 528 to 543 K) |
Solubility in water
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Insoluble |
Solubility in DMSO, methanol, ethanol | Soluble |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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Alamethicin is a channel-forming peptide antibiotic, produced by the fungus Trichoderma viride. It belongs to peptaibol peptides which contain the non-proteinogenic amino acid residue Aib (2-aminoisobutyric acid). This residue strongly induces formation of alpha-helical structure. The peptide sequence is
where Ac = acetyl, Phl = phenylalaninol, and Aib = 2-Aminoisobutyric acid.
In cell membranes, it forms voltage-dependent ion channels by aggregation of four to six molecules.