Alamethicin[1] | |
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N-acetyl-2-methylalanyl-L-prolyl-2-methylalanyl-L-alanyl-2-methylalanyl-L-alanyl-L-glutaminyl-2-methylalanyl-L-valyl-2-methylalanylglycyl-D-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 | 27061-78-5 |
PubChem | 16132042 |
ChemSpider | 17288702 |
ChEMBL | CHEMBL438243 |
Jmol-3D images | Image 1 Image 2 |
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Properties | |
Molecular formula | C92H150N22O25 |
Molar mass | 1964.31 g/mol |
Appearance | Off white solid |
Melting point |
255-270 °C |
Solubility in water | Insoluble |
Solubility in DMSO, methanol, ethanol | Soluble |
(verify) (what is: / ?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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Infobox references |
Alamethicin is a peptide antibiotic, produced by the fungus Trichoderma viride. It contains the non-proteinogenic amino acid 2-aminoisobutyric acid (Aib), which strongly induces helical peptide structures. The peptide sequence is:
Ac-Aib-Pro-Aib-Ala-Aib-Ala-Gln-Aib-Val-Aib-Gly-Leu-Aib-Pro-Val-Aib-Aib-Glu-Gln-Phl
(Ac = acetyl, Phl = phenylalaninol)
In cell membranes, it forms voltage-dependent ion channels by aggregation of four to six molecules.
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