Alamethicin
Sign in to saveAlamethicin 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
Research
1,264 papers- The conformational properties of alamethicin in ethanol studied by NMR.European biophysics journal : EBJ · 2024
- Alamethicin channel inactivation caused by voltage-driven flux of alamethicin.Biochimica et biophysica acta. Biomembranes · 2024
- Alamethicin and related membrane channel forming polypeptides.Molecular and cellular biochemistry · 1983
- The history of alamethicin: a review of the most extensively studied peptaibol.Chemistry & biodiversity · 2007
- Alamethicin: a peptide model for voltage gating and protein-membrane interactions.Annual review of biophysics and biomolecular structure · 1994
via PubMed
Wikidata facts
- Mass
- 1963.114248299999
Show 3 more facts
- chemical formula
- C₉₂H₁₅₀N₂₂O₂₅
- isomeric SMILES
- CC(C)C[C@@H](C(=O)NC(C)(C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CC2=CC=CC=C2)CO)NC(=O)CNC(=O)C(C)(C)NC(=O)[C@H](C(C)C)NC(=O)C(C)(C)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](C)NC(=O)C(C)(C)NC(=O)[C@H](C)NC(=O)C(C)(C)NC(=O)[C@@H]3CCCN3C(=O)C(C)(C)NC(=O)C
- canonical SMILES
- CC(=O)NC(C)(C)C(=O)N1CCCC1C(=O)NC(C)(C)C(=O)NC(C)C(=O)NC(C)(C)C(=O)NC(C)C(=O)NC(CCC(N)=O)C(=O)NC(C)(C)C(=O)NC(C(=O)NC(C)(C)C(=O)NCC(=O)NC(CC(C)C)C(=O)NC(C)(C)C(=O)N1CCCC1C(=O)NC(C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NC(CCC(=O)O)C(=O)NC(CCC(N)=O)C(=O)NC(CO)Cc1ccccc1)C(C)C)C(C)C
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Article
3 sectionsContents
- Biosynthesis
- References
- Further reading
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 Ac-Aib-Pro-Aib-Ala-Aib-Ala-Gln-Aib-Val-Aib-Gly-Leu-Aib-Pro-Val-Aib-Aib-Glu-Gln-Phl
where Ac = acetyl, Phl = phenylalaninol, and Aib = 2-Aminoisobutyric acid.