Alamethicin
Alamethicin (CAS 27061-78-5) is an antimicrobial peptide derived from fungal species. Structurally, alamethicin is characterized by the presence of the amphiphilic amino acid 2-aminoisobutyric acid, facilitating robust helical formation. Its primary mechanism involves incorporation into cellular membranes, leading to the formation of voltage-gated ion channels that disrupt membrane integrity and function. Alamethicin is extensively utilized as a research tool to study ion channel gating dynamics, peptide-membrane interactions, and related cellular responses in vitro.
| Physical Appearance | A crystalline solid |
| Storage | Store at -20°C |
| M.Wt | 1964.3 |
| Cas No. | 27061-78-5 |
| Formula | C92H150N22O25 |
| Synonyms | Antibiotic U-22324 |
| Solubility | ≤10mg/ml in methanol;10mg/ml in DMSO |
| Chemical Name | (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-3,3,6,9,9,12,18,18,24,24,33,33-dodecamethyl-1,4,7,10,13,16,19,22,25,28,31-undecaoxo-2,5,8,11,14,17,20,23,26, |
| SDF | Download SDF |
| Canonical SMILES | CC(C[C@H](NC(CNC(C(C)(NC([C@@H](NC(C(C)(NC([C@@H](NC([C@@H](NC(C(C)(NC([C@@H](NC(C(C)(NC([C@H]1CCCN1C(C(C)(NC(C)=O)C)=O)=O)C)=O)C)=O)C)=O)C)=O)CCC(N)=O)=O)C)=O)C(C)C)=O)C)=O)=O)C(NC(C)(C(N2CCC[C@H]2C(N[C@H](C(NC(C)(C(NC(C)(C(N[C@@H](C(N[C@@H](C(N[C@H |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Cell experiment [1]: | |
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Cell lines |
The dicotyledonous lima bean |
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Preparation method |
The solubility of this compound in DMSO is ≤ 10mg/ml. General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months. |
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Reacting condition |
5nM, 25nM |
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Applications |
Upon a 5nM ALA stimulus a 40mV depolarization was induced and detected at a distance of 5 cm on the same leaf in lima bean. Systemic electric propagation was tested and demonstrated in barley. Application of 25 nM ALA on one leaf (S-leaf) resulted in a 45mV depolarization response at a distant of 25 cm on a different leaf (T-leaf), indi-cating that ALA induced a systemic elec-trical response that moved from one to the other leaf. |
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References: [1]. Maischak H, Zimmermann MR, Felle HH, Boland W, Mithöfer A. Alamethicin-induced electrical long distance signaling in plants. Plant Signal Behav. 2010 Aug;5(8):988-90. doi: 10.1104/pp.108.133884. Epub 2010 Aug 1. PubMed PMID:20724839; PubMed Central PMCID: PMC3115176. |
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Quality Control & MSDS
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Chemical structure
