| Alamethicinantibiotic peptide |
Sample solution is provided at 25 µL, 10mM.
Nature.2017 Jan 19;541(7637):417-420.
Nature.2018 Nov;563(7731):407-411.Nature.2018 Jun 13.Nature.2018 Jun 27.Nature.2018 Mar 29;555(7698):673-677.Nature.2017 Sep 7;549(7670):96-100.Nature.2016 Apr 21;532(7599):398-401.
Science.2016 Aug 5;353(6299)594-8Nat Nanotechnol.2017 Dec;12(12):1190-1198.Nature Biotechnology.2017 Jun;35(6):569-576Nat Med.2018 Sep 17.Cell.2018 Dec 21. pii: S0092-8674(18)31561-7.Cell.Available online 25 October 2018.Cell.2018 Sep 27. pii: S0092-8674(18)31183-8.Cell.2018 Jun 28;174(1):172-186.e21.Cell.2018 Feb 22;172(5):1007-1021.e17.Cell.2017 Nov 30;171(6):1284-1300.e21.Cell.2017 Aug 17. pii: S0092-8674(17)30869-3.Cell.2017 Jul 13;170(2):312-323Nat Med.2018 Jan 29.Nat Med.2017 Nov;23(11):1342-1351.Cell.2017 Apr 6;169(2):286-300.Cell.2015 Aug 27;162(5):987-1002.Cell.2015 Feb 12;160(4):729-44.Nature Medicine.2017 Apr;23(4):493-500.Cancer Cell.2018 May 14;33(5):905-921.e5.Cancer Cell.2018 Apr 9;33(4):752-769.e8.Cancer Cell.2018 Mar 12;33(3):401-416.e8.Cancer Cell.2017 Aug 14;32(2):253-267.e5.Nat Methods.2018 Jul;15(7):523-526.Cell Stem Cell.2018 May 3;22(5):769-778.e4.Cell Stem Cell.2017 Nov 20. pii: S1934-5909(17)30375-2.Quality Control & MSDS
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- Purity ≥ 90.00%
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- MSDS (Material Safety Data Sheet)
Chemical structure
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| Cas No. | 27061-78-5 | SDF | Download SDF |
| Synonyms | Antibiotic U-22324 | ||
| 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, | ||
| 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 | ||
| Formula | C92H150N22O25 | M.Wt | 1964.3 |
| Solubility | ≤10mg/ml in methanol;10mg/ml in DMSO | Storage | Store at -20°C |
| Physical Appearance | A crystalline solid | Shipping Condition | Evaluation sample solution : ship with blue ice.All other available size:ship with RT , or blue ice upon request |
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. | ||
Alamethicin is an antibiotic peptide.
Plenty of peptide antibiotics have been identified in the past half-century, falling into two classes, non-ribosomally synthesized peptides, such as polymyxins, gramicidins, bacitracins, glycopeptides, and ribosomally synthesized (natural) peptides. The former are usually modified and produced by bacteria, while the latter are produced by all species as a major component of the host defense molecules.
In vitro: Alamethicin was identified as an antibiotic peptide belonging to membrane active peptides of fungal origin with an unusual amphiphilic amino acid, 2-aminoisobutyric acid, which can induce helical peptide structures strongly, leading to the formation of voltage-gated ion channels in the cell membrane bilayers. Alamethicin is also widely used as agent to induce various defense responses and physiological in eukaryotic cells [1]. In addition, alamethicin was quite often used to evaluate voltage gating, ion channel assembly, as well as peptide-membrane interactions [2, 3].
In vivo: Up to now, alamethicin is only for in-vitro usage and there is no animal in-vivo study reported.
Clinical trial: So far, no clinical study has been conducted.
References:[1] Maischak, H. ,Zimmermann, M.R.,Felle, H.H., et al. Alamethicin-induced electrical long distance signaling in plants. Plant Signal.Behav. 5(8), 988-990 (2010).[2] Jones, L. R.,Maddock, S.W. and Besch, H.R., Jr. Unmasking effect of alamethicin on the (Na+,K+)-ATPase, β-adrenergic receptor-coupled adenylate cyclase, and cAMP-dependent protein kinase activities of cardiac sarcolemmal vesicles. The Journal of Biological Chemisty 255(20), 9971-9980 (1980).[3] Pan, J. ,Tristram-Nagle, S. and Nagle, J.F. Alamethicin aggregation in lipid membranes. Journal of Membrane Biology 231(1), 1-36 (2009).
