| Size | Price | Stock | Qty |
|---|---|---|---|
| 1mg |
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| 5mg |
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| 10mg | |||
| Other Sizes |
| Targets |
- Biological membranes (cell membranes/lipid bilayers) for ion channel formation [2]
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|---|---|
| ln Vitro |
- Alamethicin (U22324) acts as a membrane dipole potential modifier and induces ion channel formation in biological membranes. In artificial lipid bilayer membranes, it forms voltage-dependent cation channels at concentrations of 0.1–1 μM, increasing membrane permeability to monovalent cations (e.g., Na⁺, K⁺) [2]
- It modulates membrane dipole potential, thereby affecting the gating and function of intrinsic ion channels in cell membranes. At 0.5 μM, it shifts the dipole potential of lipid bilayers by ~50 mV, altering the open probability of ion channels [2] |
| Cell Assay |
- Lipid bilayer ion channel assay: Artificial lipid bilayers were prepared by depositing phospholipids on a porous support. Alamethicin (U22324) (0.1–1 μM) was added to the aqueous phase, and voltage was applied across the bilayer. Ion currents were recorded using patch-clamp techniques to detect channel formation and ion permeability [2]
- Membrane dipole potential measurement assay: Fluorescent probes sensitive to dipole potential were incorporated into lipid vesicles. Alamethicin (U22324) (0.2–0.8 μM) was incubated with the vesicles, and fluorescence intensity changes were measured at specific wavelengths to quantify dipole potential shifts [2] |
| References | |
| Additional Infomation |
A cyclic 19-peptide antibiotic, which can be used as an ion carrier, is produced by Trichoderma viride strains. (Excerpt from Dictionary of Microbiology and Molecular Biology, 2nd edition, by Singleton and Sainsbury) - Aramamycin (U22324) is a cyclic peptide antibiotic biosynthesized by Trichoderma viride [1] - Its core mechanism involves insertion into the biomembrane (lipid bilayer) and self-assembly to form ion channels, thereby disrupting membrane permeability and ion homeostasis [2] - It is widely used as a tool for studying ion channel formation, membrane dipole potential regulation, and membrane transport processes [2] - The biosynthesis of aramamycin (U22324) involves peptide chain assembly mediated by nonribosomal peptide synthases (NRPS) in Trichoderma viride [1]
|
| Molecular Formula |
C92H150N22O25
|
|---|---|
| Molecular Weight |
1964.30
|
| Exact Mass |
1963.11
|
| CAS # |
27061-78-5
|
| PubChem CID |
16132042
|
| Sequence |
Ac-2-MeAla-L-Pro-2-MeAla-L-Ala-2-MeAla-L-Ala-L-Glu(NH2)-2-MeAla-L-Val-2-MeAla-Gly-L-Leu-2-MeAla-L-Pro-L-Val-2-MeAla-2-MeAla-L-Glu-L-Glu(NH2)-phenylalaninol
|
| Appearance |
White to yellow solid powder
|
| Melting Point |
255-270ºC
|
| Source |
Originated from microorganisms: fungus Trichoderma viride
|
| LogP |
3.967
|
| Hydrogen Bond Donor Count |
22
|
| Hydrogen Bond Acceptor Count |
25
|
| Rotatable Bond Count |
53
|
| Heavy Atom Count |
139
|
| Complexity |
4520
|
| Defined Atom Stereocenter Count |
11
|
| SMILES |
C[C@@H](C(=O)N[C@@H](CCC(=O)N)C(=O)NC(C)(C)C(=O)N[C@@H](C(C)C)C(=O)NC(C)(C)C(=O)NCC(=O)N[C@@H](CC(C)C)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)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
|
| InChi Key |
LGHSQOCGTJHDIL-UTXLBGCNSA-N
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| InChi Code |
InChI=1S/C92H150N22O25/c1-47(2)43-58(72(127)108-92(24,25)84(139)113-41-29-33-59(113)73(128)103-65(48(3)4)75(130)111-90(20,21)82(137)112-89(18,19)80(135)102-56(37-40-64(120)121)70(125)101-55(35-38-61(93)117)69(124)98-54(46-115)44-53-31-27-26-28-32-53)99-63(119)45-95-77(132)85(10,11)110-76(131)66(49(5)6)104-81(136)88(16,17)107-71(126)57(36-39-62(94)118)100-67(122)50(7)96-78(133)86(12,13)106-68(123)51(8)97-79(134)87(14,15)109-74(129)60-34-30-42-114(60)83(138)91(22,23)105-52(9)116/h26-28,31-32,47-51,54-60,65-66,115H,29-30,33-46H2,1-25H3,(H2,93,117)(H2,94,118)(H,95,132)(H,96,133)(H,97,134)(H,98,124)(H,99,119)(H,100,122)(H,101,125)(H,102,135)(H,103,128)(H,104,136)(H,105,116)(H,106,123)(H,107,126)(H,108,127)(H,109,129)(H,110,131)(H,111,130)(H,112,137)(H,120,121)/t50-,51-,54-,55-,56-,57-,58-,59-,60-,65-,66-/m0/s1
|
| Chemical Name |
(4S)-4-[[2-[[2-[[(2S)-2-[[(2S)-1-[2-[[(2S)-2-[[2-[[2-[[(2S)-2-[[2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[2-[[(2S)-1-(2-acetamido-2-methylpropanoyl)pyrrolidine-2-carbonyl]amino]-2-methylpropanoyl]amino]propanoyl]amino]-2-methylpropanoyl]amino]propanoyl]amino]-5-amino-5-oxopentanoyl]amino]-2-methylpropanoyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-5-[[(2S)-5-amino-1-[[(2S)-1-hydroxy-3-phenylpropan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-5-oxopentanoic acid
|
| Synonyms |
U-22324 U-22324 U-22324
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment, avoid exposure to moisture. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
|
| Solubility (In Vitro) |
DMSO : ~100 mg/mL (~50.91 mM)
|
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (1.27 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), Clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of DMSO stock solution (25.0 mg/mL) to 400 μL of PEG300 and mix well; then add 50 μL of Tween-80 and mix well; finally add 450 μL of physiological saline and adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (1.27 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), Clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of DMSO stock solution (25.0 mg/mL) to 900 μL of corn oil and mix well. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 0.5091 mL | 2.5454 mL | 5.0909 mL | |
| 5 mM | 0.1018 mL | 0.5091 mL | 1.0182 mL | |
| 10 mM | 0.0509 mL | 0.2545 mL | 0.5091 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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