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Alamethicin (U-22324) (CAS 27061-78-5) - chemical structure image
Molecular structure of Alamethicin (U-22324), CAS Number: 27061-78-5
Alamethicin (U-22324) (CAS 27061-78-5) - chemical structure image
Molecular structure of Alamethicin (U-22324), CAS Number: 27061-78-5
Molecular structure of Alamethicin (U-22324), CAS Number: 27061-78-5

Alamethicin (U-22324) (CAS 27061-78-5)

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Alternate Names:
Alamethicin (U-22324) is also known as Antibiotic U-22324.
Application:
Alamethicin (U-22324) is a membrane channel-forming peptide antibiotic that can mimic nerve action potential across artificial membranes.
CAS Number:
27061-78-5
Molecular Weight:
1964.30
Molecular Formula:
C92H150N22O25
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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SDS & Certificate of Analysis

Alamethicin (U-22324) is a membrane-permeable antibiotic that belongs to a class of membrane active peptides called peptaibols. It is known to form voltage-dependent ion channels in lipid bilayers. This property makes it useful for studying membrane biophysics and ion transport across membranes. Alamethicin is comprised of a sequence of amino acids that allow it to integrate into lipid membranes, where it then aggregates into pore-forming structures. These structures can mimic the ion channels found in biological membranes, offering insights into the mechanisms of ion selectivity and conductivity. It can increase[32P] incorporation into phosphatidylinositol-4-phosphate. It also aids in the permeabilization of sarcoplasmic reticulum vesicles.


Alamethicin (U-22324) (CAS 27061-78-5) References

  1. Effect of membrane fluidity on tyrosine kinase activity of reconstituted epidermal growth factor receptor.  |  Ge, G., et al. 2001. Biochem Biophys Res Commun. 282: 511-4. PMID: 11401489
  2. In situ assay of the intramitochondrial enzymes: use of alamethicin for permeabilization of mitochondria.  |  Gostimskaya, IS., et al. 2003. Anal Biochem. 313: 46-52. PMID: 12576057
  3. Chemical nature and sequence of alamethicin.  |  Martin, DR. and Williams, RJ. 1976. Biochem J. 153: 181-90. PMID: 1275883
  4. Sequences of alamethicins F30 and F50 reconsidered and reconciled.  |  Kirschbaum, J., et al. 2003. J Pept Sci. 9: 799-809. PMID: 14658799
  5. Conformational changes in alamethicin associated with substitution of its alpha-methylalanines with leucines: a FTIR spectroscopic analysis and correlation with channel kinetics.  |  Haris, PI., et al. 2004. Biophys J. 86: 248-53. PMID: 14695266
  6. Calorimetry of tetraether lipids from Thermoplasma acidophilum: incorporation of alamethicin, melittin, valinomycin, and nonactin.  |  Freisleben, HJ., et al. 1992. Arch Biochem Biophys. 294: 418-26. PMID: 1567197
  7. Alamethicin interaction with lipid membranes: a spectroscopic study on synthetic analogues.  |  Stella, L., et al. 2007. Chem Biodivers. 4: 1299-312. PMID: 17589867
  8. Channel-forming activity of alamethicin: effects of covalent tethering.  |  Woolley, GA. 2007. Chem Biodivers. 4: 1323-37. PMID: 17589884
  9. Pore-forming properties of alamethicin F50/5 inserted in a biological membrane.  |  Vedovato, N., et al. 2007. Chem Biodivers. 4: 1338-46. PMID: 17589885
  10. Structure of the alamethicin pore reconstructed by x-ray diffraction analysis.  |  Qian, S., et al. 2008. Biophys J. 94: 3512-22. PMID: 18199659
  11. 20-Residue and 11-residue peptaibols from the fungus Trichoderma longibrachiatum are synergistic in forming Na+/K+ -permeable channels and adverse action towards mammalian cells.  |  Mikkola, R., et al. 2012. FEBS J. 279: 4172-90. PMID: 22994321
  12. The production of alamethicins by Trichoderma spp.  |  Brewer, D., et al. 1987. Can J Microbiol. 33: 619-25. PMID: 3664367
  13. [The changes in succinate dehydrogenase activity in Detroit-6 (VA) cells as a result of infection with the hepatitis-infectious-virus].  |  Wiener, F., et al. 1967. Experientia. 23: 84-5. PMID: 4291723
  14. Alamethicin as a permeabilizing agent for measurements of Ca(2+)-dependent ATPase activity in proteoliposomes, sealed membrane vesicles, and whole cells.  |  Ritov, VB., et al. 1993. Biochim Biophys Acta. 1148: 257-62. PMID: 8504118
  15. Influence of proline position upon the ion channel activity of alamethicin.  |  Kaduk, C., et al. 1997. Biophys J. 72: 2151-9. PMID: 9129817

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Alamethicin (U-22324), 5 mg

sc-200094
5 mg
$189.00

Alamethicin (U-22324), 25 mg

sc-200094A
25 mg
$615.00

what is the purity of alamethicin (U-22324). Thank you.

Asked by: Xiaowei
Thank you for your question. The purity of our current lot in stock of Alamethicin (U-22324) : sc-200094 is 98 % (TLC). Please contact our Technical Support department for questions about any specific lots. You can reach us by phone at (800)-457-3801 option 2, or by email at scbt@scbt.com, or by live chat.
Answered by: Technical Support
Date published: 2016-09-26
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Rated 5 out of 5 by from Vedovato et alVedovato et al. (PubMed ID 17589885) found that alamethicin (U-22324) reduced delay as well as activation of tau(a) and deactivation of tau(d) in photoreceptor rod outer segments from frog retina.
Date published: 2015-02-14
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Alamethicin (U-22324) is rated 5.0 out of 5 by 1.
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