Alamethicin

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Alamethicin

A-1286
  • CAS: 27061-78-5
  • Formula: C92H150N22O25
  • MW: 1964.4
  • Appearance: Off-white to beige powder
  • Purity: >99% by TLC

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Alameticin is a linear peptide antibiotic isolated from the fungus Trichoderma viridae. It is linear and consists of 20 amino acid residues. Under proper conditions it can produce action potentials similar to that of nerve axons. Alamethicin is known to exhibit voltage dependent ion channel activity in membrane environments. Alamethicin has a high affinity for lipid bilayers, therefore, alamethicin binds to the surface of lipid bilayers and can be inserted into the membrane.

Alamethicin channels are formed by parallel bundles of the transmembrane helical monomers surrounding a central water-filled pore, and are composed of 3–12 alamethicin molecules. The ion channel activity of alamethicin makes it a suitable model to investigate voltage dependent ion channel proteins. Effective against gram positive bacteria and fungi.

 

Additional Information

SynonymsAntibiotic U-22324
Product #A-1286
CAS #27061-78-5
Chemical NameN-Acetyl-2-methylalanyl-L-prolyl-2- methylalanyl-L-alanyl-2-methylalanyl-L-alanyl-Lglutaminyl-2-methylalanyl-L-valyl-2- methylalanylglycyl-L-leucyl-2-methylalanyl-L-prolylL-valyl-2-methylalanyl-2-methylalanyl-L-½‚±-glutamylN1-[(2R)-1-hydroxy-3-phenylpropa
FormulaC92H150N22O25
MW1964.4
AppearanceOff-white to beige powder
Purity>99% by TLC
SolubilityDMSO: 10mg/ml Clear Solution, CH3OH: 10mg/ml Clear Solution
Melting Point268-271°C
PreparationStore Solutions at -20°C for up to 2 months.
Storage Temp-20°C
Therapeutic AreaInfectious Diseases
UseAlamethicin is a peptide antibiotic, produced by the fungus Trichoderma viride

Additional Information

MDL NumberMFCD00151517
ChemACXX1009632-9
InChIInChI=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
SMILESC[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](Cc2ccccc2)CO)NC(=O)C(C
Peptide SequenceAC-AIB-PRO-AIB-ALA-AIB-ALA-GLN-AIB-VAL-AIB-GLY-LEU-AIB-PRO-VAL-AIB-AIB-GLU-GLN-PHENYLALANINOL

Additional Information

GHS Pictograms
UN #'SUN 3288
PACKING GROUPIII
HandlingStore in Tightly Sealed Vial

Additional Information

msds 1A-1286, Alamethicin, SDS, diamond format.pdf
Certificate of Analysis 1A-1286, J1079A.pdf
Certificate of Analysis 2A-1286, J1079.pdf
Certificate of Analysis 3A-1286, H1379.pdf
E-Brochure Fermentation
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