Alamethicin, Ready Made Solution from Trichoderma viride

SIGMA/A5361 - 5 mg/mL in DMSO

Synonym: U-22324

CAS Number: 27061-78-5
EC Number: 200-664-3
MDL Number: MFCD00151517
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-A5361-500UL	500 µL	$315.00 1/EA	Add To Favorites

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Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	Gram-positive bacteria
assay	≥98% (HPLC)
concentration	5 mg/mL in DMSO
form	DMSO solution
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
InChI key	LGHSQOCGTJHDIL-SLKIUSOBSA-N
mode of action	cell membrane \| interferes
Quality Level	200
shipped in	wet ice
SMILES string	N2([C@@H](CCC2)C(=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](CO)Cc3ccccc3)C(=O)C(NC(=O)[C@@H](NC(=O)CNC(=O)C(NC(=O)[C@@H](NC(=O)C(NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C(NC(=O)[C@@H](NC(=O)C(NC(=O)[C@H]1N(
storage temp.	−20°C

Application:	Alamethicin is a 20-amino acid channel-forming peptide antibiotic that can function as a monovalent cation ionophore. Alamethicin has been used to develop methods for the routine assessment of potential new drug candidates to elicit their pharmacokinetic drug interactions.
Application:	Alamethicin, Ready Made Solution from Trichoderma viride has been used : • In the uridine 5′-diphospho-glucuronosyltransferase activity assay. • To determine the Na, K-ATPase activity in permeabilized bovine nonpigmented epithelium cells. • In methylcrotonyl-CoA carboxylase activity assay.
Biochem/physiol Actions:	Alamethicin is a 20-amino acid channel-forming peptide antibiotic isolated from the fungus Trichoderma viride. Alamethicin consists of several isoforms, for which structural information has been published.Alamethicin forms voltage-dependent channels across lipid bilayer membranes. The Alamethicin channel is built by a bundle of helical monomers forming a water filled transmembrane pore. The conductivity level of the channel is determined by the number of associated helical monomers (3-12), which generates a non aligned supermolecular structure with an aqueous core through which ions can cross lipid membranes. Alamethicin catalyzes the exchange of protons for monovalent cations with little difference in affinitiesand has the ability to transport cations through biological and artificial lipid membranes. Alamethicin can be used for the permeabilization of mitochondria without affecting the outer or inner membranes.
General description:	Alamethicin belongs to the peptaibol family of antimicrobial peptides. It is mainly composed of hydrophobic amino acids. It possess a helical structure with a movable hinge region at Gly-11 position.
Physical form:	The product contains a mixture of alamethicin isoforms. It is supplied as a 5 mg/mL, 0.2 μm filtered solution in DMSO.

RIDADR	UN 3462 6.1 / PGIII
WGK Germany	WGK 1
Flash Point(F)	188.6 °F - closed cup
Flash Point(C)	87 °C - closed cup

Purity	≥98% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352200

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