CAS 27061-78-5

alamethicin from trichoderma viride

Description:

Alamethicin is a peptide antibiotic produced by the fungus Trichoderma viride, characterized by its ability to form ion channels in biological membranes. It is composed of a sequence of amino acids that contribute to its amphipathic nature, allowing it to interact with lipid bilayers effectively. Alamethicin exhibits a unique structure that enables it to insert into membranes, leading to increased permeability and disruption of cellular homeostasis. This compound is known for its antifungal and antibacterial properties, making it of interest in both microbiological research and potential therapeutic applications. Its mechanism of action involves the formation of transmembrane pores, which can facilitate the passage of ions and small molecules, ultimately affecting cellular function. Alamethicin is also studied for its role in membrane biophysics and as a model for understanding ion channel behavior. Due to its biological activity, it has garnered attention in the fields of pharmacology and biotechnology, although its use is primarily limited to research settings.

Formula: C₉₂H₁₅₀N₂₂O₂₅

InChI: InChI=1/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

SMILES: CC(C)C[C@@H](C(=NC(C)(C)C(=O)N1CCC[C@H]1C(=N[C@@H](C(C)C)C(=NC(C)(C)C(=NC(C)(C)C(=N[C@@H](CCC(=O)O)C(=N[C@@H](CCC(=N)O)C(=N[C@@H](Cc1ccccc1)CO)O)O)O)O)O)O)O)N=C(CN=C(C(C)(C)N=C([C@H](C(C)C)N=C(C(C)(C)N=C([C@H](CCC(=N)O)N=C([C@H](C)N=C(C(C)(C)N=C([C@H](C)N=C(C(C)(C)N=C([C@@H]1CCCN1C(=O)C(C)(C)N=C(C)O)O)O)O)O)O)O)O)O)O)O

Synonyms:

• Alamethicin

Alamethicin (U-22324)

CAS: 27061-78-5

Formula: C₉₂H₁₅₀N₂₂O₂₅

Purity: 98%

Color and Shape: Liquid

Molecular weight: 1964.3078

Ref: IN-DA0038UF

Alamethicin

CAS: 27061-78-5

Formula: C₉₂H₁₅₀N₂₂O₂₅

Molecular weight: 1964.31

Ref: 7W-GA1174

Alamethicin from Trichoderma viride

CAS: 27061-78-5

Alamethicin from Trichoderma viride

Formula: C₉₂H₁₅₀N₂₂O₂₅

Purity: By hplc: 4 peaks. complies to (Typical Value in Batch COA)

Color and Shape: off-white powder

Molecular weight: 1,964.31g/mol

Ref: 54-BIA4314

Alamethicin

CAS: 27061-78-5

Formula: C₉₂H₁₅₀N₂₂O₂₅

Molecular weight: 1964.34

Ref: 4Z-A-287001

Alamethicin

Controlled Product

CAS: 27061-78-5

Applications Alamethicin is a peptide antibiotic, produced by the fungus Trichoderma viride. Alamethicin contains the non-proteinogenic amino acid 2-aminoisobutyric acid (Aib), which strongly induces helical peptide structures. In cell membranes, it forms voltage-dependent ion channels by aggregation of four to six molecules.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Afonin, S., et al.: Chembiochem., 4, 1151 (2003), Henriques, S., et al.: Biochem. J., 399, 1 (2006), Almeida, P., et al.: Biochemistry, 48, 8083 (2009), Heitz, F., et al.: Br. J. Pharmacol., 157, 195 (2009),

Formula: C₉₂H₁₅₀N₂₂O₂₅

Color and Shape: Neat

Molecular weight: 1964.31

Ref: TR-A470700

Alamethicin

CAS: 27061-78-5

Alamethicin is isolated from Trichoderma viride. It is a channel-forming peptide antibiotic and induces voltage-gated conductance in model and cell membranes.

Formula: C₉₂H₁₅₀N₂₂O₂₅

Purity: 99.55%

Color and Shape: Solid

Molecular weight: 1964.31

Ref: TM-T10278

Alamethacin

CAS: 27061-78-5

Alamethacin is a peptide antibiotic, which is derived from the soil fungus Trichoderma viride. This compound consists of a sequence of amino acids that form a helical structure, enabling its interaction with lipid membranes. Alamethacin functions by inserting itself into cellular membranes and forming voltage-dependent ion channels. As a result, it alters membrane permeability, causing ion imbalance and leading to cell death.

Formula: C₉₂H₁₅₀N₂₂O₂₅

Purity: Min. 95%

Color and Shape: Solid

Molecular weight: 1,964.31 g/mol

Ref: 3D-AA34909