Alamethicin

CAS: 27061-78-5

Ref. TR-A470700

Product Information

• Name: Alamethicin
• Synonyms: (3S,12R)-1-((S)-1-((6S,12S,15S,21S,30S)-1-((R)-1-(2-Acetamido-2-?methylpropanoyl)pyrrolidin-2-yl)-15-(3-amino-3-oxopropyl)-30-isobutyl-21-isopropyl-?3,3,6,9,9,2,18,18,24,24,33,33-dodecamethyl-1,4,7,10,13,16,19,22,25,28,31-?undecaoxo-2,5,8,11,14,17,20,23,26,29,32-undecaazatetratriacontan-34-?oyl)pyrrolidin-2-yl)-12-(((R)-5-amino-1-(((S)-1-hydroxy-3-phenylpropan-2-yl)amino)-1,?5-dioxopentan-2-yl)carbamoyl)-3-isopropyl-6,6,9,9-tetramethyl-1,4,7,10-tetraoxo-2,5,?8,11-tetraazapentadecan-15-oic Acid

Description

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),

• Brand: TRC

Chemical properties

• Molecular weight: 1964.31
• Formula: C₉₂H₁₅₀N₂₂O₂₅
• Color/Form: Neat
• InChI: 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+/m1/s1
• InChI key: InChIKey=LGHSQOCGTJHDIL-XXBSKXHVSA-N
• SMILES: CC(=O)NC(C)(C)C(=O)N1CCC[C@H]1C(=O)NC(C)(C)C(=O)N[C@H](C)C(=O)NC(C)(C)C(=O)N[C@H](C)C(=O)N[C@@H](CCC(N)=O)C(=O)NC(C)(C)C(=O)N[C@H](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(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CO)Cc1ccccc1)C(C)C)C(C)C