Polymyxin B nonapeptide TFA

• CAT Number: I015401
• CAS Number: 2220175-42-6
• Molecular Formula: C₄₃H₇₄N₁₄O₁₁.₅C₂HF₃O₂
• Molecular Weight: 1533.25
• Purity: ≥95%
• Target: Bacterial
• IUPAC Name: (2S,3R)-2-amino-N-[(2S)-4-amino-1-oxo-1-[[(3S,6S,9S,12S,15R,18S,21S)-6,9,18-tris(2-aminoethyl)-15-benzyl-3-[(1R)-1-hydroxyethyl]-12-(2-methylpropyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazacyclotricos-21-yl]amino]butan-2-yl]-3-hydroxybutanamide;2,2,2-trifluoroacetic acid
• InChI: InChI=1S/C43H74N14O11.5C2HF3O2/c1-22(2)20-31-40(65)52-26(10-15-44)35(60)51-29(13-18-47)39(64)57-34(24(4)59)43(68)49-19-14-30(53-36(61)28(12-17-46)54-42(67)33(48)23(3)58)38(63)50-27(11-16-45)37(62)56-32(41(66)55-31)21-25-8-6-5-7-9-25;5*3-2(4,5)1(6)7/h5-9,22-24,26-34,58-59H,10-21,44-48H2,1-4H3,(H,49,68)(H,50,63)(H,51,60)(H,52,65)(H,53,61)(H,54,67)(H,55,66)(H,56,62)(H,57,64);5*(H,6,7)/t23-,24-,26+,27+,28+,29+,30+,31+,32-,33+,34+;;;;;/m1...../s1
• InChIKey: XEIKWJLAIULVMY-YNQICIJSSA-N
• SMILES: C[C@H]([C@H]1C(=O)NCC[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CCN)CCN)CC(C)C)CC2=CC=CC=C2)CCN)NC(=O)[C@H](CCN)NC(=O)[C@H]([C@@H](C)O)N)O.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O

Polymyxin B Nonapeptide TFA（Cat No.:I015401）is a truncated derivative of polymyxin B, lacking the fatty acid chain, which significantly reduces its toxicity while retaining potent antimicrobial properties. This nonapeptide form is primarily used to permeabilize bacterial outer membranes, particularly in Gram-negative bacteria, enhancing the uptake of other antibiotics in research and therapeutic applications. Polymyxin B Nonapeptide TFA also serves as an inhibitor of endotoxin activity, making it valuable in studies of bacterial infection and immune response. Its reduced nephrotoxicity allows for broader utility in antimicrobial research without severe side effects.

Reference

[1]. Tsubery H, et al. Structure-function studies of polymyxin B nonapeptide: implications to sensitization of gram-negative bacteria. J Med Chem. 2000 Aug 10;43(16):3085-92.[2]. Ofek I, et al. Antibacterial synergism of polymyxin B nonapeptide and hydrophobic antibiotics in experimental gram-negative infections in mice. Antimicrob Agents Chemother. 1994 Feb;38(2):374-7.