A cationic peptide antibiotic
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Polymyxin B1

Item No. 14074

Technical Information
Formal Name
(S)-N-((S)-4-amino-1-(((2S,3R)-1-(((S)-4-amino-1-oxo-1-(((3S,6S,9S,12S,15R,18S,21S)-6,9,18-tris(2-aminoethyl)-15-benzyl-3-((R)-1-hydroxyethyl)-12-isobutyl-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclotricosan-21-yl)amino)butan-2-yl)amino)-3-hydroxy-1-oxobutan-2-yl)amino)-1-oxobutan-2-yl)-6-methyloctanamide
CAS Number
4135-11-9
Molecular Formula
C56H98N16O13
Formula Weight
Purity
≥95%
A crystalline solid
1N HCl: 10 mg/ml
SMILES
O=C([C@@H](NC([C@H](CCN)NC(CCCC[C@@H](C)CC)=O)=O)[C@@H](C)O)N[C@@H](CCN)C(N[C@@H](CCNC([C@@H](NC([C@@H](NC([C@H](CCN)N1)=O)CCN)=O)[C@H](O)C)=O)C(N[C@@H](CCN)C(N[C@H](CC2=CC=CC=C2)C(N[C@@H](CC(C)C)C1=O)=O)=O)=O)=O
InChi Code
InChI=1S/C56H98N16O13/c1-7-32(4)13-11-12-16-44(75)63-36(17-23-57)51(80)72-46(34(6)74)56(85)68-39(20-26-60)48(77)67-41-22-28-62-55(84)45(33(5)73)71-52(81)40(21-27-61)65-47(76)37(18-24-58)66-53(82)42(29-31(2)3)69-54(83)43(30-35-14-9-8-10-15-35)70-49(78
InChi Key
WQVJHHACXVLGBL-CTMZAJDNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    The polymyxins are cationic peptides originally isolated from B. polymyxa.1 They bind and kill Gram-negative bacteria.2 The B series of polymyxins consist of a cyclic heptapeptide and a tripeptide side chain acylated at the amino terminus by a fatty acid. Polymyxin B1 is a form of polymyxin B which terminates with 6-methyloctanamide. Polymyxin B1 is comparable to other B polymyxins in its ability to kill P. aeruginosa, A. baumannii, and K. pneumoniae isolates.3 Its relative pharmacokinetics and nephrotoxicity have not been examined.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Falagas, M.E., and Kasiakou, S.K. Toxicity of polymyxins: A systematic review of the evidence from old and recent studies. Crit. Care 10(1), (2006).

    2. Hancock, R.E.W. Cationic peptides: Effectors in innate immunity and novel antimicrobials. Lancet Infect. Dis. 1(3), 156-164 (2001).

    3. Tam, V.H., Cao, H., Ledesma, K.R., et alIn vitro potency of various polymyxin B components. Antimicrob. Agents Chemother. 55(9), 4490-4491 (2011).