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Polymyxin B

Clinical data
Routes of administration	Topical
ATC code	A07AA05 (WHO) J01XB02 (WHO) S01AA18 (WHO) S02AA11 (WHO) S03AA03 (WHO) QJ51XB02 (WHO)
Identifiers
IUPAC name N-[4-amino-1-[[1-[[4-amino-1-oxo-1-[[6,9,18-tris (2-aminoethyl)-15-benzyl-3-(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]amino]-3-hydroxy-1-oxobutan-2-yl] amino]-1-oxobutan-2-yl]-6-methyloctanamide
CAS Number	1405-20-5
PubChem CID	5702105
DrugBank	APRD01190
CompTox Dashboard (EPA)	DTXSID5045839
ECHA InfoCard	100.014.340
Chemical and physical data
Formula	C56H100N16O17S
Molar mass	1301.56 g/mol g·mol

Polymyxin B is an antibiotic primarily used for resistant gram-negative infections. It is derived from the bacterium Bacillus polymyxa. Polymyxin B sulfate has a bactericidal action against almost all gram-negative bacilli except the Proteus group. Polymyxins bind to the cell membrane and alter its structure making it more permeable. The resulting water uptake leads to cell death. They are cationic, basic proteins that act like detergents (surfactants). Side-effects include neurotoxicity and acute renal tubular necrosis. It is commonly used in the topical first-aid preparation Neosporin.

1. Family of polypeptides with attached fatty acid; cationic detergent at physiological pH, both hydrophilic and hydrophobic properties
2. Bactericidal for gram-negative; little to no effect on gram-positive since cell wall is too thick to permit access to membrane

Mechanism of action

1. Alters bacterial outer membrane permeability by binding to a negatively charged site in the lipopolysaccharide layer, which has an electrostatic attraction for the positively charged amino groups in the cyclic peptide portion (this site normally is a binding site for calcium and magnesium counter ions); the result is a destabilized outer membrane
2. Fatty acid portion dissolves in hydrophobic region of cytoplasmic membrane and disrupts membrane integrity
3. Leakage of cellular molecules, inhibition of cellular respiration
4. Binds and inactivates endotoxin
5. Relative absence of selective toxicity: nonspecific for cell membranes of any type, highly toxic

Research application

1. In addition to its antibiotic function, polymix B has been used to clear endotoxin contamination in reagents.

References

1. Cardoso LS, Araujo MI, Góes AM, Pacífico LG, Oliveira RR, Oliveira SC (2007). "Polymyxin B as inhibitor of LPS contamination of Schistosoma mansoni recombinant proteins in human cytokine analysis". Microb. Cell Fact. 6: 1. doi:10.1186/1475-2859-6-1. PMC 1766364. PMID 17201926.{{cite journal}}: CS1 maint: multiple names: authors list (link) CS1 maint: unflagged free DOI (link)

• Polymyxin antibiotics
• Otologicals