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Key Documents

P0972

Sigma-Aldrich

Polymyxin B sulfate

meets USP testing specifications

Synonym(s):

Polymyxin B sulfate salt

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About This Item

Empirical Formula (Hill Notation):
C55H96N16O13 · 2H2SO4
CAS Number:
Molecular Weight:
1385.61
EC Number:
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.21

agency

USP/NF
meets USP testing specifications

Quality Level

form

powder

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
fungi

application(s)

pharmaceutical (small molecule)

mode of action

cell membrane | interferes

storage temp.

2-8°C

SMILES string

O=C(C(NC(C(CCN)NC(CCCCC(C)CC)=O)=O)C(C)O)NC(CCN)C(NC(CCNC(C(NC(C(NC(C(CCN)N1)=O)CCN)=O)C(O)C)=O)C(NC(CCN)C(NC(CC2=CC=CC=C2)C(NC(CC(C)C)C1=O)=O)=O)=O)=O.O=S(O)(O)=O

InChI

1S/C48H82N16O13.H2O4S/c1-27(2)24-37-47(76)59-32(11-19-52)41(70)56-31(10-18-51)43(72)61-35(14-22-65)39(68)54-21-13-34(45(74)57-33(12-20-53)44(73)64-38(48(77)63-37)25-28-6-4-3-5-7-28)60-42(71)30(9-17-50)58-46(75)36(15-23-66)62-40(69)29(8-16-49)55-26-67;1-5(2,3)4/h3-7,26-27,29-38,65-66H,8-25,49-53H2,1-2H3,(H,54,68)(H,55,67)(H,56,70)(H,57,74)(H,58,75)(H,59,76)(H,60,71)(H,61,72)(H,62,69)(H,63,77)(H,64,73);(H2,1,2,3,4)

InChI key

HNDFYNOVSOOGDU-UHFFFAOYSA-N

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General description

Chemical structure: peptide

Application

Polymyxin B sulfate is a strongly cationic cyclic polypeptide antibiotic that is derived from fermentation of Bacilus polymyxa. It is a mixture of B1 and B2 sulfate. The product has been used clinically to treat infections of the urinary tract, meninges and blood stream caused by susceptible strains of Pseudomonas aeruginosa. It also has uses studying multidrug-resistant pathogens, as an immobilized agent for removal of endotoxins, and to induce pore formation in the membranes of cortex cells from excised sorghum roots.

Biochem/physiol Actions

Mode of Action: Polymyxin B Sulfate binds to the lipid A portion of bacterial lipopolysaccharides†, disrupting the cytoplasmic membrane by inducing pores large enough to permit nucleotide leakage in bacterial walls. This disrupts the permeability of the cytoplasmic membrane.

Antimicrobial spectrum: Has bactericidal action on most gram-negative bacilli††, including E. Coli and on most fungi and gram-positive bacteria.

Packaging

This product is packaged in a bottomless glass bottle, with its contents inside an inserted fused cone.

Caution

As supplied, the product should be stored at 2-8°C in the dark. No change was observed in retained samples after three years′ of storage in these conditions. Stock solutions should be sterile filtered and stored at 2-8°C. They are stable at 37°C for 5 days.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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