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P4932

Sigma-Aldrich

Polymyxin B sulfate salt

powder, non-animal origin, suitable for cell culture, BioReagent

Synonym(s):

Polymixin, Polymixin B, Polymixin B sulfate

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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:
12352207
NACRES:
NA.76

product name

Polymyxin B sulfate salt, powder, BioReagent, suitable for cell culture

product line

BioReagent

Quality Level

form

powder

potency

≥6,000 USP units per mg

technique(s)

cell culture | mammalian: suitable

antibiotic activity spectrum

Gram-negative bacteria

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

Polymyxin B is a member of the polymyxin group of antibiotics, obtained from different strains of Bacillus polymyxa and related species. It contains a cyclic heptapeptide unit and a tripeptide side chain, which is N-acylated by a fatty acyl residue. Polymyxin B sulfate salt is generally used for the treatment of Gram-negative bacterial infections.
Chemical structure: peptide

Application

Polymyxin B sulfate salt has been used:
  • for the treatment of BAC-1.2F5 murine macrophages as an LPS (lipopolysaccharide) inhibitor
  • as positive and negative control during microbicidal concentration (MCC) assay

Biochem/physiol Actions

Polymyxin B sulfate 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 been used in 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.
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.

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.

Preparation Note

Polymyxin B sulfate is soluble in water at 50 mg/mL, producing a very slightly hazy, colorless to yellow solution. It has only minimal solubility in any organic solvent. For example, it has a solubility of 0.115 mg/mL in ethanol.

Other Notes

1mu,5mu
Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Franz G Zingl et al.
Cell host & microbe, 27(2), 225-237 (2020-01-07)
Gram-negative bacteria release outer membrane vesicles into the external milieu to deliver effector molecules that alter the host and facilitate virulence. Vesicle formation is driven by phospholipid accumulation in the outer membrane and regulated by the phospholipid transporter VacJ/Yrb. We use
P Dello Sbarba et al.
Cytokine, 8(6), 488-494 (1996-06-01)
Macrophage colony-stimulating factor (M-CSF) is the main growth factor for mononuclear phagocytes. Responsiveness to growth factors is reduced in the course of functional activation of macrophages. We studied the interference of the macrophage activator interleukin 2 (IL-2) with the response
J W Kang et al.
Journal of chromatography. A, 879(2), 211-218 (2000-07-13)
A capillary zone electrophoresis method for analysis of polymyxin B sulfate is described. In this method, triethanolamine (TEA)-phosphate buffer at pH 2.5 was employed to reduce the adsorption of analyte onto the capillary wall. Methyl-beta-cyclodextrin (M-beta-CD) and 2-propanol (IPA) were
M C Skinner et al.
Antimicrobial agents and chemotherapy, 53(4), 1482-1489 (2009-02-04)
A topical microbicide that women can use to prevent sexually transmitted diseases (STDs) is essential, and many microbicide candidates are being tested for activity against human immunodeficiency virus and other STDs, including Chlamydia trachomatis. Screening assays for assessing the activity
Sineenart Sengyee et al.
PLoS neglected tropical diseases, 12(2), e0006287-e0006287 (2018-02-24)
Burkholderia pseudomallei is an environmental bacterium that causes melioidosis, a major community-acquired infection in tropical regions. Melioidosis presents with a range of clinical symptoms, is often characterized by a robust inflammatory response, may relapse after treatment, and results in high

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