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P0972

Sigma-Aldrich

Polymyxine B sulfate salt

meets USP testing specifications

Synonyme(s) :

Polymyxin B sulfate salt

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About This Item

Formule empirique (notation de Hill):
C55H96N16O13 · 2H2SO4
Numéro CAS:
1405-20-5
Poids moléculaire :
1385.61
Numéro CE :
215-774-7
Numéro MDL:
MFCD00131991
Code UNSPSC :
12352209
Nomenclature NACRES :
NA.21

Agence

USP/NF
meets USP testing specifications

Niveau de qualité

200

Forme

powder

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria
fungi

Application(s)

pharmaceutical (small molecule)

Mode d’action

cell membrane | interferes

Température de stockage

2-8°C

Chaîne SMILES 

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)

Clé InChI

HNDFYNOVSOOGDU-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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.

Actions biochimiques/physiologiques

Mode d'action : Le sulfate de polymyxine B se lie à la partie lipide A des lipopolysaccharides bactériens†, ce qui altère la membrane cytoplasmique en induisant la formation de pores suffisamment grands pour provoquer une fuite de nucléotides dans les parois bactériennes. Ceci modifie la perméabilité de la membrane cytoplasmique.

Spectre antimicrobien : Présente une action bactéricide vis-à-vis de la plupart des bacilles à Gram négatif††, notamment E. Coli et la plupart des champignons et des bactéries à Gram positif.

Conditionnement

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

Attention

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
0000368634
0000368632
0000368633
0000127731
0000111653

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Consulter la Bibliothèque de documents

Mei-Ling Han et al.
ACS chemical biology, 13(1), 121-130 (2017-11-29)
Polymyxins are last-line antibiotics against life-threatening multidrug-resistant Gram-negative bacteria. Unfortunately, polymyxin resistance is increasingly reported, leaving a total lack of therapies. Using lipidomics and transcriptomics, we discovered that polymyxin B induced lipid A deacylation via pagL in both polymyxin-resistant and
Martti Vaara et al.
The Journal of antimicrobial chemotherapy, 73(2), 452-455 (2017-11-18)
Extremely multiresistant strains of Enterobacteriaceae, such as those of Escherichia coli and Klebsiella pneumoniae, are emerging and spreading at a worrisome speed. Polymyxins (polymyxin B, colistin) are used as last-line therapy against such strains, in spite of their notable nephrotoxicity
Martti Vaara et al.
Peptides, 91, 8-12 (2017-03-17)
Recent years have brought in an increased interest to develop improved polymyxins. The currently used polymyxins, i.e. polymyxin B and colistin (polymyxin E) are pentacationic lipopeptides that possess a cyclic heptapeptide part with three positive charges, a linear "panhandle" part
Amit Kumar et al.
Scientific reports, 7, 39925-39925 (2017-01-05)
To become clinically effective, antimicrobial peptides (AMPs) should be non-cytotoxic to host cells. Piscidins are a group of fish-derived AMPs with potent antimicrobial and antiendotoxin activities but limited by extreme cytotoxicity. We conjectured that introduction of cationic residue(s) at the
Sara N Vallerie et al.
PloS one, 3(9), e3151-e3151 (2008-09-06)
It has been established that c-Jun N-terminal kinase 1 (JNK1) is essential to the pathogenesis of insulin resistance and type 2 diabetes. Although JNK influences inflammatory signaling pathways, it remains unclear whether its activity in macrophages contributes to adipose tissue
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