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P0972

Polymyxine B sulfate salt

Name: Polymyxine B sulfate salt
Brand: SIAL

meets USP testing specifications

Synonyme(s) :

Polymyxin B sulfate salt

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A propos de cet article

Formule empirique (notation de Hill) :

C₅₅H₉₆N₁₆O₁₃ · 2H₂SO₄

Numéro CAS:

1405-20-5

Poids moléculaire :

1385.61

UNSPSC Code:

12352209

NACRES:

NA.21

EC Number:

215-774-7

MDL number:

MFCD00131991

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Propriétés

Quality Level

200

agency

USP/NF, meets USP testing specifications

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

Description

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 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.

Packaging

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

Disclaimer

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

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Classe de stockage

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Consulter la Bibliothèque de documents

Polymyxin derivatives NAB739 and NAB815 are more effective than polymyxin B in murine Escherichia coli pyelonephritis.

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

Polymyxin-Induced Lipid A Deacylation in Pseudomonas aeruginosa Perturbs Polymyxin Penetration and Confers High-Level Resistance.

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

Structure-activity studies on polymyxin derivatives carrying three positive charges only reveal a new class of compounds with strong antibacterial activity.