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Merck

P4119

Polymyxin B -sulfat (Salz)

Biotechnology Performance Certified

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Über diesen Artikel

Empirische Formel (Hill-System):
C55H96N16O13 · 2H2SO4
CAS-Nummer:
Molekulargewicht:
1385.61
EC Number:
215-774-7
UNSPSC Code:
41116107
MDL number:

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InChI key

HNDFYNOVSOOGDU-UHFFFAOYSA-N

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)

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

grade

Biotechnology Performance Certified

form

powder

technique(s)

cell culture | mammalian: suitable

impurities

endotoxin, tested

solubility

H2O: soluble 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, fungi

mode of action

cell membrane | interferes

storage temp.

2-8°C

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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

Wirkungsweise: Polymyxin-B-Sulfat bindet an den Lipid-A-Teil der bakteriellen Lipopolysaccharide† und unterbricht die Zytoplasmamembran durch Bildung von Poren, die groß genug sind, um einen Nukleotidaustritt durch die Bakterienwände zu ermöglichen. Dadurch wird die Durchlässigkeit der Zytoplasmamembran gestört.

Antimikrobielles Spektrum: Hat eine bakterizide Wirkung auf die meisten gramnegativen Stäbchen††, einschließlich E. coli, sowie auf die meisten Pilze und grampositiven Bakterien.

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. This product is biotechnology performance certified.

Other Notes

10mu,25mu,50mu
Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.

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

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Lagerklasse

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Andrea Giacometti et al.
The Journal of antimicrobial chemotherapy, 49(1), 193-196 (2001-12-26)
The efficacy of two polymyxin-like peptides, KFFKFFKFF and IKFLKFLKFL, alone and combined with levofloxacin, was investigated in a rat model of septic shock. Rats were given an ip injection of 2 x 10(10) cfu of Escherichia coli and randomized to
Michael Hogardt et al.
The Journal of antimicrobial chemotherapy, 54(6), 1057-1061 (2004-10-29)
With their potent activity against Gram-negative bacteria, the polymyxins are important alternative antibiotics for cystic fibrosis (CF) patients. A retrospective evaluation of polymyxin activity against 6001 Pseudomonas aeruginosa, 150 Achromobacter xylosoxidans and 506 Stenotrophomonas maltophilia CF isolates was initiated. In
Barbara Valentinis et al.
The Journal of biological chemistry, 280(14), 14264-14271 (2005-01-27)
Polymyxin B is a lipopolysaccharide binding antibiotic used to inactivate potential lipopolysaccharide contaminations when evaluating the activity of different agents on innate immune cells. We report that polymyxin B is able to induce directly in monocyte-derived human dendritic cells (DCs)
Kensuke Nakamura et al.
The American journal of emergency medicine, 31(5), 893-893 (2013-02-13)
Septic patients often have low cardiac output. Some of them present severe cardiac dysfunction such as septic cardiomyopathy. However, no well-known and effective treatment for septic cardiomyopathy exists. The effect of endotoxin adsorption by polymyxin B–immobilized fiber column–direct hemoperfusion (PMX-DHP)
Marcelo M Mostardeiro et al.
Antimicrobial agents and chemotherapy, 57(3), 1442-1446 (2013-01-09)
Polymyxins are old antimicrobials, discontinued for many years because of nephrotoxicity and neurotoxicity reports and reintroduced recently due to the increasing frequency of multiresistant Gram-negative bacterial infections. There are very few data related to toxicity and efficacy from transplanted patients

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