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P2076

Sigma-Aldrich

Polymyxin B nonapeptide hydrochloride

lyopholized powder

Synonyme(s) :

PMBN

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About This Item

Formule empirique (notation de Hill):
C43H74N14O11 · xHCl
Poids moléculaire :
963.13 (free base basis)
Numéro MDL:
MFCD00214217
Code UNSPSC :
12352209
ID de substance PubChem :
24898270
Nomenclature NACRES :
NA.26

product name

Polymyxin B nonapeptide hydrochloride, cationic cyclic peptide

Niveau de qualité

200

Forme

lyophilized powder

Couleur

white to light yellow

Application(s)

cell analysis

Température de stockage

2-8°C

Chaîne SMILES 

CC(C)CC1NC(=O)C(Cc2ccccc2)NC(=O)C(CCN)NC(=O)C(CCNC(=O)C(NC(=O)C(CCN)NC(=O)C(CCN)NC1=O)C(C)O)NC(=O)C(CCN)NC(=O)C(N)C(C)O

InChI

1S/C43H74N14O11/c1-22(2)20-31-40(65)52-26(10-15-44)35(60)51-29(13-18-47)39(64)57-34(24(4)59)43(68)49-19-14-30(53-36(61)28(12-17-46)54-42(67)33(48)23(3)58)38(63)50-27(11-16-45)37(62)56-32(41(66)55-31)21-25-8-6-5-7-9-25/h5-9,22-24,26-34,58-59H,10-21,44-48H2,1-4H3,(H,49,68)(H,50,63)(H,51,60)(H,52,65)(H,53,61)(H,54,67)(H,55,66)(H,56,62)(H,57,64)

Clé InChI

PYHYGIPVYYRJHU-UHFFFAOYSA-N

Application

Polymyxin B nonapeptide hydrochloride has been used as an outer membrane permeabilizer, to characterize PAßN activity on membrane. It has been used as a control in antibacterial assays.

Actions biochimiques/physiologiques

PMBN has endotoxin-neutralizing activity and thus can be utilized in adjunctive therapy against Gram-negative sepsis. It has been found that PMBN is less toxic than polymyxin B. Unlike polymyxin B, PMBN does not exhibit neurotoxicity and nephrotoxicity. While it retains the anti endotoxin property of the parent compound, it is much less potent.
Polymyxin B nonapeptide (PMBN), a cationic cyclic peptide derived from the antibacterial peptide polymyxin B, specifically increases the permeability of the outer membrane of Gram-negative bacteria toward hydrophobic antibiotics. PMBN has been used to evaluate multidrug efflux inhibitors in E. coli.
Polymyxin B nonapeptide hydrochloride is a derivative of PMB that induces outer membrane permeability in gram-negative bacteria.

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

Eyeshields, Gloves, type N95 (US)

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Consulter la Bibliothèque de documents

Haim Tsubery et al.
Molecular pharmacology, 62(5), 1036-1042 (2002-10-23)
Polymyxin B nonapeptide (PMBN), a cationic cyclic peptide derived from the antibacterial peptide polymyxin B, is capable of specifically increasing the permeability of the outer membrane (OM) of Gram-negative bacteria toward hydrophobic antibiotics. In this study, we evaluated the contribution
Mariana Castanheira et al.
International journal of antimicrobial agents, 56(1), 106011-106011 (2020-05-18)
This study examined ceftazidime-avibactam activity against carbapenem-resistant Enterobacterales (CRE) clinical isolates and resistance mechanisms among non-metallo β-lactamase (MBL) producers displaying ceftazidime-avibactam MIC values at 4 mg/L. CRE isolates (286 of 8161 Enterobacterales) collected in Asia-Pacific, Europe and Latin America during
Hua-Ju Liang et al.
Archiv der Pharmazie, 353(3), e1900294-e1900294 (2020-01-03)
A series of (3-benzyl-5-hydroxyphenyl)carbamates were evaluated as new antibacterial agents. Several compounds showed potent inhibitory activity against sensitive and drug-resistant Gram-positive bacteria. The compounds are ineffective against all tested Gram-negative bacteria. The structure of the ester group exerted a profound
Novel polymyxin derivatives carrying only three positive charges are effective antibacterial agents.
Vaara M
Antimicrobial Agents and Chemotherapy, 52(9), 3229-3236 (2008)
Yoshimi Matsumoto et al.
PloS one, 6(4), e18547-e18547 (2011-05-03)
Fluorescein-di-β-D-galactopyranoside (FDG), a fluorogenic compound, is hydrolyzed by β-galactosidase in the cytoplasm of Escherichia coli to produce a fluorescent dye, fluorescein. We found that both FDG and fluorescein were substrates of efflux pumps, and have developed a new method to
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