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Key Documents

P2076

Sigma-Aldrich

Polymyxin B nonapeptide hydrochloride

cationic cyclic peptide

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:
Code UNSPSC :
12352209
ID de substance PubChem :
Nomenclature NACRES :
NA.26

Niveau de qualité

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

Catégories apparentées

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)


Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Novel polymyxin derivatives carrying only three positive charges are effective antibacterial agents.
Vaara M
Antimicrobial Agents and Chemotherapy, 52(9), 3229-3236 (2008)
Evaluation of multidrug efflux pump inhibitors by a new method using microfluidic channels.
Matsumoto Y
PLoS ONE, 6(4), 1-12 (2011)
M Vaara et al.
Antimicrobial agents and chemotherapy, 24(1), 114-122 (1983-07-01)
The outer membrane-disorganizing effect of a short (10-min) treatment with polycationic agents was studied with smooth Salmonella typhimurium used as a test organism. The polycationic agents were the protamine salmine, a lysine polymer with 20 lysine residues (lysine20), and the
Jinshan Jin et al.
ChemMedChem, 11(22), 2511-2521 (2016-10-19)
With the widespread emergence of drug resistance, there is an urgent need to search for new antimicrobials, especially those against Gram-negative bacteria. Along this line, the identification of viable targets is a critical first step. The protein translocase SecA is
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

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