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P4157

Sigma-Aldrich

Phe-Arg β-naphthylamide dihydrochloride

cathepsin substrate, fluorogenic, ≥98% (TLC), powder

Sinonimo/i:

PAβN

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About This Item

Formula empirica (notazione di Hill):
C25H30N6O2 · 2HCl
Numero CAS:
100929-99-5
Peso molecolare:
519.47
Numero MDL:
MFCD00058046
Codice UNSPSC:
12352204
ID PubChem:
24898508
NACRES:
NA.32

product name

Phe-Arg β-naphthylamide dihydrochloride, cathepsin substrate

Saggio

≥98% (TLC)

Forma fisica

powder

Solubilità

water: 50 mg/mL, clear, colorless to faintly yellow

Temperatura di conservazione

−20°C

Stringa SMILE

Cl.NC(Cc1ccccc1)C(=O)NC(CCCNC(N)=N)C(=O)Nc2ccc3ccccc3c2

InChI

1S/C25H30N6O2.ClH/c26-21(15-17-7-2-1-3-8-17)23(32)31-22(11-6-14-29-25(27)28)24(33)30-20-13-12-18-9-4-5-10-19(18)16-20;/h1-5,7-10,12-13,16,21-22H,6,11,14-15,26H2,(H,30,33)(H,31,32)(H4,27,28,29);1H
ZMTAZQYLEGNUTJ-UHFFFAOYSA-N

Descrizione generale

Phe-Arg β-naphthylamide, a peptidomimetic compound, is an efflux pump inhibitor (EPI). It acts on the major multidrug resistance efflux transporters of Gram-negative bacteria. Phe-Arg -naphthylamide lowers fluoroquinolone resistance in Pseudomonas aeruginosa.

Applicazioni

Phe-Arg -naphthylamide dihydrochloride has been used to evaluate the contribution of efflux pumps to antimicrobial resistance. It has also been used for minimal inhibitory concentration testing in the presence of an efflux pump inhibitor.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Substrati

Substrate for dipeptidyl aminopeptidase I (cathepsin C).

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Proof of an Outer Membrane Target of the Efflux Inhibitor Phe-Arg-beta-Naphthylamide from Random Mutagenesis
Schuster S, et al.
Molecules (Basel), 24(3), 470-470 (2019)
Fluoroquinolone resistance mechanisms in multidrug-resistant Escherichia coli isolated from extraintestinal infections in dogs
Gibson JS, et al.
Veterinary Microbiology, 146(1-2), 161-166 (2010)
Commonality among fluoroquinolone-resistant sequence type ST131 extraintestinal Escherichia coli isolates from humans and companion animals in Australia
Platell JL, et al.
Antimicrobial Agents and Chemotherapy, 55(8), 3782-3787 (2011)
Nagakumar Bharatham et al.
Nature communications, 12(1), 5400-5400 (2021-09-15)
OqxB is an RND (Resistance-Nodulation-Division) efflux pump that has emerged as a factor contributing to the antibiotic resistance in Klebsiella pneumoniae. OqxB underwent horizontal gene transfer and is now seen in other Gram-negative bacterial pathogens including Escherichia coli, Enterobacter cloacae
Elisa Sassetti et al.
International journal of molecular sciences, 20(11) (2019-06-05)
The serine protease Caseinolytic protease subunit P (ClpP) plays an important role for protein homeostasis in bacteria and contributes to various developmental processes, as well as virulence. Therefore, ClpP is considered as a potential drug target in Gram-positive and Gram-negative
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