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Phe-Arg β-naphthylamide dihydrochloride

Name: Phe-Arg &#946;-naphthylamide dihydrochloride
Brand: SIGMA

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

Synonym(s):

PAβN

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About This Item

Empirical Formula (Hill Notation):

C₂₅H₃₀N₆O₂ · 2HCl

CAS Number:

100929-99-5

Molecular Weight:

519.47

UNSPSC Code:

12352204

PubChem Substance ID:

24898508

NACRES:

NA.32

MDL number:

MFCD00058046

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Properties

Product Name

Phe-Arg β-naphthylamide dihydrochloride, cathepsin substrate

Quality Segment

200

assay

≥98% (TLC)

form

powder

solubility

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

storage temp.

−20°C

SMILES string

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

InChI key

ZMTAZQYLEGNUTJ-UHFFFAOYSA-N

Description

General description

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.

Substrate for dipeptidyl aminopeptidase I (cathepsin C).

Application

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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This Item	H2508	B7632	G1013
Sigma-Aldrich P4157 Phe-Arg β-naphthylamide dihydrochloride	Sigma-Aldrich H2508 Hippuryl-Arg	Sigma-Aldrich B7632 N-Benzoyl-Phe-Val-Arg-p-nitroanilide hydrochloride	Sigma-Aldrich G1013 Gly-Arg 4-methoxy-β-naphthylamide dihydrochloride
description cathepsin substrate	description carboxypeptidase substrate	description protease substrate	description dipeptidyl aminopeptidase I substrate
assay ≥98% (TLC)	assay ≥98% (TLC)	assay ≥98% (TLC)	assay ≥98% (TLC)
solubility water: 50 mg/mL, clear, colorless to faintly yellow	solubility water: 50 mg/mL, clear, colorless to faintly yellow	solubility methanol: 20 mg/mL, clear, colorless to light yellow	solubility ethanol: 20 mg/mL, clear, colorless to yellow
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
form powder	form powder	form powder	form powder
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. 2-8°C

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)

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