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P4157 Sigma-Aldrich

Phe-Arg β-naphthylamide dihydrochloride

cathepsin substrate

  • CAS Number 100929-99-5

  • Empirical Formula (Hill Notation) C25H30N6O2 · 2HCl

  • Molecular Weight 519.47

  •  MDL number MFCD00058046

  •  PubChem Substance ID 24898508

  •  NACRES NA.32

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Properties

Related Categories Activity, Alphabetical, Biochemicals and Reagents, Enzyme Substrates, Enzymes, Inhibitors, and Substrates,
Quality Level   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.

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.

Substrates

Substrate for dipeptidyl aminopeptidase I (cathepsin C).

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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