59188-53-3

Basic information

• Product Name: Z-ARG-PNA HCL
• Synonyms: Nalpha-carbobenzyloxy-L-arginine-p-nitroanilide HCl;(S)-benzyl 5-guanidino-1-(4-nitrophenylamino)-1-oxopentan-2-ylcarbamate hydrochloride;Nα-Z-L-arginine-4-nitroanilide hydrochloride≥ 99% (HPLC);L-ZAPA;N-ALPHA-BENZYLOXYCARBONYL-L-ARGININE-P-NITROANILIDE HYDROCHLORIDE;Z-L-ARGININE P-NITROANILIDE HYDROCHLORIDE;Z-L-ARGININE-4-NITROANILIDE HYDROCHLORIDE;Z-L-ARG-PNA HCL
• CAS NO: 59188-53-3
• Molecular Formula: C₂₀H₂₄N₆O₅*ClH
• Molecular Weight: 464.9
• Mol File: 59188-53-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: -15°C
• CAS DataBase Reference: Z-ARG-PNA HCL(CAS DataBase Reference)
• NIST Chemistry Reference: Z-ARG-PNA HCL(59188-53-3)
• EPA Substance Registry System: Z-ARG-PNA HCL(59188-53-3)

Safety Data

• Hazardous Substances Data: 59188-53-3(Hazardous Substances Data)

Usage

Chemical Properties

Yellowish powder

Uses

Substrate for trypsin.

Upstream product

• 56672-63-0 Z-Arg-OH hydrochloride 
• 100-01-6 4-nitro-aniline 
• 1234-35-1 Z-Arg-OH 
• 134393-23-0 N,N'-bis(4-nitrophenyl)phospheneimidous amide 

Relevant articles and documents

A convenient synthesis of amino acid p-nitroanilides; synthons in the synthesis of protease substrates

A method is described for the synthesis of N(α)-protected bi- and trifunctional amino acid p-nitroanilides. The reaction uses phosphorus oxychloride as the condensing agent. The synthesis is simple, rapid, free of racemization and affords yields between 70-90%. The synthesis can be performed not only with amino acid derivatives of the urethane type including acid-labile (Z, Boc) and base-labile (Fmoc, Msc) N(α)-protective functions or allyl-derived protections, but also with N(α)-trityl amino acids, albeit in lower yield. The reaction runs in pyridine and its mechanism implies carboxyl activation by formation of a mixed anhydride with phosphorodichloridic acid (HOPOCl2).

Reinvestigation of the Phosphazo Method and Synthesis of N-(t-Butoxycarbonyl)-L-arginine p-Nitroanilide and a Chromogenic Enzyme Substrate for the Factor Xa

Reaction conditions for the phosphazo method were reinvestigated in order to apply this method to the synthesis of p-nitroanilide(pNA)s of t-butoxycarbonyl(Boc)- and benzyloxycarbonyl(Z)-amino acids.