99306-64-6

Basic information

• Product Name: NALPHA-(TERT-BUTOXYCARBONYL)-L-ARGININE 4-NITROANILIDE HYDROCHLORIDE
• Synonyms: NALPHA-BOC-L-ARGININE 4-NITROANILIDE HYDROCHLORIDE;NALPHA-(TERT-BUTOXYCARBONYL)-L-ARGININE 4-NITROANILIDE HYDROCHLORIDE;NALPHA-(TERT-BUTOXYCARBONYL)-L-ARGININE 4-NITROANILIDE HYDROCHLORIDE 98+%;n-alpha-(tert-butoxycarbonyl)-l-arginine4-nitroanilideHCl;Boc-L-Arg-pNA*HCl;N-alpha-t-Butyloxycarbonyl-L-arginine p-nitroanilide hydrochloride;Boc-Arg-pNA.HCl;Nα-(tert-Butoxycarbonyl)-L-arginine 4-Nitroanilide Hydrochloride
• CAS NO: 99306-64-6
• Molecular Formula: C₁₇H₂₆N₆O₅*ClH
• Molecular Weight: 430.89
• Product Categories: Amino Acids;Amino Acids (N-Protected);Biochemistry;Boc-Amino Acids
• Mol File: 99306-64-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 664.3oC at 760 mmHg
• Flash Point: 355.5oC
• Appearance: /
• Vapor Pressure: 6.96E-18mmHg at 25°C
• Refractive Index: -12 ° (C=1, MeOH)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: NALPHA-(TERT-BUTOXYCARBONYL)-L-ARGININE 4-NITROANILIDE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: NALPHA-(TERT-BUTOXYCARBONYL)-L-ARGININE 4-NITROANILIDE HYDROCHLORIDE(99306-64-6)
• EPA Substance Registry System: NALPHA-(TERT-BUTOXYCARBONYL)-L-ARGININE 4-NITROANILIDE HYDROCHLORIDE(99306-64-6)

Safety Data

• Hazardous Substances Data: 99306-64-6(Hazardous Substances Data)

Usage

General Description

NALPHA-(TERT-BUTOXYCARBONYL)-L-ARGININE 4-NITROANILIDE HYDROCHLORIDE is a chemical compound that is commonly used in biochemical and pharmaceutical research. It is a derivative of L-arginine, an amino acid that plays a crucial role in protein synthesis and the urea cycle. The compound is often utilized as a substrate for enzyme assays and can also be used in the development and testing of pharmaceutical drugs. Additionally, it has been found to have potential applications in the treatment of certain medical conditions. However, it is important to handle this chemical with caution as it may have adverse effects if not used properly.

InChI:InChI=1/C17H26N6O5.ClH/c1-17(2,3)28-16(25)22-13(5-4-10-20-15(18)19)14(24)21-11-6-8-12(9-7-11)23(26)27;/h6-9,13H,4-5,10H2,1-3H3,(H,21,24)(H,22,25)(H4,18,19,20);1H/t13-;/m0./s1

Upstream product

• 35897-34-8 N^α-t-butoxycarbonyl-arginine hydrochloride 
• 134393-23-0 N,N'-bis(4-nitrophenyl)phospheneimidous amide 
• 13726-76-6 t-butyloxycarbonyl-L-arginine 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 40127-11-5 L-arginine p-nitroanilide dihydrochloride 
• 67508-55-8 N-benzoyl-L-isoleucyl-L-α-glutamylglycyl-N-(4-nitrophenyl)-L-argininamide methyl ester hydrochloride 

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.