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

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

Uses

Used in Biochemical Research:
NALPHA-(TERT-BUTOXYCARBONYL)-L-ARGININE 4-NITROANILIDE HYDROCHLORIDE is used as a substrate in enzyme assays for studying the activity and function of enzymes that act on L-arginine. This application is crucial for understanding enzymatic processes and their implications in various biological systems.
Used in Pharmaceutical Development:
In the pharmaceutical industry, NALPHA-(TERT-BUTOXYCARBONYL)-L-ARGININE 4-NITROANILIDE HYDROCHLORIDE serves as a valuable tool in the development and testing of new drugs. Its role in these processes aids researchers in assessing the efficacy and safety of potential therapeutic agents.
Used in Medical Treatments:
NALPHA-(TERT-BUTOXYCARBONYL)-L-ARGININE 4-NITROANILIDE HYDROCHLORIDE has been identified for its potential use in treating certain medical conditions. While the specific applications are not detailed in the provided materials, the compound's presence in research suggests ongoing investigations into its therapeutic capabilities.

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).

THE USE OF PHOSPHORUS OXYCHLORIDE IN THE SYNTHESIS OF AMINO ACID p-NITROANILIDES

Phosphorus oxychloride is described as a condensing agent in the preparation of nitroanilides.The condensation was free of racemization with amino acid derivatives of the urethane type and the current amino protective groups can be applied.The yields are high to excellent.

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.