911-77-3

Basic information

• Product Name: N-Benzoyl-DL-arginine-4-nitroanilide hydrochloride
• Synonyms: N-ALPHA-BENZOYL-DL-ARGININE-4-NITROANILIDE HCL;N-ALPHA-BENZOYL-DL-ARGININE-4-NITROANILIDE HYDROCHLORIDE;N-ALPHA-BENZOYL-DL-ARGININE 4-NITROANILIDE MONOHYDROCHLORIDE;N-ALPHA-BENZOYL-4'-NITRO-DL-ARGININANILIDE MONOHYDROCHLORIDE;N-ALPHA-BENZOYL-DL-ARGININE P-NITROANILIDE HYDROCHLORIDE;N-BENZOYL-DL-ARGININE P-NITROANILIDE HYDROCHLORIDE;ALPHA-N-BENZOYL-DL-ARGININE-P-NITROANILIDE HYDROCHLORIDE;DL-BAPA
• CAS NO: 911-77-3
• Molecular Formula: C₁₉H₂₂N₆O₄*ClH
• Molecular Weight: 434.88
• EINECS: 213-011-2
• Product Categories: substrate
• Mol File: 911-77-3.mol
• Article Data: 0

Chemical Properties

• Melting Point: ~275 °C (dec.)
• Appearance: White to off-white/Powder
• Density: 1.37 g/cm³
• Storage Temp.: −20°C
• BRN: 4081878
• CAS DataBase Reference: N-Benzoyl-DL-arginine-4-nitroanilide hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzoyl-DL-arginine-4-nitroanilide hydrochloride(911-77-3)
• EPA Substance Registry System: N-Benzoyl-DL-arginine-4-nitroanilide hydrochloride(911-77-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 3-8-10
• Hazardous Substances Data: 911-77-3(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 911-77-3 differently. You can refer to the following data:
1. Substrate for trypsin, papain, ficin, bromelain, plasmin, and cathepsin B.
2. Nα-Benzoyl-DL-arginine 4-nitroanilide hydrochloride has been used as a substrate for trypsin and elastase in enzyme analysis.

General Description

Nα-Benzoyl-DL-arginine 4-nitroanilide hydrochloride (DL-BAPNA) is a chromogenic substrate for proteolytic enzymes such as trypsin, amidase, and balterobin. Hydrolysis of DL-BAPNA at the bond between the arginine and the p-nitroaniline moieties releases the chromophore p-nitroaniline, which can be detected by colorimetric analysis.

Synthetic route

alpha-N-benzoyl-DL-arginine-p-nitroanilide hydrochloride (911-77-3) → 2-Benzoylamino-5-guanidino-pentanoic acid; hydrochloride (125652-40-6) + 4-nitro-aniline (100-01-6)

Conditions	Yield
With water; papain In tetrahydrofuran var. enzymes;

alpha-N-benzoyl-DL-arginine-p-nitroanilide hydrochloride (911-77-3) → N-α-benzoyl-DL-arginine (6453-58-3) + 4-nitro-aniline (100-01-6)

Conditions	Yield
With water Kinetics; Reagent/catalyst; Temperature; HEPES buffer; Enzymatic reaction;
With water at 37℃; for 0.166667h; pH=8; HEPES buffer; Inert atmosphere; Enzymatic reaction;

alpha-N-benzoyl-DL-arginine-p-nitroanilide hydrochloride (911-77-3) → N-α-benzoyl-DL-arginine (6453-58-3)

Conditions	Yield
With water In dimethyl sulfoxide at 37℃; pH=7; aq. phosphate buffer; Enzymatic reaction;
With trypsin from bovine pancreas In aq. buffer at 22℃; pH=7.7; Temperature; Microwave irradiation; Enzymatic reaction;

alpha-N-benzoyl-DL-arginine-p-nitroanilide hydrochloride (911-77-3) → 4-nitro-aniline (100-01-6)

Conditions	Yield
With trypsin from bovine pancreas In aq. buffer at 37℃; for 0.166667h; pH=8.2; Kinetics; Concentration; Enzymatic reaction;

Downstream Products

• 125652-40-6 2-Benzoylamino-5-guanidino-pentanoic acid; hydrochloride 
• 100-01-6 4-nitro-aniline 
• 6453-58-3 N-α-benzoyl-DL-arginine