Nα-Z-L-arginine-4-nitroanilide hydrochloride
Need Assistance?
  • US & Canada:
    +
  • UK: +

Nα-Z-L-arginine-4-nitroanilide hydrochloride

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

A substrate for trypsin.

Category
CBZ-Amino Acids
Catalog number
BAT-003220
CAS number
59188-53-3
Molecular Formula
C20H24N6O5·HCl
Molecular Weight
464.90
Nα-Z-L-arginine-4-nitroanilide hydrochloride
IUPAC Name
benzyl N-[(2S)-5-(diaminomethylideneamino)-1-(4-nitroanilino)-1-oxopentan-2-yl]carbamate;hydrochloride
Synonyms
Z-L-Arg-pNA HCl; benzyl N-[(2S)-5-(diaminomethylideneamino)-1-(4-nitroanilino)-1-oxopentan-2-yl]carbamate hydrochloride
Appearance
Yellowish powder
Purity
≥ 99% (HPLC)
Melting Point
177-182 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C20H24N6O5.ClH/c21-19(22)23-12-4-7-17(25-20(28)31-13-14-5-2-1-3-6-14)18(27)24-15-8-10-16(11-9-15)26(29)30;/h1-3,5-6,8-11,17H,4,7,12-13H2,(H,24,27)(H,25,28)(H4,21,22,23);1H/t17-;/m0./s1
InChI Key
YODAFEYYSLICID-LMOVPXPDSA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)NC(CCCN=C(N)N)C(=O)NC2=CC=C(C=C2)[N+](=O)[O-].Cl

Nα-Z-L-arginine-4-nitroanilide hydrochloride, a synthetic substrate with significant implications in biochemical and clinical research, finds diverse applications across various domains. Here are the key applications presented with high perplexity and burstiness:

Protease Activity Assays: Embraced for assessing proteolytic enzyme activity, Nα-Z-L-arginine-4-nitroanilide hydrochloride serves as an essential tool in evaluating enzymes like trypsin and other serine proteases. Cleavage by these enzymes yields chromogenic products, facilitating precise quantification of enzyme activity. This application is pivotal in conducting enzyme kinetics research and inhibitor analysis, providing valuable insights into the intricate functioning of enzymes.

Drug Development: In the realm of pharmaceutical research, Nα-Z-L-arginine-4-nitroanilide hydrochloride plays a crucial role in screening protease inhibitors with therapeutic potential. By assessing the inhibition of enzyme activity in the presence of candidate compounds, researchers can identify promising drug candidates. This screening process is instrumental in the pursuit of medications to address conditions such as hypertension and cancer, driving forward the field of drug discovery.

Clinical Diagnostics: Deployed in clinical settings, Nα-Z-L-arginine-4-nitroanilide hydrochloride aids in measuring protease levels in biological samples like blood or urine. Variations in protease activities can serve as indicators of various diseases, including pancreatitis and coagulopathies. This substrate plays a significant role in early disease detection and monitoring, enhancing patient care and management by providing crucial diagnostic information.

Biochemical Research: Delving into the specificity and kinetics of diverse proteases, researchers utilize Nα-Z-L-arginine-4-nitroanilide hydrochloride to explore enzyme mechanisms comprehensively. By analyzing hydrolysis rates and interaction dynamics, scientists gain profound insights into the complexities of enzyme functioning. This deeper understanding is pivotal for advancing knowledge of proteolytic processes and their implications in physiology and disease, contributing to the advancement of biochemical research.

1. Crystallographic characterization of three cathinone hydrochlorides new on the NPS market: 1-(4-methylphenyl)-2-(pyrrolidin-1-yl)hexan-1-one (4-MPHP), 4-methyl-1-phenyl-2-(pyrrolidin-1-yl)pentan-1-one (α-PiHP) and 2-(methylamino)-1-(4-methylphenyl)pentan-1-one (4-MPD)
Marcin Rojkiewicz, Piotr Kuś, Maria Książek, Joachim Kusz Acta Crystallogr C Struct Chem. 2022 Jan 1;78(Pt 1):56-62. doi: 10.1107/S2053229621013401. Epub 2022 Jan 1.
Cathinones belong to a group of compounds of great interest in the new psychoactive substances (NPS) market. Constant changes to the chemical structure made by the producers of these compounds require a quick reaction from analytical laboratories in ascertaining their characteristics. In this article, three cathinone derivatives were characterized by X-ray crystallography. The investigated compounds were confirmed as: 1-[1-(4-methylphenyl)-1-oxohexan-2-yl]pyrrolidin-1-ium chloride (1, C17H26NO+·Cl-, the hydrochloride of 4-MPHP), 1-(4-methyl-1-oxo-1-phenylpentan-2-yl)pyrrolidin-1-ium chloride (2; C16H24NO+·Cl-, the hydrochloride of α-PiHP) and methyl[1-(4-methylphenyl)-1-oxopentan-2-yl]azanium chloride (3; C13H20NO+·Cl-, the hydrochloride of 4-MPD). All the salts crystallize in a monoclinic space group: 1 and 2 in P21/c, and 3 in P21/n. To the best of our knowledge, this study provides the first detailed and comprehensive crystallographic data on salts 1-3.
2. Metal-free and regiospecific synthesis of 3-arylindoles
Chuangchuang Xu, Wenlai Xie, Jiaxi Xu Org Biomol Chem. 2020 Apr 8;18(14):2661-2671. doi: 10.1039/d0ob00317d.
A convenient, metal-free, and organic acid-base promoted synthetic method to prepare 3-arylindoles from 3-aryloxirane-2-carbonitriles and arylhydrazine hydrochlorides has been developed. In the reaction, the organic acid catalyzes a tandem nucleophilic ring-opening reaction of aryloxiranecarbonitriles and arylhydrazine hydrochlorides and Fischer indolization. The organic base triethylamine plays a crucial role in the final elimination step in the Fischer indole synthesis, affording 3-arylindoles regiospecifically. The reaction features advantages of microwave acceleration, non-metal participation, short reaction time, organic acid-base co-catalysis, and broad substrate scope.
Online Inquiry
Verification code
Inquiry Basket