82518-61-4

Basic information

• Product Name: BOC-ORN(DNP)-OH
• Synonyms: N2-[(1,1-Dimethylethoxy)carbonyl]-N5-(2,4-dinitrophenyl)-L-ornithine;N-Boc-N'-(2,4-dinitrophenyl)-L-ornithine;Nalpha-Boc-Ndelta-2,4-dinitrophenyl-L-ornithine;N-ALPHA-T-BUTOXYCARBONYL-N-DELTA-(2,4-DINITROPHENYL)-L-ORNITHINE;BOC-N-DELTA-2,4-DINITROPHENYL-L-ORNITHINE;BOC-ORNITHINE(DNP)-OH;BOC-ORN(DNP)-OH;(S)-2-((tert-butoxycarbonyl)amino)-5-((2,4-dinitrophenyl)amino)pentanoic acid
• CAS NO: 82518-61-4
• Molecular Formula: C₁₆H₂₂N₄O₈
• Molecular Weight: 398.37
• Product Categories: amino acids
• Mol File: 82518-61-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Density: 1.380
• Storage Temp.: -15°C
• CAS DataBase Reference: BOC-ORN(DNP)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-ORN(DNP)-OH(82518-61-4)
• EPA Substance Registry System: BOC-ORN(DNP)-OH(82518-61-4)

Safety Data

• Hazardous Substances Data: 82518-61-4(Hazardous Substances Data)

Usage

General Description

BOC-ORN(DNP)-OH is a synthetic chemical compound used in peptide synthesis and organic chemistry research. It consists of a BOC-protected ornithine molecule, which is a non-proteinogenic amino acid, and a dinitrophenyl (DNP) group attached to the alpha-amino group of the ornithine residue. The BOC-ORN(DNP)-OH compound is commonly employed as a building block in the creation of peptides and peptidomimetics, as well as in the study of protein-protein interactions and receptor-ligand binding. Its reactive and stable nature makes it a valuable tool for the modification of peptides and for the development of molecules with potential therapeutic applications. Additionally, the DNP group can be used for detection and analysis in chemical and biological systems.

Upstream product

• 70-34-8 2,4-Dinitrofluorobenzene 
• 21887-64-9 N₂-(tert-butoxycarbonyl)-L-ornithine 

Downstream Products

• 82518-88-5 N^δ-DNP-N^α-benzoyl-L-ornithine 
• 64821-45-0 N^δ-(2.4-dinitro-phenyl)-L-ornithine ; hydrochloride 
• 10457-27-9 N^δ-(2.4-dinitro-phenyl)-L-ornithine 

Relevant articles and documents

Nitroaromatic amino acids as inhibitors of neuronal nitric oxide synthase

Nitric oxide (NO·) is an important biomodulator of many physiological processes. The inhibition of inappropriate production of NO' by the isoforms of nitric oxide synthase (NOS) has been proposed as a therapeutic approach for the treatment of stroke, inflammation, and other processes. In this study, certain 2-nitroaryl-substituted amino acid analogues were discovered to inhibit NOS. Analogues bearing a 5-methyl substituent on the aromatic ring demonstrated maximal inhibitory potency. For two selected inhibitors, investigation of the kinetics of the enzyme showed the inhibition to be competitive with L-arginine. Additionally, functional NOS inhibition in tissue preparations was demonstrated.