13855-78-2

Basic information

• Product Name: (E)-N~5~-[amino(nitroamino)methylidene]ornithine
• Synonyms: 218-418-9; ornithine, N~5~-[amino(nitroamino)methylene]-, (E)-; ornithine, N~5~-[imino(nitroamino)methyl]-
• CAS NO: 13855-78-2
• Molecular Formula: C₆H₁₃N₅O₄
• Molecular Weight: 219.1985
• EINECS: 218-418-9
• Mol File: 13855-78-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 462.4°C at 760 mmHg
• Flash Point: 233.5°C
• Density: 1.65g/cm³
• Vapor Pressure: 7.81E-10mmHg at 25°C
• Refractive Index: 1.637
• CAS DataBase Reference: (E)-N~5~-[amino(nitroamino)methylidene]ornithine(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-N~5~-[amino(nitroamino)methylidene]ornithine(13855-78-2)
• EPA Substance Registry System: (E)-N~5~-[amino(nitroamino)methylidene]ornithine(13855-78-2)

Safety Data

• Hazardous Substances Data: 13855-78-2(Hazardous Substances Data)

Upstream product

• 126265-24-5 N^G-nitro-L-arginine methyl ester 
• 627-75-8 D-arginine hydrochloride 
• 1119-34-2 L-arginine hydrochloride 
• 2188-18-3 Boc-Arg(NO₂)-OH 
• 74-79-3 L-arginine 
• 157-06-2 D-arginine 

Downstream Products

• 37682-82-9 N^ω-nitro-L-arginine ethyl ester; hydrochloride 
• 35146-46-4 Z-glycyl-N^G-nitro-L-arginine 
• 183659-61-2 N^ω-nitro-N^α-(4-nitro-benzyloxycarbonyl)-L-arginine 
• 141968-19-6 N^ω-nitro-D-arginine methyl ester 
• 23234-71-1 Z(OMe)-Arg(NO₂)-OH 
• 2279-08-5 Z-D-Arg(NO₂)-OH 
• 59179-51-0 Cbo-L-Leu-nitro-L-Arg-OH 
• 7672-27-7 N^ω-nitro-L-arginine benzyl ester 
• 160347-94-4 Fmoc-D-Arg(NO₂)-OH 
• 100157-59-3 Z-N-Me-D-aThr(tBu)-L-Arg(NO₂)-OMe 
• 127488-84-0 Boc-FAKLNCR-CO₂H 
• 127488-85-1 Boc-LYR-CO₂H 
• 109067-83-6 N^α-(N-benzyloxycarbonyl-glycyl)-N^ω-nitro-L-arginine ethyl ester 
• 109571-79-1 N^α-(N-benzyloxycarbonyl-Ξ-alanyl)-N^ω-nitro-L-arginine 

Relevant articles and documents

A new method of reducing nitroarginine-peptide into arginine-peptide, with reference to the synthesis of poly-L-arginine hydrochloride.

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Direct monitoring of biocatalytic deacetylation of amino acid substrates by1H NMR reveals fine details of substrate specificity

Amino acids are key synthetic building blocks that can be prepared in an enantiopure form by biocatalytic methods. We show that thel-selective ornithine deacetylase ArgE catalyses hydrolysis of a wide-range ofN-acyl-amino acid substrates. This activity was revealed by1H NMR spectroscopy that monitored the appearance of the well resolved signal of the acetate product. Furthermore, the assay was used to probe the subtle structural selectivity of the biocatalyst using a substrate that could adopt different rotameric conformations.

Design, synthesis and primary activity assay of bi- or tri-peptide analogues with the scaffold l-arginine as amino-peptidase N/CD13 inhibitors

A series of bi- or tri-peptide analogues with the scaffold l-arginine were designed, synthesized and evaluated for their inhibitory activities against amino-peptidase N (APN) and metalloproteinase-2 (MMP-2). The primary activity assay showed that all the compounds exhibited higher inhibitory activities against APN than MMP-2. Within this series, compounds C6 and C7 (IC50 = 4.2 and 4.3 μM) showed comparable APN inhibitory activities with the positive control bestatin (IC50 = 3.8 μM).