N5501

N_ω-Nitro-L-arginine

≥98% (TLC)

• Synonym(s): L-NNA, N⁵-(Nitroamidino)-L-2,5-diaminopentanoic acid, N^G-NO₂-L-Arg
• Empirical Formula (Hill Notation): C₆H₁₃N₅O₄
• CAS Number: 2149-70-4
• Molecular Weight: 219.20
• Beilstein/REAXYS Number: 1728914
• EC Number: 218-418-9
• MDL number: MFCD00007033
• UNSPSC Code: 12352209
• PubChem Substance ID: 24278010
• NACRES: NA.77

Properties

• biological source: synthetic
• assay: ≥98% (TLC)
• form: powder
• mp: 257 °C
• solubility: 1 M HCl: 50 mg/mL, clear, colorless to faintly yellow
• SMILES string: N[C@@H](CCCNC(=N)N[N+]([O-])=O)C(O)=O
• InChI: 1S/C6H13N5O4/c7-4(5(12)13)2-1-3-9-6(8)10-11(14)15/h4H,1-3,7H2,(H,12,13)(H3,8,9,10)/t4-/m0/s1
• InChI key: MRAUNPAHJZDYCK-BYPYZUCNSA-N
• Gene Information: human ... NOS1(4842) , NOS2(4843) , NOS2B(201288) , NOS2C(645740) , NOS3(4846) ; mouse ... Nos2(18126) ; rat ... Grin2a(24409) , Nos1(24598)

Description

Application

N_ω-Nitro-L-arginine has been used:

• as nitric oxide synthase (NOS) inhibitor, to measure the release of nitric oxide (NO) derivatives in cytochrome c reduction assay
• to pretreat fiber bundles for contractile studies
• as NOS inhibitor to characterize the generation of NO in Taxus yunnanensis cells
• as an irreversible inhibitor of the neuronal NO synthase (nNOS) to preincubate swimbladder preparations

Biochem/physiol Actions

N_ω-Nitro-L-arginine/L-NNA helps to reduce the levels of cortical hyperemia and brain cGMP occurring due to hypercapnia.

Irreversible inhibitor of constitutive nitric oxide synthase (nNOS) and a reversible inhibitor of inducible nitric oxide synthase (iNOS).

Features and Benefits

This compound is featured on the Nitric Oxide Synthases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)