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N5501 Sigma-Aldrich

Nω-Nitro-L-arginine

≥98% (TLC)

Synonym: L-NNA, N5-(Nitroamidino)-L-2,5-diaminopentanoic acid, NG-NO2-L-Arg

  • CAS Number 2149-70-4

  • Empirical Formula (Hill Notation) C6H13N5O4

  • Molecular Weight 219.20

  •  Beilstein/REAXYS Number 1728914

  •  EC Number 218-418-9

  •  MDL number MFCD00007033

  •  PubChem Substance ID 24278010

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Properties

Related Categories Application Index, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology,
Quality Level   200
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

Nω-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

Packaging

1 g in poly tube

5, 25 g in poly bottle

Biochem/physiol Actions

Nω-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 also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

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.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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