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N5501

Sigma-Aldrich

Nω-Nitro-L-arginine

≥98% (TLC)

Synonym(s):
N5-(Nitroamidino)-L-2,5-diaminopentanoic acid, NG-NO2-L-Arg, L-NNA
Empirical Formula (Hill Notation):
C6H13N5O4
CAS Number:
Molecular Weight:
219.20
Beilstein:
1728914
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

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

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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

5, 25 g in poly bottle
1 g in poly tube

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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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