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Nω-Nitro-L-arginine

SIGMA/N5501 - ≥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
EC Number: 218-418-9
MDL Number: MFCD00007033
Linear Formula: C6H13N5O4
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-N5501-1G 1 g
$29.80
1/EA
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45-N5501-5G 5 g
$73.00
1/EA
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45-N5501-25G 25 g
$283.00
1/EA
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assay ≥98% (TLC)
biological source synthetic
form powder
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
mp 257 °C
Quality Level 200 
SMILES string N[C@@H](CCCNC(=N)N[N+]([O-])=O)C(O)=O
solubility 1 M HCl: 50 mg/mL, clear, colorless to faintly yellow
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

Biochem/physiol Actions: Irreversible inhibitor of constitutive nitric oxide synthase (nNOS) and a reversible inhibitor of inducible nitric oxide synthase (iNOS).
Biochem/physiol Actions: Nω-Nitro-L-arginine/L-NNA helps to reduce the levels of cortical hyperemia and brain cGMP occurring due to hypercapnia.
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 .
Packaging: 1 g in poly tube
Packaging: 5, 25 g in poly bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (TLC)
mp 257 °C
UNSPSC 12352209

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