N5501
Nω-Nitro-L-arginine
synthetic, ≥98% (TLC), Nitric oxide synthase inhibitor, powder
Synonym(s):
L-NNA, N5-(Nitroamidino)-L-2,5-diaminopentanoic acid, NG-NO2-L-Arg
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About This Item
Empirical Formula (Hill Notation):
C6H13N5O4
CAS Number:
Molecular Weight:
219.20
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
218-418-9
MDL number:
Beilstein/REAXYS Number:
1728914
Product Name
Nω-Nitro-L-arginine, ≥98% (TLC)
biological source
synthetic
Quality Level
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)
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
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Nitric oxide modulates excitation-contraction coupling in the diaphragm
Reid M B, et al.
Comparative Biochemistry and Physiology. Part A, Molecular & Integrative Physiology, 119(1), 211-218 (1998)
L-NNA decreases cortical hyperemia and brain cGMP levels following CO2 inhalation in Sprague-Dawley rats
Irikura K, et al.
The American Journal of Physiology, 267(2), H837-H843 (1994)
Cyclic GMP is a second messenger by which nitric oxide inhibits diaphragm contraction
Abraham R Z, et al.
Comparative Biochemistry and Physiology. Part A, Molecular & Integrative Physiology, 119(1), 177-183 (1998)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| N5501-1G | 04061834117001 |
| N5501-25G | 04061834117018 |
| N5501-5G | 04061834117025 |