Nω-Nitro-L-arginine - 98%, high purity , CAS No.2149-70-4, Inhibitor of Endothelial NOS;Inhibitor of Inducible NOS;Inhibitor of Neuronal NOS

Item Number
N109208
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SKUSizeAvailabilityPrice Qty
N109208-5g
5g
In stock
$9.90
N109208-25g
25g
In stock
$28.90
N109208-100g
100g
In stock
$79.90
N109208-500g
500g
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$279.90

Nitric oxide synthase inhibitor

Basic Description

SynonymsNCGC00024716-09 | Spectrum3_001083 | Arginine, omega-nitro-, L- | KBio1_001016 | Q7041453 | SR-01000597670 | N(sup G)-Nitro-L-arginine | N-Nitro-L-arginine | (2S)-2-amino-5-[[amino(nitramido)methylidene]amino]pentanoic acid | EN300-204408 | hDDAH inhibito
Specifications & PurityMoligand™, ≥98%
Biochemical and Physiological MechanismsNitric oxide synthase inhibitor (K i = 4.4 μM). Cardiovascular effects. Active in vivo .
Shipped InNormal
GradeMoligand™
Action TypeINHIBITOR
Mechanism of actionInhibitor of Endothelial NOS;Inhibitor of Inducible NOS;Inhibitor of Neuronal NOS
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

Nω-Nitro-L-arginine displays potent inhibition of NOS with selectivity for NOS1 and NOS3 over NOS2. It has been observed to inhibit endothelial nitric oxide biosynthesis and decrease radical generation of peroxynitrite ions. Other inhibitory effects demonstrated in experiments include blocking brady-kinin-induced relaxation in dog coronary artery strips and suppressing morphine tolerance in mice. N G-Nitro-L-arginine causes significant vasoconstriction and is utilized in studying nitric oxide as a neuronal messenger.


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.

Associated Targets(Human)

NOS2 Tchem Nitric oxide synthase, inducible (2 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
NOS1 Tchem Nitric oxide synthase, brain (6 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
NOS3 Tchem Nitric oxide synthase, endothelial (5 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

Pubchem Sid488189759
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488189759
IUPAC Name (2S)-2-amino-5-[[amino(nitramido)methylidene]amino]pentanoic acid
INCHI 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
Canonical SMILES C(CC(C(=O)O)N)CN=C(N)N[N+](=O)[O-]
Isomeric SMILES C(C[C@@H](C(=O)O)N)CN=C(N)N[N+](=O)[O-]
WGK Germany 3
RTECS RM2982100
PubChem CID 440005
Molecular Weight 219.2
Beilstein 1728914
Reaxy-Rn 1728914

Certificates

Certificate of Analysis(COA)

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7 results found

Lot NumberCertificate TypeDateItem
B23021141Certificate of AnalysisNov 08, 2022 N109208
B23021142Certificate of AnalysisNov 08, 2022 N109208
B23021153Certificate of AnalysisNov 08, 2022 N109208
B23021154Certificate of AnalysisNov 08, 2022 N109208
B23021155Certificate of AnalysisNov 08, 2022 N109208
B23021156Certificate of AnalysisNov 08, 2022 N109208
B23021169Certificate of AnalysisNov 08, 2022 N109208

Chemical and Physical Properties

SolubilitySoluble in 0.1N HCl (moderately), and water (5 mM).
Specific Rotation[α][a]20/D +23.0 to +31.0 deg(C=2,2mol/L HCl)
Melt Point(°C)257°C

Safety and Hazards(GHS)

WGK Germany 3
RTECS RM2982100
Reaxy-Rn 1728914

Related Documents

References

1. Collins JL, Shearer BG, Oplinger JA, Lee S, Garvey EP, Salter M, Duffy C, Burnette TC, Furfine ES.  (1998)  N-Phenylamidines as selective inhibitors of human neuronal nitric oxide synthase: structure-activity studies and demonstration of in vivo activity..  J Med Chem,  41  (15): (2858-71).  [PMID:9667974]
2. Al-Shboul OA et al..  (2019)  Changes in Gastric Smooth Muscle Cell Contraction during Pregnancy: Effect of Estrogen..  J Pregnancy,  2019  (4302309).  [PMID:31080672]
3. Al-Shboul OA et al..  (2018)  Effect of progesterone on nitric oxide/cyclic guanosine monophosphate signaling and contraction in gastric smooth muscle cells..  Biomed Rep,  (6): (511-516).  [PMID:30546879]
4. Al-Shboul OA et al..  (2018)  Estrogen relaxes gastric muscle cells via a nitric oxide- and cyclic guanosine monophosphate-dependent mechanism: A sex-associated differential effect..  Exp Ther Med,  16  (3): (1685-1692).  [PMID:30186388]

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