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Nω-Nitro-L-arginine

Specifications & Purity: 98%

For research use only. We do not sell to patients.

Item Number
N109208
Grouped product items
SKU Size Availability Price Qty
N109208-5g
5g
Available within 1-2 weeks(?)
Item is derived from our semi-finished stock and is processed in 1-2 weeks.
$129.90
N109208-25g
25g
Available within 1-2 weeks(?)
Item is derived from our semi-finished stock and is processed in 1-2 weeks.
$306.90
N109208-100g
100g
In stock
$1,124.90
N109208-500g
500g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$3,369.90
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Nitric oxide synthase inhibitor
main product photo

Basic Description

Synonyms L-NNA;H-Arg(NO2)-OH;NG-NO2-L-Arg;N5-(Nitroamidino)-L-2,5-diaminopentanoic acid
Specifications & Purity 98%
Shipped In Normal
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.

Names and Identifiers

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-]
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 Number Certificate Type Date Item
B23021141 Certificate of Analysis Nov 08, 2022 N109208
B23021142 Certificate of Analysis Nov 08, 2022 N109208
B23021153 Certificate of Analysis Nov 08, 2022 N109208
B23021154 Certificate of Analysis Nov 08, 2022 N109208
B23021155 Certificate of Analysis Nov 08, 2022 N109208
B23021156 Certificate of Analysis Nov 08, 2022 N109208
B23021169 Certificate of Analysis Nov 08, 2022 N109208

Chemical and Physical Properties

Solubility Soluble 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 Document

 SDS

 Specification Sheet

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Associated Targets

CTH Tchem Cystathionine gamma-lyase 7 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

C7orf77 Tdark Uncharacterized protein C7orf77 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

C8orf34 Tbio Uncharacterized protein C8orf34 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

CGGBP1 Tbio CGG triplet repeat-binding protein 1 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

C8orf76 Tdark Uncharacterized protein C8orf76 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

CHD1 Tbio Chromodomain-helicase-DNA-binding protein 1 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

CHERP Tbio Calcium homeostasis endoplasmic reticulum protein 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

CHP1 Tbio Calcineurin B homologous protein 1 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

CAMTA2 Tbio Calmodulin-binding transcription activator 2 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

CNBD1 Tdark Cyclic nucleotide-binding domain-containing protein 1 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

CNBD2 Tdark Cyclic nucleotide-binding domain-containing protein 2 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

COMTD1 Tdark Catechol O-methyltransferase domain-containing protein 1 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

NCAPD3 Tbio Condensin-2 complex subunit D3 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

CMTR2 Tbio Cap-specific mRNA (nucleoside-2'-O-)-methyltransferase 2 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

CTNNBIP1 Tbio Beta-catenin-interacting protein 1 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

CNDP2 Tbio Cytosolic non-specific dipeptidase 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

PDE6H Tclin Retinal cone rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit gamma 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

CTDNEP1 Tbio CTD nuclear envelope phosphatase 1 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

CNFN Tdark Cornifelin 0 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

CNKSR1 Tchem Connector enhancer of kinase suppressor of ras 1 30 Activities

Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

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,  9  (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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