JavaScript is disabled in your browser. Please enable JavaScript to view this website.
AB146405

Nomega-Propyl-L-arginine, neuronal nitric oxide synthase (nNOS) inhibitor

Be the first to review this product! Submit a review

|

(2 Publications)

MW 216.28 Da, Purity >99%. Selective, reversible neuronal nitric oxide synthase (nNOS) inhibitor. Cell-permeable. Active in vivo. Nω-Propyl-L-arginine hydrochloride (ab146124) analog.
1 Images
Chemical Structure - Nomega-Propyl-L-arginine, neuronal nitric oxide synthase (nNOS) inhibitor (AB146405)
  • Chemical Structure

Lab

Chemical Structure - Nomega-Propyl-L-arginine, neuronal nitric oxide synthase (nNOS) inhibitor (AB146405)

2D chemical structure image of ab146405, Nomega-Propyl-L-arginine, neuronal nitric oxide synthase (nNOS) inhibitor

Key facts

CAS number

137361-05-8

Purity

>99%

Form

Solid

form

Molecular weight

216.28 Da

Molecular formula

C<sub>9</sub>H<sub>2</sub><sub>0</sub>N<sub>4</sub>O<sub>2</sub>

PubChem

447180

Nature

Synthetic

Solubility

Soluble in water to 100 mM

Biochemical name

N-omega-Propyl-L-arginine

Biological description

Selective, reversible neuronal nitric oxide synthase (nNOS) inhibitor. Cell-permeable. Active in vivo. Nω-Propyl-L-arginine hydrochloride (ab146124) analog.

Canonical smiles

CCCN=C(N)NCCCC(C(=O)O)N

Isomeric smiles

CCCN=C(N)NCCC[C@@H](C(=O)O)N

InChi

InChI=1S/C9H20N4O2/c1-2-5-12-9(11)13-6-3-4-7(10)8(14)15/h7H,2-6,10H2,1H3,(H,14,15)(H3,11,12,13)/t7-/m0/s1

InChiKey

AOMXURITGZJPKB-ZETCQYMHSA-N

IUPAC Name

(2S)-2-amino-5-[(N'-propylcarbamimidoyl)amino]pentanoic acid

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

The biological target referred to as pan NOS (Nitric Oxide Synthase) CYP2D6 CYP2C9 and Cytochrome P450 2C8 + 2C9 + 2C19 + 2C12 involves various enzymes critical for the metabolism of drugs and endogenous compounds. Cytochrome P450 enzymes including CYP2D6 and CYP2C9 are important for oxidative reactions in drug metabolism. Known by their alternate names cytochromes are widely expressed in the liver. NOS enzymes synthesize nitric oxide from l-arginine which affects various signaling pathways. The molecular mass varies significantly across the individual enzymes of this target complex.
Biological function summary

Enzymes such as CYP2D6 and CYP2C9 play a significant role in drug metabolism. These are not individually active and often form part of larger enzyme complexes in the liver. NOS enzymes such as endothelial NOS and neuronal NOS produce nitric oxide an important signaling molecule. This indicates the dual role of these proteins affecting both metabolic and signaling pathways with the production of nitric oxide being central to this process.

Pathways

These enzymes are critical components in metabolic and signaling pathways. Cytochrome P450 enzymes like CYP2D6 and CYP2C9 are central to drug metabolism and hydroxylation reactions. They are closely related to other enzymes like CYP3A4 which too participate in these pathways. NOS enzymes engage in signaling pathways through the production of nitric oxide which modulates the vascular response. They relate biologically to proteins involved in the signal transduction processes.

Variations and dysfunctions in enzymes like CYP2D6 are linked to conditions such as adverse drug reactions and drug efficacy issues. For example altered CYP2C9 activity is associated with the metabolism of anticoagulants affecting therapy outcomes. NOS enzymes have significance in inflammatory diseases and cardiovascular disorders like hypertension where nitric oxide production is altered. This alteration impacts proteins such as soluble guanylate cyclase contributing to disease symptoms.

Product protocols

Publications (2)

Recent publications for all applications. Explore the full list and refine your search

Pflugers Archiv : European journal of physiology 472:61-74 PubMed31822999

2019

Neuronal nitric oxide synthase regulation of calcium cycling in ventricular cardiomyocytes is independent of Ca1.2 channel modulation under basal conditions.

Applications

Unspecified application

Species

Unspecified reactive species

Janine Ebner,Michal Cagalinec,Helmut Kubista,Hannes Todt,Petra L Szabo,Attila Kiss,Bruno K Podesser,Henrietta Cserne Szappanos,Livia C Hool,Karlheinz Hilber,Xaver Koenig

FASEB journal : official publication of the Federa 33:10705-10716 PubMed31262191

2019

improves antioxidant capacity nitric oxide synthase 1 in intestinal epithelial cells.

Applications

Unspecified application

Species

Unspecified reactive species

Yangfan Nie,Jun Hu,Qiliang Hou,Wenyong Zheng,Xianghua Zhang,Tao Yang,Libao Ma,Xianghua Yan
View all publications

Product promise

We are committed to supporting your work with high-quality reagents, and we're here for you every step of the way. In the unlikely event that one of our products does not perform as expected, you're protected by our Product Promise.
For full details, please see our Terms & Conditions

Please note: All products are 'FOR RESEARCH USE ONLY. NOT FOR USE IN DIAGNOSTIC OR THERAPEUTIC PROCEDURES'.

For licensing inquiries, please contact partnerships@abcam.com