MW 269.69 Da, Purity >98%. Cell-permeable NOS inhibitor. More soluble analog of arginine. (pIC50 values are 4.3, 5.7 and 5.6 at human iNOS, nNOA and eNOS, respectively).
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- Frontiers in oncology 12:9769612022Erythropoietin receptor regulates tumor mitochondrial biogenesis through iNOS and pAKT.Applications:Unspecified applicationReactive species:Unspecified reactive speciesMostafa A Aboouf,Franco Guscetti,Nadine von Büren,Julia Armbruster,Hyrije Ademi,Maja Ruetten,Florinda Meléndez-Rodríguez,Thomas Rülicke,Alexander Seymer,Robert A Jacobs,Edith M Schneider Gasser,Julian Aragones,Drorit Neumann,Max Gassmann,Markus ThierschPubMed 36052260
- Basic research in cardiology 116:662021Increased protein S-nitrosylation in mitochondria: a key mechanism of exercise-induced cardioprotection.Applications:Unspecified applicationReactive species:Unspecified reactive speciesDoria Boulghobra,Mathilde Dubois,Béatrice Alpha-Bazin,Florence Coste,Maxime Olmos,Sandrine Gayrard,Isabelle Bornard,Gregory Meyer,Jean-Charles Gaillard,Jean Armengaud,Cyril ReboulPubMed 34940922
- Frontiers in psychiatry 11:8372020Repeated Nitrous Oxide Exposure Exerts Antidepressant-Like Effects Through Neuronal Nitric Oxide Synthase Activation in the Medial Prefrontal Cortex.Applications:Unspecified applicationReactive species:Unspecified reactive speciesWei Liu et. al.PubMed 33088274
- Bone 135:1153052020Skeletal restoration by phosphodiesterase 5 inhibitors in osteopenic mice: Evidence of osteoanabolic and osteoangiogenic effects of the drugs.Applications:Unspecified applicationReactive species:Unspecified reactive speciesSubhashis Pal et. al.PubMed 32126313
- Archives of oral biology 101:108-1212019Chondrocyte apoptosis in rat mandibular condyles induced by dental occlusion due to mitochondrial damage caused by nitric oxide.Applications:Unspecified applicationReactive species:Unspecified reactive speciesHaotian Ren et. al.PubMed 30927660
- Proceedings of the National Academy of Sciences of 115:E6900-E69092018Molecular profiling of reticular gigantocellularis neurons indicates that eNOS modulates environmentally dependent levels of arousal.Applications:Unspecified applicationReactive species:Unspecified reactive speciesInna Tabansky et. al.PubMed 29967172
- Cell reports 21:1009-10202017Dendritic Cell Amiloride-Sensitive Channels Mediate Sodium-Induced Inflammation and Hypertension.Applications:Unspecified applicationReactive species:Unspecified reactive speciesNatalia R Barbaro,Jason D Foss,Dmytro O Kryshtal,Nikita Tsyba,Shivani Kumaresan,Liang Xiao,Raymond L Mernaugh,Hana A Itani,Roxana Loperena,Wei Chen,Sergey Dikalov,Jens M Titze,Bjorn C Knollmann,David G Harrison,Annet KiraboPubMed 29069584
- International journal of molecular sciences 18:2017The Pharmaceutical Device Prisma Skin Promotes in Vitro Angiogenesis through Endothelial to Mesenchymal Transition during Skin Wound Healing.Applications:Unspecified applicationReactive species:Unspecified reactive speciesRaffaella Belvedere et. al.PubMed 28757565
- BMC research notes 7:2302014Infection of human monocytes by Chlamydia pneumoniae and Chlamydia trachomatis: an in vitro comparative study.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAntonella Marangoni et. al.PubMed 24721461
- Journal of neurophysiology 111:659-742013Nitric oxide-mediated modulation of the murine locomotor network.Applications:Unspecified applicationReactive species:Unspecified reactive speciesJoshua D Foster,Catherine Dunford,Keith T Sillar,Gareth B MilesPubMed 24259545
Key facts
- CAS number
- 51298-62-5
- Purity
- > 98%
- Form
- Solid
- Molecular weight
- 269.69 Da
- Molecular formula
- C7H16ClN5O4
- PubChem identifier
- 135193
- Nature
- Synthetic
Alternative names
2310005C01Rik, BNOS, Constitutive NOS, EC 1.14.13.39, EC-NOS, Endothelial NOS, Endothelial nitric oxidase synthase, Endothelial nitric oxide synthase, Endothelial nitric oxide synthase 3, HEP-NOS, Hepatocyte NOS, IHPS 1, Inducible NO synthase, Inducible NOS, Inducible nitric oxide synthase, MAC NOS, Macrophage NOS, N-NOS, NC-NOS, NO, NOS, NOS III, NOS type I, NOS type II, NOS type III, NOS-I, NOS1_HUMAN, NOS2A, NOS2A, Inducible, Hepatocyte, NOS2_HUMAN, NOS3_HUMAN, Neuronal NOS, Nitric oxide synthase, Nitric oxide synthase , neuronal, included, Nitric oxide synthase 1, Nitric oxide synthase 1 (neuronal), Nitric oxide synthase 2 inducible, Nitric oxide synthase 2 inducible macrophage, Nitric oxide synthase 3, Nitric oxide synthase 3 (endothelial cell), Nitric oxide synthase 3 endothelial cell, Nitric oxide synthase brain, Nitric oxide synthase endothelial, Nitric oxide synthase inducible, Nitric oxide synthase, penile neuronal, included, Nos II, Peptidyl-cysteine S-nitrosylase NOS1, Peptidyl-cysteine S-nitrosylase NOS2, cNOS, eNOS, iNOS, inducible, neuronal Nitric Oxide Synthase, nitric oxide synthase 2A (inducible, hepatocytes), nitric oxide synthase, macrophage
Recommended products
MW 269.69 Da, Purity >98%. Cell-permeable NOS inhibitor. More soluble analog of arginine. (pIC50 values are 4.3, 5.7 and 5.6 at human iNOS, nNOA and eNOS, respectively).
Key facts
- CAS number
- 51298-62-5
- Purity
- > 98%
- Form
- Solid
- Molecular weight
- 269.69 Da
- Molecular formula
- C7H16ClN5O4
- PubChem identifier
- 135193
- Nature
- Synthetic
- Solubility
Soluble in water to 100 mM.
- Biochemical name
- Methyl N5-(imino(nitroamino)methyl)-L-ornithine monohydrochloride
- Biological description
Cell-permeable NOS inhibitor. More soluble analog of arginine. (pIC50 values are 4.3, 5.7 and 5.6 at human iNOS, nNOA and eNOS, respectively).
- Canonical SMILES
- COC(=O)C(CCCN=C(N)N[N+](=O)[O-])N.Cl
- Isomeric SMILES
- COC(=O)[C@H](CCCN=C(N)N[N+](=O)[O-])N.Cl
- InChI
- InChI=1S/C7H15N5O4.ClH/c1-16-6(13)5(8)3-2-4-10-7(9)11-12(14)15;/h5H,2-4,8H2,1H3,(H3,9,10,11);1H/t5-;/m0./s1
- InChIKey
- QBNXAGZYLSRPJK-JEDNCBNOSA-N
- IUPAC name
- methyl (2S)-2-amino-5-[[amino(nitramido)methylidene]amino]pentanoate;hydrochloride
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- +4°C
- Appropriate long-term storage conditions
- +4°C
- Storage information
- Store under desiccating conditions, The product can be stored for up to 12 months
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
The eNOS iNOS and nNOS commonly called endothelial inducible and neuronal nitric oxide synthase respectively play an important role in the production of nitric oxide (NO) from L-arginine. eNOS is typically expressed in endothelial cells iNOS in immune system cells and nNOS in neurons. eNOS has a molecular mass of approximately 133 kDa while iNOS is around 131 kDa and nNOS is about 160 kDa. These enzymes are mainly located in vascular tissues macrophages and nerve tissues. They exhibit distinct expression patterns depending on their cellular environments reflecting their specialized roles in different tissues.
- Biological function summary
Nitric oxide synthases produce NO an important signaling molecule that affects vasodilation neurotransmission and microbial killing. eNOS iNOS and nNOS all produce NO but differ in their regulation and temporal expression. eNOS functions constitutively and is calcium-calmodulin dependent. In contrast iNOS is calcium-independent and gets induced under inflammatory conditions. nNOS also operates constitutively and modulates neuronal communication. While these enzymes do not form a multimeric complex themselves they often associate with other proteins to exert their functions effectively.
- Pathways
Nitric oxide synthases significantly contribute to the nitric oxide signaling pathway. In this context eNOS is pivotal in the regulation of blood pressure and flow by modulating vascular tone. It interacts with calmodulin and other enzymes like phosphoinositide 3-kinase (PI3K) in endothelial cells. nNOS in the nervous system participates in synaptic plasticity and interacts with proteins such as NMDA receptors to influence learning and memory pathways. iNOS meanwhile becomes highly active in immune response pathways particularly involving macrophages where NO acts as a defense mechanism against pathogens.
- Associated diseases and disorders
Abnormal nNOS activity links to neurodegenerative conditions like Alzheimer's disease. nNOS through excessive NO production can lead to neuronal damage. In cardiovascular disorders eNOS dysfunction associates with hypertension and atherosclerosis due to impaired NO-mediated vasodilation. Here eNOS's interaction with proteins like caveolin-1 may alter its functionality. Both the abnormal activities of nNOS and eNOS highlight their importance in maintaining physiological health and how their dysregulation can contribute to disease pathology.
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Chemical Structure - N omega-Nitro-L-arginine methyl ester hydrochloride (L-NAME), NOS inhibitor (ab120136)
2D chemical structure image of ab120136, N omega-Nitro-L-arginine methyl ester hydrochloride (L-NAME), NOS inhibitor
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