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L-NIL hydrochloride

Selective iNOS inhibitor CAS# 150403-89-7

L-NIL hydrochloride

Catalog No. BCC5706----Order now to get a substantial discount!

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Quality Control of L-NIL hydrochloride

Number of papers citing our products

Chemical structure

L-NIL hydrochloride

3D structure

Chemical Properties of L-NIL hydrochloride

Cas No. 150403-89-7 SDF Download SDF
PubChem ID 9794509 Appearance Powder
Formula C8H18ClN3O2 M.Wt 223.7
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble to 100 mM in water
Chemical Name (2S)-2-amino-6-(1-aminoethylideneamino)hexanoic acid;hydrochloride
SMILES CC(=NCCCCC(C(=O)O)N)N.Cl
Standard InChIKey HJYWSATZDBEAOS-FJXQXJEOSA-N
Standard InChI InChI=1S/C8H17N3O2.ClH/c1-6(9)11-5-3-2-4-7(10)8(12)13;/h7H,2-5,10H2,1H3,(H2,9,11)(H,12,13);1H/t7-;/m0./s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of L-NIL hydrochloride

DescriptionA selective inhibitor of inducible nitric oxide synthase (IC50 = 3.3 μM).

L-NIL hydrochloride Dilution Calculator

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L-NIL hydrochloride Molarity Calculator

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Preparing Stock Solutions of L-NIL hydrochloride

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.4703 mL 22.3514 mL 44.7027 mL 89.4055 mL 111.7568 mL
5 mM 0.8941 mL 4.4703 mL 8.9405 mL 17.8811 mL 22.3514 mL
10 mM 0.447 mL 2.2351 mL 4.4703 mL 8.9405 mL 11.1757 mL
50 mM 0.0894 mL 0.447 mL 0.8941 mL 1.7881 mL 2.2351 mL
100 mM 0.0447 mL 0.2235 mL 0.447 mL 0.8941 mL 1.1176 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on L-NIL hydrochloride

Primary murine microglia are resistant to nitric oxide inhibition of indoleamine 2,3-dioxygenase.[Pubmed:20451602]

Brain Behav Immun. 2010 Nov;24(8):1249-53.

Indoleamine 2,3-dioxygenase (IDO) is an intracellular heme-containing enzyme that is activated by proinflammatory cytokines, including interferon-gamma (IFNgamma), and metabolizes tryptophan along the kynurenine pathway. Activation of murine macrophages induces not only IDO but also nitric oxide synthase (iNOS), and the ensuing production of nitric oxide (NO) inhibits IDO. To determine the sensitivity of primary cultures of murine microglia to NO, microglia were stimulated with recombinant murine IFNgamma (1 ng/ml) and lipopolysaccharide (LPS) (10 ng/ml). This combination of IFNgamma+LPS synergized to produce maximal amounts of nitrite as early as 16h. Steady-state mRNAs for both iNOS and IDO were significantly increased by IFNgamma+LPS at 4h post-treatment, followed by an increase in IDO enzymatic activity at 24h. Murine microglia (>95% CD11b(+)) were pretreated with the iNOS inhibitor, L-NIL hydrochloride, at a dose (30 muM) that completely abrogated production of nitrite. L-NIL had no effect on IDO mRNA at 4h or IDO enzymatic activity at 24h following stimulation with IFNgamma+LPS. These data establish that IDO regulation in murine microglia is not restrained by NO, thereby permitting the accumulation of kynurenine and its downstream metabolites in the central nervous system.

Suppression of adjuvant-induced arthritis by selective inhibition of inducible nitric oxide synthase.[Pubmed:7537678]

Eur J Pharmacol. 1995 Jan 24;273(1-2):15-24.

Adjuvant-induced arthritis is a model of chronic inflammation that exhibits several pathological changes similar to those occurring in rheumatoid arthritis, an autoimmune disease in humans characterized by chronic inflammation of the joints. We have examined the role of inducible nitric oxide synthase in producing the pathological changes associated with adjuvant-induced arthritis. Plasma nitrite concentrations were maximally elevated 14 days following adjuvant administration compared to untreated control animals. Arthritic changes in the paw were first observed between days 10-12 and were maximally elevated 21 days following adjuvant administration. Inducible nitric oxide synthase immunoreactivity was found localized in the synovial tissue from adjuvant-treated rats, while untreated controls exhibited no inducible nitric oxide synthase staining. Two selective inducible nitric oxide synthase inhibitors, aminoguanidine and N-iminoethyl-L-lysine, suppressed the increase in plasma nitrite levels and joint inflammation associated with adjuvant-induced arthritis in a dose-dependent manner. N-Iminoethyl-L-lysine attenuated the inducible nitric oxide synthase immunoreactivity in adjuvant-treated rats. Blood pressure was not affected by the highest dose of N-iminoethyl-L-lysine administered in the drinking water, indicating a lack of inhibition of constitutive nitric oxide synthase.

L-N6-(1-iminoethyl)lysine: a selective inhibitor of inducible nitric oxide synthase.[Pubmed:7525961]

J Med Chem. 1994 Nov 11;37(23):3886-8.

L-N6-(1-Iminoethyl)lysine (L-NIL) has been synthesized and is shown to be both a potent and selective inhibitor of mouse inducible nitric oxide synthase (miNOS). L-NIL has an IC50 of 3.3 microM for miNOS compared to an IC50 of 92 microM for rat brain constitutive NOS indicating that L-NIL is 28-fold more selective for inducible NOS. L-N5-(1-Iminoethyl)ornithine (L-NIO), which differs from L-NIL by having one less methylene group, has very similar potency for inducible NOS, but lacks selectivity. DL-N7-(1-Iminoethyl)homolysine was also synthesized and found to be substantially less potent than L-NIL or L-NIO, with intermediate selectivity for inducible NOS. These data suggest that L-NIL may be useful as a selective inhibitor of inducible NOS for determining the role of this enzyme in disease models.

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