S-methyl-L-Thiocitrulline (hydrochloride) (Synonyms: methyl-TC (hydrochloride)) |
| Catalog No.GC13214 |
potent NOS inhibitor
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 209589-59-3
Sample solution is provided at 25 µL, 10mM.
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S-methyl-L-Thiocitrulline is a potent NOS inhibitor with selectivity toward the neuronal nitric oxide synthases (nNOS) compared to eNOS (endothelial NOS) and iNOS (inducible NOS) [1, 2].
Nitric oxide synthases (NOSs) belong to a family of enzymes involved in catalyzing the production of nitric oxide (NO) from L-arginine. As an important cellular signaling molecule, NO has been implicated in modulating vascular tone, insulin secretion, airway tone, and peristalsis, angiogenesis and neural development. Until now, three isozymes of NOS have been identified: eNOS (endothelial NOS), nNOS (neuronal NOS), and iNOS (inducible NOS). The eNOS plays a critical role in embryonic heart development and morphogenesis of coronary arteries and cardiac valves. The nNOS functions as a retrograde neurotransmitter important in long term potentiation and has been involved in the development of nervous system. The iNOS produces large amounts of NO as a defense mechanism and is an important factor in the response of the body to attack by parasites, bacterial infection, and tumor growth [3].
S-methyl-L-thiocitrulline reversed hypotension in the rat model of septic peritonitis and in dogs administered endotoxin [1]. S-Methyl-L-thiocitrulline inhibited the oxidation of L-arginine and the L-arginine-independent oxidation of NADPH by nNOS from human brain. The Kd value of S-Methyl-L-thiocitrulline was 1.2 nM. L-Arginine was a competitive inhibitor of Me-TC with competition constant (Ks) value of 2.2 μM. Me-TC was a less potent inhibitor of human iNOS (Ki values of 34 nM) and human eNOS (Ki value of 11 nM) [2].
References:
[1] Narayanan K, Spack L, McMillan K, et al. S-alkyl-L-thiocitrullines. Potent stereoselective inhibitors of nitric oxide synthase with strong pressor activity in vivo[J]. Journal of Biological Chemistry, 1995, 270(19): 11103-11110.
[2] Furfine E S, Harmon M F, Paith J E, et al. Potent and selective inhibition of human nitric oxide synthases. Selective inhibition of neuronal nitric oxide synthase by S-methyl-L-thiocitrulline and S-ethyl-L-thiocitrulline[J]. Journal of Biological Chemistry, 1994, 269(43): 26677-26683.
[3] Stuehr D J, Griffith O W. Mammalian nitric oxide synthases[J]. Advances in Enzymology and Related Areas of Molecular Biology, Volume 65, 2006: 287-346.
| Cas No. | 209589-59-3 | SDF | |
| Synonyms | methyl-TC (hydrochloride) | ||
| Chemical Name | N5-[imino(methylthio)methyl]-L-ornithine, dihydrochloride | ||
| Canonical SMILES | CS/C(N([H])CCC[C@H](N)C(O)=O)=N/[H].Cl.Cl | ||
| Formula | C7H15N3O2S • 2HCl | M.Wt | 278.2 |
| Solubility | ≤75mg/ml in ethanol;20mg/ml in DMSO;14mg/ml in dimethyl formamide | Storage | Store at -20°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
|
1 mg | 5 mg | 10 mg |
| 1 mM | 3.5945 mL | 17.9727 mL | 35.9454 mL |
| 5 mM | 0.7189 mL | 3.5945 mL | 7.1891 mL |
| 10 mM | 0.3595 mL | 1.7973 mL | 3.5945 mL |
Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)
g
μL
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Calculation results:
Working concentration: mg/ml;
Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )
Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.
Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.
Quality Control & SDS
- View current batch:
- Purity: >97.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 27 reference(s) in Google Scholar.)
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