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S-methyl-L-Thiocitrulline(hydrochloride)
本产品不向个人销售,仅用作科学研究,不用于任何人体实验及非科研性质的动物实验。
S-methyl-L-Thiocitrulline(hydrochloride)图片
CAS NO:209589-59-3
包装与价格:
包装价格(元)
5mg电议
10mg电议
50mg电议
100mg电议

产品介绍
Cas No.209589-59-3
别名methyl-TC (hydrochloride)
化学名N5-[imino(methylthio)methyl]-L-ornithine, dihydrochloride
Canonical SMILESCS/C(N([H])CCC[C@H](N)C(O)=O)=N/[H].Cl.Cl
分子式C7H15N3O2S o 2HCl
分子量278.2
溶解度≤75mg/ml in ethanol;20mg/ml in DMSO;14mg/ml in dimethyl formamide
储存条件Store at -20℃
General tipsFor obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.
Shipping ConditionEvaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request
产品描述

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.