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MEG (sulfate) (Synonyms: Mercaptoethylguanidine hemisulfate)

Catalog No.GC13380

El hemisulfato de MEG (mercaptoetilguanidina) es un inhibidor potente y selectivo de la NO sintasa inducible (iNOS), con CE50 de 11,5, 110 y 60 μM para iNOS, ecNOS y bNOS respectivamente en homogeneizados de tejido.

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MEG (sulfate) Chemical Structure

Cas No.: 3979-00-8

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5mg
95,00 $
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10mg
182,00 $
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50mg
755,00 $
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100mg
1.321,00 $
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Sample solution is provided at 25 µL, 10mM.

Description of MEG (sulfate)

MEG is a selective inhibitor of the inducible NO synthase (iNOS) [1].

NO synthase catalyses the oxidation of the amino acid L-arginine to citrulline and NO. Low concentrations of NO stimulate guanylate cyclase activity and trigger the formation of cyclic GMP (cGMP), an important messenger mediating physiological functions of NO such as vascular homeostasis. At higher concentrations, NO produced by iNOS interact with thiol groups or transition-metalcontaining proteins and can alter protein function or initiate gene expression to protect cells [2].

In vitro: In tissue homogenates, the EC50 values of MEG for inhibition of iNOS (LPS-treated rat lung), eNOS (bovine endothelial), and nNOS (rat brain) were 11.5, 110, and 60 μM, respectively [1]. MEG reduced nitrite/nitrate concentrations in the exudate and the activity of the inducible isoform of NO synthase in the lung ex vivo. In the inflamed tissues, MEG reduced the appearance of nitrotyrosine immunoreactivity [3].

In vivo: Mercaptoethylguanidine (MEG) slightly decreased the mean arterial blood pressure (MAP) in control rats. In endotoxin-treated rats, MEG increased MAP and restored 80% of the endotoxin-induced fall in MAP [1]. High doses of MEG (30–60 mg/kg) decreased MAP in normal rats [1]. In two models of acute inflammation, when given at 25 μg/paw in the paw edema model and 10 mg/kg in the pleurisy model, MEG inhibited the inflammatory response [3].

References:
[1] Southan G J, Zingarelli B, O'Connor M, et al.  Spontaneous rearrangement of aminoalkylisothioureas into mercaptoalkylguanidines, a novel class of nitric oxide synthase inhibitors with selectivity towards the inducible isoform[J]. British journal of pharmacology, 1996, 117(4): 619-632.
[2] Beck K F, Eberhardt W, Frank S, et al.  Inducible NO synthase: role in cellular signalling[J]. Journal of Experimental Biology, 1999, 202(6): 645-653.
[3] Cuzzocrea S, Zingarelli B, Hake P, et al.  Antiinflammatory effects of mercaptoethylguanidine, a combined inhibitor of nitric oxide synthase and peroxynitrite scavenger, in carrageenan-induced models of inflammation[J]. Free Radical Biology and Medicine, 1998, 24(3): 450-459.

Chemical Properties of MEG (sulfate)

Cas No. 3979-00-8 SDF
Sinónimos Mercaptoethylguanidine hemisulfate
Chemical Name (2-mercaptoethyl)-guanidine sulfate
Canonical SMILES N/C(N([H])CCS)=N/[H].O=S(O)(O)=O
Formula [C3H9N3S]2 · H2SO4 M.Wt 336.4
Solubility ≤10mg/ml in PBS(pH7.2) Storage Store at 4°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.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of MEG (sulfate)

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1 mg 5 mg 10 mg
1 mM 2.9727 mL 14.8633 mL 29.7265 mL
5 mM 0.5945 mL 2.9727 mL 5.9453 mL
10 mM 0.2973 mL 1.4863 mL 2.9727 mL
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