MEG (sulfate) (CAS 3979-00-8) || Cayman Chemical

MEG (sulfate)

Cayman Chemical Item Number 81020

(CAS 3979-00-8)

MEG (sulfate) (CAS 3979-00-8)

Description

MEG is a selective iNOS inhibitor and scavenger of peroxynitrite. The EC₅₀ values for inhibition of iNOS (LPS-treated rat lung), eNOS (bovine endothelial), and nNOS (rat brain) are 11.5, 110, and 60 µM, respectively.¹ MEG reacts with peroxynitrite with a second order rate constant of 1,900 M⁻¹s⁻¹ at 37°C.² MEG has potent anti-inflammatory activity, which may be due to the combined effect of MEG acting as an inhibitor of iNOS and as a scavenger of peroxynitrite.³

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. Br J Pharmacol 117 619-632 (1996).

2 Szabó, C., Ferrer-Sueta, G., Zingarelli, B., et al. Mercaptoethylguanidine and guanidine inhibitors of nitric-oxide synthase react with peroxynitrite and protect against peroxynitrite-induced oxidative damage. J Biol Chem 272 9030-9036 (1997).

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. Free Radic Biol Med 24 450-459 (1998).

Formal Name

(2-mercaptoethyl)-guanidine sulfate

CAS Number

3979-00-8

Molecular Formula

[C₃H₉N₃S]₂ · H₂SO₄

Formula Weight

336.4

Formulation

A crystalline solid

Purity

>98%

Stability

1 year

Storage

4°C

Shipping

Wet ice in continental US; may vary elsewhere

SMILES

Copy SMILES to clipboard

NC(=N)NCCS

Background Reading

Szabó, C., Ferrer-Sueta, G., Zingarelli, B., et al. Mercaptoethylguanidine and guanidine inhibitors of nitric-oxide synthase react with peroxynitrite and protect against peroxynitrite-induced oxidative damage. J Biol Chem 272 9030-9036 (1997).

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. Free Radic Biol Med 24 450-459 (1998).

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. Br J Pharmacol 117 619-632 (1996).

Size

Global Purchasing

5 mg 
See a distributor in your region for pricing

10 mg 
See a distributor in your region for pricing

100 mg 
See a distributor in your region for pricing