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Key Documents

M9940

Sigma-Aldrich

Mercaptoethylguanidine hemisulfate salt

≥98%

Synonym(s):

MEG hemisulfate salt

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About This Item

Linear Formula:
H2NC(=NH)NHSCH2CH3 · 1/2 H2SO4
CAS Number:
Molecular Weight:
168.23
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98%

form

solid

shipped in

wet ice

storage temp.

2-8°C

SMILES string

OS(O)(=O)=O.NC(=N)NCCS.NC(=N)NCCS

InChI

1S/2C3H9N3S.H2O4S/c2*4-3(5)6-1-2-7;1-5(2,3)4/h2*7H,1-2H2,(H4,4,5,6);(H2,1,2,3,4)

InChI key

XJKZAAUVINNNNC-UHFFFAOYSA-N

Application

Selective iNOS inhibitor and scavenger of peroxynitrite.

Biochem/physiol Actions

Demonstrates potent antiinflammatory effects in an animal model of airway infection that mimics human cystic fibrosis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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M Kiroycheva et al.
Journal of the American Society of Nephrology : JASN, 11(6), 1026-1032 (2000-05-23)
Previous studies in beta(s) sickle cell mice demonstrated renal immunostaining for nitrotyrosine, which is putative evidence of peroxynitrite (ONOO(-)) formation. ONOO(-) is known to nitrate tyrosine residues of various enzymes, thereby interfering with phosphorylation and inactivating them. The present study
K Soejima et al.
American journal of respiratory and critical care medicine, 163(3 Pt 1), 745-752 (2001-03-20)
Patients with severe burn and/or smoke inhalation injury suffer both systemic and pulmonary vascular hyperpermeability. We hypothesized that nitric oxide (NO) produced by inducible nitric oxide synthase (iNOS) plays a role in the changes in microvascular permeability seen with this
K Soejima et al.
Shock (Augusta, Ga.), 13(4), 261-266 (2000-04-25)
Recent studies on smoke inhalation injury have been focused on nitric oxide (NO) as an essential factor of progressive lung injury. We studied the effects of inducible nitric oxide synthase (iNOS) inhibition on inhalation injury in sheep. Sheep (n =
J E Irazuzta et al.
Life sciences, 67(4), 365-372 (2000-09-26)
Reactive oxygen and nitrogen species participate in the inflammatory process during meningitis. Among them, superoxide, nitric oxide (NO), and their reaction product peroxynitrite exert cytotoxic effects. Mercaptoethylguanidine (MEG) exerts beneficial effects in in vivo inflammatory conditions by scavenging peroxynitrite and
Christian Kellner et al.
Cancer letters, 215(1), 43-52 (2004-09-18)
We investigated the early events involved in loss of mitochondrial membrane potential (DeltaPsi(mt)) leading to apoptosis in cells derived from patients with acute lymphocytic leukemia after exposure to phenolic antioxidants. Using the nitric oxide binding dye diaminofluorescein-FM diacetate, we found

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