M4139
S-Methylglutathione
>98% (TLC), suitable for cell culture
Synonym(s):
L-γ-glutamyl-S-methyl-L-cysteinyl-glycine
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About This Item
Empirical Formula (Hill Notation):
C11H19N3O6S
CAS Number:
Molecular Weight:
321.35
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
MDL number:
Product Name
S-Methylglutathione,
SMILES string
CSCC(NC(=O)CCC(N)C(O)=O)C(=O)NCC(O)=O
InChI
1S/C11H19N3O6S/c1-21-5-7(10(18)13-4-9(16)17)14-8(15)3-2-6(12)11(19)20/h6-7H,2-5,12H2,1H3,(H,13,18)(H,14,15)(H,16,17)(H,19,20)
InChI key
QTQDDTSVRVWHMO-UHFFFAOYSA-N
assay
>98% (TLC)
form
powder
technique(s)
cell culture | mammalian: suitable
color
white
storage temp.
2-8°C
Quality Level
Related Categories
Biochem/physiol Actions
S-methylglutathione is a methionine containing peptide and glyoxylase inhibitor.
General description
Useful as a glyoxylase inhibitor.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Piotr Filipiak et al.
The journal of physical chemistry. B, 117(8), 2359-2368 (2013-01-26)
Nanosecond laser flash photolysis was used to generate sulfur radical cations of the thioether, S-methylglutathione (S-Me-Glu), via the one-electron oxidation of this thioether by triplet 4-carboxybenzophenone. The purpose of this investigation was to follow the neighboring group effects resulting from
J D Piganelli et al.
Diabetes, 47(8), 1212-1218 (1998-08-14)
IDDM results from the destruction of pancreatic beta-cells by autoreactive T-cells that appear to avoid deletion early in development, possibly due to improper interaction with antigen-presenting cells (APCs) resident in the thymus or periphery. In the nonobese diabetic (NOD) mouse
Michel Cailleret et al.
Circulation, 109(3), 406-411 (2004-01-21)
The negative effect of tumor necrosis factor-alpha (TNF-alpha) on heart contraction, which is mediated by sphingosine, is a major component in heart failure. Because the cellular level of glutathione may limit sphingosine production via the inhibition of the Mg-dependent neutral
M F Phillips et al.
The Biochemical journal, 294 ( Pt 1), 57-62 (1993-08-15)
Mouse liver glutathione S-transferase YfYf (Pi class) reacts with [14C]ethacrynic acid to form a covalent adduct with a stoichiometry of 1 mol per mol of subunit. Proteolytic digestion of the enzyme-[14C]ethacrynic acid adduct with V8 protease produced an 11 kDa
M Müller et al.
Archives of toxicology, 74(12), 760-767 (2001-04-18)
Glutathione-S-transferase T1 (GSTT1-1) is a major isoenzyme for the biotransformation of halomethanes. The enzyme activity is located, among other places, in human liver and erythrocytes and is subject to a genetic polymorphism. Metabolism of the halomethanes via GSTT1-1 yields S-methylglutathione
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