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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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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
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
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
K Ohta et al.
Biochimica et biophysica acta, 1117(2), 136-142 (1992-09-15)
Hydra shows at least 5 components of the behavioral response (R1-R5) which are evoked at different concentrations of S-methylglutathione (GSM). We have prepared several monoclonal antibodies (mAbs), each of which depressed specific responses and visualized specific structures. In this paper
Alice Rothnie et al.
Molecular pharmacology, 74(6), 1630-1640 (2008-09-05)
Multidrug resistance protein 1 (MRP1/ABCC1) is an ATP-dependent polytopic membrane protein that transports many anticancer drugs and organic anions. Its transport mechanism is multifaceted, especially with respect to the participation of GSH. For example, vincristine is cotransported with GSH, estrone
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