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M4139

Sigma-Aldrich

S-Methylglutathione

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Synonym(s):
L-γ-glutamyl-S-methyl-L-cysteinyl-glycine
Empirical Formula (Hill Notation):
C11H19N3O6S
CAS Number:
Molecular Weight:
321.35
MDL number:
PubChem Substance ID:
NACRES:
NA.26

assay

>98% (TLC)

Quality Level

form

powder

technique(s)

cell culture | mammalian: suitable

color

white

storage temp.

2-8°C

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

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1 of 4

This Item
G6013P0880G0903
vibrant-m

M4139

S-Methylglutathione

-
vibrant-m

G6013

L-Glutathione reduced

Essential+ Grade
vibrant-m

P0880

Pro-Gly

-
vibrant-m

G0903

γ-Glu-Cys

-
technique(s)

cell culture | mammalian: suitable

technique(s)

cell culture | mammalian: suitable

technique(s)

cell culture | mammalian: suitable

technique(s)

ligand binding assay: suitable

assay

>98% (TLC)

assay

≥98.0%

assay

≥98% (TLC)

assay

≥80% (HPLC)

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

color

white

color

white

color

white

color

white to off-white

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

200

Biochem/physiol Actions

S-methylglutathione is a methionine containing peptide and glyoxylase inhibitor.

Substrates

Useful as a glyoxylase inhibitor.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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L-Glutathione reduced ≥98.0%

Sigma-Aldrich

G4251

L-Glutathione reduced

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
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
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
O K Vatamaniuk et al.
The Journal of biological chemistry, 275(40), 31451-31459 (2000-05-16)
The dependence of phytochelatin synthase (gamma-glutamylcysteine dipeptidyltranspeptidase (PCS), EC ) on heavy metals for activity has invariably been interpreted in terms of direct metal binding to the enzyme. Here we show, through analyses of immunopurified, recombinant PCS1 from Arabidopsis thaliana

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