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M4139

Sigma-Aldrich

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:
2922-56-7
Molecular Weight:
321.35
MDL number:
MFCD00056730
UNSPSC Code:
12352209
PubChem Substance ID:
24896906
NACRES:
NA.26

product name

S-Methylglutathione,

Assay

>98% (TLC)

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

Related Categories

Biochem/physiol Actions

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

Substrates

Useful as a glyoxylase inhibitor.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Y Manabe et al.
Chemical senses, 25(2), 173-180 (2000-04-26)
Tentacle ball formation (TBF) in Hydra elicited by S-methylglutathione (GSM) was modulated by a number of biologically active peptides. Hydra fed on Artemia, which had been hatched in a common salt solution supplemented with LiCl and ZnCl(2), easily induced TBF
K Hanai
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology, 119(1), 333-339 (2001-03-20)
Within minutes, brief treatment with trypsin potentiated tentacle ball formation in Hydra japonica, a new behavioral response to reduced glutathione. With the potentiation of this behavioral response, new glutathione-binding proteins were immediately detected after the trypsin treatment of live Hydra
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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