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M4139

S-Methylglutathione

Name: S-Methylglutathione
Brand: SIGMA

>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

Amino Acids

Biochemicals

Cell Culture Supplements & Reagents

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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Inactivation of mouse liver glutathione S-transferase YfYf (Pi class) by ethacrynic acid and 5,5'-dithiobis-(2-nitrobenzoic acid).

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

High-performance liquid chromatography/fluorescence detection of S-methylglutathione formed by glutathione-S-transferase T1 in vitro.

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

Suppression of S-methylglutathione-induced tentacle ball formation by peptides and nullification of the suppression by TGF-beta in Hydra.

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

In situ potentiation of the glutathione-binding protein for the tentacle ball formation by a protease and efficient ingestion of prey in hydra.

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

Mechanism of heavy metal ion activation of phytochelatin (PC) synthase: blocked thiols are sufficient for PC synthase-catalyzed transpeptidation of glutathione and related thiol peptides.

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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