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Merck

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:
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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

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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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
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
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
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
Krzysztof Bobrowski et al.
Journal of the American Chemical Society, 129(29), 9236-9245 (2007-07-03)
Neighboring group participation was investigated in the *OH-induced oxidation of S-methylglutathione in aqueous solutions. Nanosecond pulse radiolysis was used to obtain the spectra of the reaction intermediates and their kinetics. Depending on the pH, and the concentration of S-methylglutathione, pulse

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