M4139

S-Methylglutathione

Name: S-Methylglutathione
Brand: SIGMA

>98% (TLC), suitable for cell culture

Sinónimos:

L-γ-glutamyl-S-methyl-L-cysteinyl-glycine

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About This Item

Fórmula empírica (notación de Hill):

C₁₁H₁₉N₃O₆S

Número CAS:

2922-56-7

Peso molecular:

321.35

UNSPSC Code:

12352209

PubChem Substance ID:

24896906

NACRES:

NA.26

MDL number:

MFCD00056730

Nombre del producto

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

200

Categorías relacionadas

Amino Acids

Biochemicals

Cell Culture Supplements & Reagents

Biochem/physiol Actions

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

General description

Useful as a glyoxylase inhibitor.

Clase de almacenamiento

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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Splenic macrophages from the NOD mouse are defective in the ability to present antigen.

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

Sensitized photooxidation of s-methylglutathione in aqueous solution: intramolecular (S∴O) and (S∴N) bonded species.

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

N-acetylcysteine prevents the deleterious effect of tumor necrosis factor-(alpha) on calcium transients and contraction in adult rat cardiomyocytes.

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

Import and metabolism of glutathione by Streptococcus mutans.

C Sherrill et al.

Journal of bacteriology, 180(6), 1454-1459 (1998-03-27)

Glutathione (gamma-GluCysGly, GSH) is not found in most gram-positive bacteria, but some appear to synthesize it and others, including Streptococcus mutans ATCC 33402, import it from their growth medium. Import of oxidized glutathione (GSSG) by S. mutans 33402 in 7H9

Mechanistic differences between GSH transport by multidrug resistance protein 1 (MRP1/ABCC1) and GSH modulation of MRP1-mediated transport.

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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