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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
Pricing and availability is not currently available.

Product Name

S-Methylglutathione,

assay

>98% (TLC)

Quality Level

200

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

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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Certificates of Analysis (COA)

Lot/Batch Number
0000412530
0000412530
0000429534
0000429534
0000257495

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L-Glutathione reduced ≥98.0%

Sigma-Aldrich

G4251

L-Glutathione reduced

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
K Ohta et al.
Biochimica et biophysica acta, 1117(2), 136-142 (1992-09-15)
Hydra shows at least 5 components of the behavioral response (R1-R5) which are evoked at different concentrations of S-methylglutathione (GSM). We have prepared several monoclonal antibodies (mAbs), each of which depressed specific responses and visualized specific structures. In this paper
K S Prabhu et al.
The Biochemical journal, 360(Pt 2), 345-354 (2001-11-22)
A 25 kDa subunit of glutathione S-transferase (GST) from sheep liver microsomes (microsomal GSTA1-1) with a significant selenium-independent glutathione peroxidase activity has been isolated and characterized. Several analytical criteria, including EDTA stripping, protease protection assay and extraction with alkaline Na(2)CO(3)
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
A M Caccuri et al.
The Italian journal of biochemistry, 40(5), 304-311 (1991-09-01)
The binding of the GSH to the GSH transferase pi quenches the protein intrinsic fluorescence more than the binding of GS-Me. The calculated dissociation constants are 38.6 microM and 90.9 microM for GSH and GS-Me, respectively. From the reported data
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