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Key Documents

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:
Molecular Weight:
321.35
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
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

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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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
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 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)
João Costa Pessoa et al.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 7(3), 225-240 (2002-04-06)
The equilibria in the system V(IV)O(2+)-glutathione in aqueous solution were studied in the pH range 2-11 by a combination of pH-potentiometry and spectroscopy (EPR, visible absorption and circular dichroism). The results of the various methods are consistent and the equilibrium
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

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