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Glutathione reduced ethyl ester

SIGMA/G1404 - ≥90% (TLC)

Synonym: γ-Glu-Cys-Gly-OEt; GSH-MEE

CAS Number: 92614-59-0
Empirical Formula (Hill Notation): C12H21N3O6S
Molecular Weight: 335.38
MDL Number: MFCD00156117; MFCD00156117
Linear Formula: C12H21N3O6S
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-G1404-25MG 25 mg
$90.60
1/EA
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45-G1404-100MG 100 mg
$269.00
1/EA
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assay ≥90% (TLC)
color white to off-white
form powder
InChI 1S/C12H21N3O6S/c1-2-21-10(17)5-14-11(18)8(6-22)15-9(16)4-3-7(13)12(19)20/h7-8,22H,2-6,13H2,1H3,(H,14,18)(H,15,16)(H,19,20)/t7-,8-/m0/s1
InChI key JKRODHBGNBKZLE-YUMQZZPRSA-N
Quality Level 200 
SMILES string CCOC(=O)CNC(=O)[C@H](CS)NC(=O)CC[C@H](N)C(O)=O
storage temp. −20°C
Amino Acid Sequence: Glu-Cys-Gly-OEt
Application: Glutathione reduced ethyl ester has been used:
• to increase intracellular glutathione levels in mouse fibroblast L929 cells
• as a medium supplement in Spodoptera frugiperda (Sf)9 cells
• to evaluate its effect on lipid peroxidation after spinal cord injury

Biochem/physiol Actions: Glutathione reduced ethyl ester (GSH-MEE) is a membrane/lipid permeable derivative of GSH that may be used to partially supplement the GSH supply within cells subjected to cysteine and/or GSH depletion. GSH-MEE is hydrolysed by intracellular esterases to release GSH, thereby increases the concentrations of intracellular GSH. It prevents the toxic effects of acetaminophen in animal cells. It protects human lymphoid cells and skin fibroblasts against the damage caused due to radiation.
Biochem/physiol Actions: Glutathione reduced ethyl ester inhibits melanin synthesis by inhibiting tyrosinase activity in Melan-A cells. Its antimelanogenic functionality has potential in treating hyperpigmentation skin disorders. GEE supplementation during islets isolation form pancreas reduces reactive oxygen species production and apoptosis.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥90% (TLC)
Storage Temp. −20°C
UNSPSC 12161504

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