G1404
Glutathione reduced ethyl ester
≥90% (TLC)
Synonym(s):
γ-Glu-Cys-Gly-OEt, GSH-MEE
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About This Item
Empirical Formula (Hill Notation):
C12H21N3O6S
CAS Number:
Molecular Weight:
335.38
UNSPSC Code:
12161504
PubChem Substance ID:
NACRES:
NA.26
MDL number:
Product Name
Glutathione reduced ethyl ester, ≥90% (TLC)
Quality Level
assay
≥90% (TLC)
form
powder
color
white to off-white
storage temp.
−20°C
SMILES string
CCOC(=O)CNC(=O)[C@H](CS)NC(=O)CC[C@H](N)C(O)=O
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
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.
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.
wgk
WGK 3
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Modulation of endothelial GSH concentrations: effect of exogenous GSH and GSH monoethyl ester.
Tsan MF
Journal of Applied Physiology, 66(3), 1029-1034 (1989)
M E Anderson et al.
Analytical biochemistry, 183(1), 16-20 (1989-11-15)
Glutathione monoesters in which the glycine carboxyl group is esterified are effective cellular glutathione delivery agents because they are readily transported into cells and are deesterified intracellularly. In contrast, glutathione itself is not effectively transported into cells. Detailed procedures are
Epigallocatechin-3-gallate inhibits growth of activated hepatic stellate cells by enhancing the capacity of glutathione synthesis.
Fu Y
Molecular Pharmacology, 73(5), 1465-1473 (2008)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| G1404-100MG | 04061833628102 |
| G1404-25MG | 04061833628119 |