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
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
assay
≥90% (TLC)
form
powder
color
white to off-white
storage temp.
−20°C
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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The glutathione derivative, GSH monoethyl ester, may effectively whiten skin but GSH does not
Chung B, et al.
International Journal of Molecular Sciences, 17(5), 629-629 (2016)
Glutathione ethyl ester supplementation during pancreatic islet isolation improves viability and transplant outcomes in a murine marginal islet mass model
do Amaral ASR, et al.
Testing, 8(2), e55288-e55288 (2013)
Alison E M Vickers et al.
Toxicology and applied pharmacology, 244(3), 354-365 (2010-02-11)
A novel in vitro model to investigate time-dependent and concentration-dependent responses in blood cells and hemolytic events is studied for rat, dog, and human tissues. Whole blood is co-cultured with a precision-cut liver slice. Methimazole (MMI) was selected as a
Cytotoxic effects induced by oxidative stress in cultured mammalian cells and protection provided by Hsp27 expression
Arrigo A, et al.
Methods, 35(2), 126-138 (2005)
Glutathione monoethyl ester improves functional recovery, enhances neuron survival, and stabilizes spinal cord blood flow after spinal cord injury in rats
Guizar-Sahagun G, et al.
Neuroscience, 130(3), 639-649 (2005)
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