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Key Documents

G1404

Sigma-Aldrich

Glutathione reduced ethyl ester

≥90% (TLC)

Synonyme(s) :

γ-Glu-Cys-Gly-OEt, GSH-MEE

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About This Item

Formule empirique (notation de Hill):
C12H21N3O6S
Numéro CAS:
Poids moléculaire :
335.38
Numéro MDL:
Code UNSPSC :
12161504
ID de substance PubChem :
Nomenclature NACRES :
NA.26

product name

Glutathione reduced ethyl ester, ≥90% (TLC)

Niveau de qualité

Pureté

≥90% (TLC)

Forme

powder

Couleur

white to off-white

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

JKRODHBGNBKZLE-YUMQZZPRSA-N

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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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The glutathione derivative, GSH monoethyl ester, may effectively whiten skin but GSH does not
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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
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