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Merck

G1404

Sigma-Aldrich

Glutathione reduced ethyl ester

≥90% (TLC)

Synonym(e):

γ-Glu-Cys-Gly-OEt, GSH-MEE

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About This Item

Empirische Formel (Hill-System):
C12H21N3O6S
CAS-Nummer:
Molekulargewicht:
335.38
MDL-Nummer:
UNSPSC-Code:
12161504
PubChem Substanz-ID:
NACRES:
NA.26

product name

Glutathione reduced ethyl ester, ≥90% (TLC)

Assay

≥90% (TLC)

Form

powder

Farbe

white to off-white

Lagertemp.

−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

InChIKey

JKRODHBGNBKZLE-YUMQZZPRSA-N

Amino Acid Sequence

Glu-Cys-Gly-OEt

Anwendung

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. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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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
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