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G1404

Sigma-Aldrich

Glutathione reduced ethyl ester

≥90% (TLC)

Sinonimo/i:

γ-Glu-Cys-Gly-OEt, GSH-MEE

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About This Item

Formula empirica (notazione di Hill):
C12H21N3O6S
Numero CAS:
Peso molecolare:
335.38
Numero MDL:
Codice UNSPSC:
12161504
ID PubChem:
NACRES:
NA.26

Nome del prodotto

Glutathione reduced ethyl ester, ≥90% (TLC)

Livello qualitativo

Saggio

≥90% (TLC)

Stato

powder

Colore

white to off-white

Temperatura di conservazione

−20°C

Stringa SMILE

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
JKRODHBGNBKZLE-YUMQZZPRSA-N

Amino Acid Sequence

Glu-Cys-Gly-OEt

Applicazioni

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

Azioni biochim/fisiol

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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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
do Amaral ASR, et al.
Testing, 8(2), e55288-e55288 (2013)
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