| Identification | Back Directory | [Name]
Glutathione Ethyl Ester | [CAS]
92614-59-0 | [Synonyms]
GSH monoethylester
L-αGlu-L-Cys-Gly-OEt
H-GLU(CYS-GLY-OET)-OH
Glutathione Ethyl Ester
L-αGlu-L-Cys-Gly-Ethyl OH
γ-Glu-Cys-Gly-OEt, GSH-MEE
GLUTATHIONE MON ETHYL ESTER
GLUTATHIONE REDUCED FORM, ETHYL ESTE
L-gamma-Glutamyl-L-cysteinylglycine 3-ethyl ester
Glycine, L-γ-glutamyl-L-cysteinyl-, 3-ethyl ester
Glycine, L-gamma-glutamyl-L-cysteinyl-, 3-ethyl ester
Glutathione-monoethyl ester (reduced) H-Glu(Cys-Gly-OEt)-OH | [EINECS(EC#)]
-0 | [Molecular Formula]
C12H21N3O6S | [MDL Number]
MFCD00156117 | [MOL File]
92614-59-0.mol | [Molecular Weight]
335.38 |
| Chemical Properties | Back Directory | [Boiling point ]
644.3±55.0 °C(Predicted) | [density ]
1.314±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
PBS (pH 7.2): 10 mg/ml; Water: 20 mg/ml | [form ]
A crystalline solid | [pka]
2.21±0.10(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Description]
Glutathione (GSH) serves as a nucleophilic co-substrate to glutathione transferase in the detoxification of xenobiotics and is an essential electron donor to glutathione peroxidases in the reduction of hydroperoxides. GSH ethyl ester is a cell-permeable derivative of GSH that undergoes hydrolysis by intracellular esterases to release GSH. Effective transport of GSH ethyl ester has been used to protect cells against damage from radiation, oxidants, and various toxic compounds including heavy metals. | [Uses]
A cell permeable derivative of GSH | [Uses]
Glutathione (GSH) serves as a nucleophilic co-substrate to glutathione transferase in the detoxification of xenobiotics and is an essential electron donor to glutathione peroxidases in the reduction of hydroperoxides. GSH ethyl ester is a cell permeable derivative of GSH that undergoes hydrolysis by intracellular esterases to release GSH. Effective transport of GSH ethyl ester has been used to protect cells against damage from radiation, oxidants, and various toxic compounds including heavy metals.
| [Uses]
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. | [in vivo]
Glutathione ethyl ester (6 mmol/kg; intraperitoneal injection; once; administered 1 h before the experiment) increases the swimming endurance and reduces exercise-induced muscle lipid peroxidation in mice starved for 24 h. However, it has certain metabolic and oxidative stress side effects on the kidney[2].
X | Animal Model: | Male Swiss-Webster mice (age 2 mo, body wt 25-30 g), a model of exercise-induced oxidative stress[2]. | | Dosage: | 6 mmol/kg (saline) | | Administration: | Intraperitoneal injection, once, 1 h before the experiment. | | Result: | Normalized endurance performance in starved mice.
Decreased muscle GSH content and the GSH:GSSG ratio.
Also significantly increased endurance time and suppressed exercise-induced muscle lipid peroxidation
. |
| [storage]
Store at -20°C |
|
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Sigma-Aldrich
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https://www.sigmaaldrich.cn |
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AFINE CHEMICALS LIMITED
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www.afinechem.com/index.html |
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