G1404

Glutathione reduced ethyl ester

≥90% (TLC)

• Synonym(s): γ-Glu-Cys-Gly-OEt, GSH-MEE
• Empirical Formula (Hill Notation): C₁₂H₂₁N₃O₆S
• CAS Number: 92614-59-0
• Molecular Weight: 335.38
• MDL number: MFCD00156117
• UNSPSC Code: 12161504
• PubChem Substance ID: 329799840
• NACRES: NA.26

Properties

• product name: Glutathione reduced ethyl ester, ≥90% (TLC)
• assay: ≥90% (TLC)
• form: powder
• color: white to off-white
• storage temp.: −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
• InChI key: JKRODHBGNBKZLE-YUMQZZPRSA-N

Description

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

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)