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G1404

Sigma-Aldrich

Glutathione reduced ethyl ester

≥90% (TLC)

Synonyme(s) :

γ-Glu-Cys-Gly-OEt, GSH-MEE

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25 MG
120,00 €
100 MG
366,00 €

120,00 €

Disponible pour expédition le10 avril 2025Détails

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25 MG
120,00 €
100 MG
366,00 €

About This Item

Formule empirique (notation de Hill) :
C12H21N3O6S
Numéro CAS:
92614-59-0
Poids moléculaire :
335.38
Numéro MDL:
MFCD00156117
Code UNSPSC :
12161504
ID de substance PubChem :
329799840
Nomenclature NACRES :
NA.26

120,00 €

Disponible pour expédition le10 avril 2025Détails

Devis pour commande en gros

Nom du produit

Glutathione reduced ethyl ester, ≥90% (TLC)

Niveau de qualité

200

Essai

≥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[1]
  • as a medium supplement in Spodoptera frugiperda (Sf)9 cells[2]
  • to evaluate its effect on lipid peroxidation after spinal cord injury[3]

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.[4] GSH-MEE is hydrolysed by intracellular esterases to release GSH, thereby increases the concentrations of intracellular GSH.[5][6] 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.[6]
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.[7] GEE supplementation during islets isolation form pancreas reduces reactive oxygen species production and apoptosis.[8]

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)

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Certificats d'analyse (COA)

Lot/Batch Number
BCCM6324
BCCL8999
BCCJ0599
BCCF4202
BCCB5246

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Modulation of endothelial GSH concentrations: effect of exogenous GSH and GSH monoethyl ester.
Tsan MF
Journal of Applied Physiology, 66(3), 1029-1034 (1989)
Glutathione monoethyl ester improves functional recovery, enhances neuron survival, and stabilizes spinal cord blood flow after spinal cord injury in rats
Guizar-Sahagun G, et al.
Neuroscience, 130(3), 639-649 (2005)
M E Anderson et al.
Archives of biochemistry and biophysics, 239(2), 538-548 (1985-06-01)
Glutathione monoethyl ester (L-gamma-glutamyl-L-cysteinylglycyl ethyl ester), in contrast to glutathione itself, is effectively transported into many types of cells. The ester is converted intracellularly into glutathione. Intraperitoneal injection of 35S-labeled ester into mice was followed by rapid appearance of isotope
M E Anderson et al.
Analytical biochemistry, 183(1), 16-20 (1989-11-15)
Glutathione monoesters in which the glycine carboxyl group is esterified are effective cellular glutathione delivery agents because they are readily transported into cells and are deesterified intracellularly. In contrast, glutathione itself is not effectively transported into cells. Detailed procedures are
Epigallocatechin-3-gallate inhibits growth of activated hepatic stellate cells by enhancing the capacity of glutathione synthesis.
Fu Y
Molecular Pharmacology, 73(5), 1465-1473 (2008)
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Questions

1–2 sur 2 questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 réponse

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 réponse

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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