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G1404

Sigma-Aldrich

Glutathione reduced ethyl ester

≥90% (TLC)

Sinónimos:

γ-Glu-Cys-Gly-OEt, GSH-MEE

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25 MG
US$ 104,00
100 MG
US$ 304,00

US$ 104,00

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25 MG
US$ 104,00
100 MG
US$ 304,00

About This Item

Fórmula empírica (notación de Hill):
C12H21N3O6S
Número de CAS:
92614-59-0
Peso molecular:
335.38
Número MDL:
MFCD00156117
Código UNSPSC:
12161504
ID de la sustancia en PubChem:
329799840
NACRES:
NA.26

US$ 104,00

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Nombre del producto

Glutathione reduced ethyl ester, ≥90% (TLC)

Nivel de calidad

200

Ensayo

≥90% (TLC)

Formulario

powder

color

white to off-white

temp. de almacenamiento

−20°C

cadena 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

Clave InChI

JKRODHBGNBKZLE-YUMQZZPRSA-N

Amino Acid Sequence

Glu-Cys-Gly-OEt

Aplicación

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]

Acciones bioquímicas o fisiológicas

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]

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
BCCM6324
BCCL8999
BCCJ0599
BCCF4202
BCCB5246

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I Rahman et al.
Biochemical pharmacology, 62(6), 787-794 (2001-09-12)
The airway epithelium is injured by oxidants inhaled as atmospheric pollutants or produced during inflammatory responses. We studied the effect of modulating the antioxidant intracellular glutathione, both using thiol compounds and by the adaptive effect of hyperoxia, on oxidant-induced injury
Reticular dysgenesis-associated AK2 protects hematopoietic stem and progenitor cell development from oxidative stress.
Rissone A
The Journal of Experimental Medicine, 212(8), 1185-1202 (2015)
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)
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.
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
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Questions

1–2 of 2 Questions  

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

    1 answer

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

    1 answer

    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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