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G1404

Sigma-Aldrich

Glutathione reduced ethyl ester

≥90% (TLC)

Synonym(e):

γ-Glu-Cys-Gly-OEt, GSH-MEE

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€ 78,00
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€ 229,00

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25 MG
€ 78,00
100 MG
€ 229,00

About This Item

Empirische Formel (Hill-System):
C12H21N3O6S
CAS-Nummer:
92614-59-0
Molekulargewicht:
335.38
MDL-Nummer:
MFCD00156117
UNSPSC-Code:
12161504
PubChem Substanz-ID:
329799840
NACRES:
NA.26

€ 78,00

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Produktbezeichnung

Glutathione reduced ethyl ester, ≥90% (TLC)

Qualitätsniveau

200

Assay

≥90% (TLC)

Form

powder

Farbe

white to off-white

Lagertemp.

−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

InChIKey

JKRODHBGNBKZLE-YUMQZZPRSA-N

Amino Acid Sequence

Glu-Cys-Gly-OEt

Anwendung

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]

Biochem./physiol. Wirkung

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]

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
BCCM6324
BCCL8999
BCCJ0599
BCCF4202
BCCB5246

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SAFC

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Sigma-Aldrich

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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)
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)
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)
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
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

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  1. 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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  2. 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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