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Merck

353905

Glutathione Monoethyl Ester

>90% (TLC), solid, GSH-MEE transport, Calbiochem®

Synonym(s):

Glutathione Monoethyl Ester, γ-GCE, L-γ-Glutamyl-L-cysteinyl Ethyl Glycinate, GSH-MEE

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About This Item

Empirical Formula (Hill Notation):
C12H21N3O6S
CAS Number:
Molecular Weight:
335.38
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.77
Assay:
>90% (HPLC)
Form:
solid
Storage condition:
OK to freeze, desiccated (hygroscopic)
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Product Name

Glutathione Monoethyl Ester, Cell-permeable derivative of glutathione (GSH) that undergoes hydrolysis by intracellular esterases to release GSH.

Quality Segment

assay

>90% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated (hygroscopic)

color

white

solubility

water: 50 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)OCC

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

General description

Cell-permeable derivative of glutathione (GSH) that undergoes hydrolysis by intracellular esterases thereby increasing intracellular GSH concentration in many tissues and cell types. Effective transport of GSH-MEE has been used to protect cells against radiation damage, oxidants and various toxic compounds including heavy metals. A protective agent against cellular damage, such as cataracts and mitochondrial degeneration.

Biochem/physiol Actions

Cell permeable: no
Primary Target
Effective transport of GSH-MEE
Product does not compete with ATP.
Reversible: no

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Unstable in solution; reconstitute just prior to use.

Other Notes

Grattagliano, I., et al. 1995. J. Pharmacol. Exp. Ther. 272, 484.
Martensson, J., et al. 1993. Proc. Natl. Acad. Sci. USA 90, 317.
Anderson, M.E., and Meister, A. 1989. Anal. Biochem. 183, 16.
Anderson, M.E., et al. 1985. Arch. Biochem. Biophys. 239, 538.
Wellner, V.P., et al. 1984. Proc. Natl. Acad. Sci. USA 81, 4732.
Puri, R.N., and Meister, A. 1983. Proc. Natl. Acad. Sci. USA 80, 5258.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)


Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable



Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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