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G4626

Sigma-Aldrich

L-Glutathione oxidized disodium salt

≥98%, suitable for HPLC

Synonym(s):

GSSG

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About This Item

Empirical Formula (Hill Notation):
C20H30N6Na2O12S2
CAS Number:
Molecular Weight:
656.59
Beilstein:
6265389
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

L-Glutathione oxidized disodium salt, ≥98%, powder

Quality Level

Assay

≥98%

form

powder

technique(s)

HPLC: suitable

impurities

ethanol, essentially free

color

white to off-white

storage temp.

−20°C

SMILES string

[Na+].[Na+].N[C@@H](CCC(=O)N[C@@H](CSSC[C@H](NC(=O)CC[C@H](N)C([O-])=O)C(=O)NCC(O)=O)C(=O)NCC([O-])=O)C(O)=O

InChI

1S/C20H32N6O12S2.2Na/c21-9(19(35)36)1-3-13(27)25-11(17(33)23-5-15(29)30)7-39-40-8-12(18(34)24-6-16(31)32)26-14(28)4-2-10(22)20(37)38;;/h9-12H,1-8,21-22H2,(H,23,33)(H,24,34)(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,35,36)(H,37,38);;/q;2*+1/p-2/t9-,10-,11-,12-;;/m0../s1

InChI key

DRFILBXQKYDTFW-JIWRMXRASA-L

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Amino Acid Sequence

(γ-Glu-Cys-Gly) (γ-Glu-Cys-Gly) [Disulfide bridge: 2a-2b]

Application

L-Glutathione oxidized disodium salt has been used in 5,5′-dithiobis-(2-nitrobenzoic acid) (DTNB)/glutathione reductase enzyme recycling method to determine plasma or tissue glutathione levels. It has also been used in NADPH-dependent glutathione disulfide reduction assay.

Biochem/physiol Actions

Oxidized L-glutathione is frequently measured in vivo as an indicator of oxidative stress. Oxidized L-Glutathione may be converted to L-glutathione by various reducing systems.

related product

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Dietary methionine can sustain cytosolic redox homeostasis in the mouse liver
Sofi Eriksson
Nature Communications (2015)
Methods for the Determination of Plasma or Tissue Glutathione Levels
Trent E, et.al
Methods in Molecular Biology, 889, 315-324 (2012)
Oxidized forms of glutathione in peripheral blood as biomarkers of oxidative stress.
Rossi R
Clinical Chemistry, 52(7), 1406-1414 (2006)
S K Tandon et al.
Toxicology letters, 145(3), 211-217 (2003-10-29)
The influence of an antioxidant agent such as N-acetyl cysteine (NAC) or mannitol on the cadmium chelating ability of monoisoamyl 2,3-dimercaptosuccinate (MiADMS) was investigated in cadmium pre-exposed rats. This ester of 2,3-dimercaptosuccinic acid (DMSA), an accepted drug for lead poisoning
Christian Stoppe et al.
Antioxidants & redox signaling, 23(11), 865-879 (2015-08-04)
Cardiac surgery involves myocardial ischemia/reperfusion (I/R) with potentially deleterious consequences. Macrophage migration inhibitory factor (MIF) is a stress-regulating chemokine-like cytokine that protects against I/R damage, but functional links with its homolog, d-dopachrome tautomerase (MIF-2), and the circulating soluble receptor CD74

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