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G4626

Sigma-Aldrich

L-Glutathione oxidized disodium salt

≥98%, powder

Synonym(s):

GSSG

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About This Item

Empirical Formula (Hill Notation):
C20H30N6Na2O12S2
CAS Number:
103239-24-3
Molecular Weight:
656.59
Beilstein/REAXYS Number:
6265389
MDL number:
MFCD00148894
UNSPSC Code:
12352209
PubChem Substance ID:
24895179
NACRES:
NA.26

Quality Level

200

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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Related Categories

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.

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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Methods for the Determination of Plasma or Tissue Glutathione Levels
Trent E, et.al
Methods in Molecular Biology, 889, 315-324 (2012)
Dietary methionine can sustain cytosolic redox homeostasis in the mouse liver
Sofi Eriksson
Nature Communications (2015)
Oxidized forms of glutathione in peripheral blood as biomarkers of oxidative stress.
Rossi R
Clinical Chemistry, 52(7), 1406-1414 (2006)
Trent E Tipple et al.
Methods in molecular biology (Clifton, N.J.), 889, 315-324 (2012-06-07)
We present two different methods for determining levels of glutathione in complex biological samples and plasma. The DTNB/GR enzyme recycling method is sensitive and requires no specialized equipment. The HPLC method is particularly useful for situations in which sample amounts
Katia M S Gomes et al.
International journal of cardiology, 179, 129-138 (2014-12-03)
We previously demonstrated that reducing cardiac aldehydic load by aldehyde dehydrogenase 2 (ALDH2), a mitochondrial enzyme responsible for metabolizing the major lipid peroxidation product, protects against acute ischemia/reperfusion injury and chronic heart failure. However, time-dependent changes in ALDH2 profile, aldehydic
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