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Merck

G4501

L-Glutathione oxidized

≥98%

Synonym(s):

GSSG, Glutathiol

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About This Item

Empirical Formula (Hill Notation):
C20H32N6O12S2
CAS Number:
27025-41-8
Molecular Weight:
612.63
NACRES:
NA.26
PubChem Substance ID:
24895174
UNSPSC Code:
12352209
EC Number:
248-170-7
MDL number:
MFCD00063106
Beilstein/REAXYS Number:
1718700

Key Documents

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Product Name

L-Glutathione oxidized, ≥98%, lyophilized powder

InChI key

YPZRWBKMTBYPTK-BJDJZHNGSA-N

InChI

1S/C20H32N6O12S2/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)/t9-,10-,11-,12-/m0/s1

SMILES string

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

assay

≥98%

form

lyophilized powder

impurities

Ethanol, free

color

white

solubility

H2O: 50 mg/mL, clear, colorless

application(s)

detection

storage temp.

2-8°C

Quality Level

200

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Biochem/physiol Actions

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

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000516610
0000516610
0000516613
0000516613
0000497607

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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
Amrit K Sakhi et al.
Journal of chromatography. A, 1104(1-2), 179-189 (2005-12-27)
A method for the simultaneous quantification of reduced and oxidized glutathione in human plasma employing a two-dimensional chromatographic system with parallel porous graphitized carbon (PGC) columns coupled with fluorescence (FLD) and coulometric electrochemical detection (ED) has been developed. Post-sampling oxidation
Bruce Morgan et al.
Nature chemical biology, 9(2), 119-125 (2012-12-18)
Glutathione is central to cellular redox chemistry. The majority of glutathione redox research has been based on the chemical analysis of whole-cell extracts, which unavoidably destroy subcellular compartment-specific information. Compartment-specific real-time measurements based on genetically encoded fluorescent probes now suggest
P Aukrust et al.
Blood, 86(1), 258-267 (1995-07-01)
We investigated the intracellular glutathione redox status in isolated lymphocyte subpopulations and monocytes in patients with human immunodeficiency virus type 1 (HIV-1) infection and in healthy controls. CD4+ lymphocytes from HIV-1-infected patients were primarily characterized by a substantial increase in
T Yoshida
Journal of chromatography. B, Biomedical applications, 678(2), 157-164 (1996-04-12)
A method is described for simultaneous quantitation of reduced (GSH) and oxidized (GSSG) glutathione in erythrocytes by HPLC. They were determined by standard addition method. Blood samples were collected in tubes containing 1,10-phenanthroline. The separated erythrocytes were hemolyzed with water
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