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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:
Molecular Weight:
612.63
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
248-170-7
MDL number:
Beilstein/REAXYS Number:
1718700
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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

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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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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
N O Kaakoush et al.
Antimicrobial agents and chemotherapy, 53(5), 1884-1891 (2009-02-19)
Metronidazole resistance in Helicobacter pylori has been attributed to mutations in rdxA or frxA. Insufficient data correlating RdxA and/or FrxA with the resistant phenotype, and the emergence of resistant strains with no mutations in either rdxA or frxA, indicated that
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
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
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

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