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G4501

Sigma-Aldrich

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
Beilstein:
1718700
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

L-Glutathione oxidized, lyophilized powder

Quality Level

application(s)

detection

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

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

InChI key

YPZRWBKMTBYPTK-BJDJZHNGSA-N

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Amino Acid Sequence

Glu-Cys-Gly, Glu-Cys-Gly [Disulfide bridge: 2a-2b]

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.

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)

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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
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
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
P Board et al.
Hepatology (Baltimore, Md.), 15(4), 722-725 (1992-04-01)
The Dubin-Johnson syndrome is manifested by conjugated hyperbilirubinemia and pigment accumulation in hepatocellular lysosomes. The TR-rat model is a phenotypic model of the Dubin-Johnson syndrome and is characterized by defective ATP-dependent transport of a group of nonbile acid organic anions

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