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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:
27025-41-8
Molecular Weight:
612.63
Beilstein:
1718700
EC Number:
248-170-7
MDL number:
MFCD00063106
UNSPSC Code:
12352209
PubChem Substance ID:
24895174
NACRES:
NA.26

product name

L-Glutathione oxidized, lyophilized powder

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

Product No.
Description
Pricing

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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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 Kondo et al.
American journal of hematology, 26(1), 37-45 (1987-09-01)
The oxidized form of glutathione transport was studied in human erythrocytes in pyrimidine 5'-nucleotidase (P5N) deficiency, a disorder in which the amounts of CTP and UTP in the erythrocytes are elevated. The inhibition of ATP-requiring oxidized glutathione (GSSG) transport by
Roman Kireev et al.
European journal of pharmacology, 701(1-3), 185-193 (2012-12-12)
Fatty livers occur in up to 20% of potential liver donors and increase cellular injury during the ischemia/reperfusion phase, so any intervention that could enable a better outcome of grafts for liver transplantation would be very useful. The effect of
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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