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Key Documents

G6654

Sigma-Aldrich

L-Glutathione oxidized

≥98%, BioXtra

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, BioXtra, ≥98%

product line

BioXtra

Assay

≥98%

form

powder

impurities

≤0.005% Phosphorus (P)
≤0.1% Insoluble matter
≤6% ethanol

ign. residue

≤0.5%

color

white

solubility

H2O: 0.1 M at 20 °C, clear, colorless

anion traces

chloride (Cl-): ≤0.05%
sulfate (SO42-): ≤0.05%

cation traces

Al: ≤0.0005%
Ca: ≤0.001%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Mg: ≤0.0005%
NH4+: ≤0.05%
Na: ≤0.005%
Pb: ≤0.001%
Zn: ≤0.0005%

storage temp.

2-8°C

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.

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)

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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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
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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