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G2140

Sigma-Aldrich

L-Glutathione oxidized disodium salt

suitable for cell culture, BioReagent

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Synonym(s):
GSSG
Empirical Formula (Hill Notation):
C20H30N6Na2O12S2
CAS Number:
Molecular Weight:
656.59
Beilstein/REAXYS Number:
6265389
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.75

biological source

yeast

Quality Level

product line

BioReagent

assay

≥98%

form

powder

technique(s)

cell culture | mammalian: suitable

impurities

ethanol, essentially free

solubility

water: 50 mg/mL, clear, colorless to very faintly yellow

storage temp.

−20°C

SMILES string

[Na+].[Na+].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/C20H32N6O12S2.2Na/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);;/q;2*+1/p-2/t9-,10-,11-,12-;;/m0../s1

InChI key

DRFILBXQKYDTFW-JIWRMXRASA-L

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Amino Acid Sequence

(γ-Glu-Cys-Gly) (γ-Glu-Cys-Gly) [Disulfide bridge: 2a-2b]

Application

For use in cell culture applications as an antioxidant and heavy metal detoxification agent. L-Glutathione oxidized disodium salt has been used in semen processing and evaluation.

Biochem/physiol Actions

Oxidized L-glutathione is frequently measured in vivo as an indicator of oxidative stress.

Related product

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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Influence of various antioxidants on microscopic-oxidative stress indicators and fertilizing ability of frozen-thawed bull semen
Sariozkan S, et al.
Acta Veterinaria Brno, 78(3), 463-469 (2009)
Oxidized forms of glutathione in peripheral blood as biomarkers of oxidative stress.
Rossi R
Clinical Chemistry, 52(7), 1406-1414 (2006)
Christian Stoppe et al.
Antioxidants & redox signaling, 23(11), 865-879 (2015-08-04)
Cardiac surgery involves myocardial ischemia/reperfusion (I/R) with potentially deleterious consequences. Macrophage migration inhibitory factor (MIF) is a stress-regulating chemokine-like cytokine that protects against I/R damage, but functional links with its homolog, d-dopachrome tautomerase (MIF-2), and the circulating soluble receptor CD74
Katia M S Gomes et al.
International journal of cardiology, 179, 129-138 (2014-12-03)
We previously demonstrated that reducing cardiac aldehydic load by aldehyde dehydrogenase 2 (ALDH2), a mitochondrial enzyme responsible for metabolizing the major lipid peroxidation product, protects against acute ischemia/reperfusion injury and chronic heart failure. However, time-dependent changes in ALDH2 profile, aldehydic
Haitao Shi et al.
Journal of experimental botany, 66(3), 681-694 (2014-09-17)
Melatonin (N-acetyl-5-methoxytryptamine), a well-known animal hormone, is also involved in plant development and abiotic stress responses. In this study, it is shown that exogenous application of melatonin conferred improved salt, drought, and cold stress resistances in bermudagrass. Moreover, exogenous melatonin

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