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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:
103239-24-3
Molecular Weight:
656.59
Beilstein:
6265389
MDL number:
MFCD00148894
PubChem Substance ID:
24895087
NACRES:
NA.75

biological source

yeast

Quality Level

200

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

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

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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)
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
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
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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