An oxidized form of GSH
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L-Glutathione, oxidized (sodium salt)

Item No. 15491

Technical Information
Formal Name
L-γ-glutamyl-L-cysteinyl-bimol-(2→2')-disulfide-glycine, disodium salt
CAS Number
103239-24-3
Synonyms
  • Glutathione Disulfide
  • GSSG
Molecular Formula
C20H30N6O12S2 • 2Na
Formula Weight
Purity
≥98%
A crystalline solid
PBS (pH 7.2): 10 mg/ml
SMILES
O=C([C@@H](NC(CC[C@@H](C([O-])=O)N)=O)CSSC[C@H](NC(CC[C@@H](C([O-])=O)N)=O)C(NCC(O)=O)=O)NCC(O)=O.[Na+].[Na+]
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    L-Glutathione, oxidized (GSSG) is an oxidized form of the antioxidant L-glutathione (GSH; Item No. 10007461).1 It is produced upon reduction of hydroperoxide by glutathione peroxidases (GPXs) and can be reduced back to GSH through the NADPH-dependent enzyme glutathione reductase (GR).2,3 The reduced glutathione-to-oxidized glutathione (GSH/GSSG) ratio has been used as an indicator of oxidative stress.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pompella, A., Visvikis, A., Paolicchi, A., et alThe changing faces of glutathione, a cellular protagonist. Biochem. Pharmacol. 66(8), 1499-1503 (2003).

    2. Johnson, F.D., Ferrarone, J., Liu, A., et alCharacterization of a small molecule inhibitor of disulfide reductases that induces oxidative stress and lethality in lung cancer cells. Cell Rep. 38(6), 110343 (2022).

    3. Imai, H., and Nakagawa, Y. Biological significance of phospholipid hydroperoxide glutathione peroxidase (PHGPx, GPx4) in mammalian cells. Free Radic. Biol. Med. 34(2), 145-169 (2003).