CAS 27025-41-8: Oxidized glutathione
Description:Oxidized glutathione, also known as glutathione disulfide (GSSG), is a dimeric form of the tripeptide glutathione, which consists of the amino acids glutamine, cysteine, and glycine. It plays a crucial role in cellular redox balance and is involved in various biochemical processes, including detoxification, antioxidant defense, and the regulation of cellular signaling. GSSG is formed when two glutathione molecules undergo oxidation, resulting in the formation of a disulfide bond between the cysteine residues. This compound is typically present in low concentrations in cells, as it is continuously reduced back to its active form, reduced glutathione (GSH), by the enzyme glutathione reductase. The ratio of GSH to GSSG is an important indicator of cellular oxidative stress and overall health. In addition to its biological significance, oxidized glutathione is utilized in various research and clinical applications, including studies on oxidative stress, aging, and the mechanisms of certain diseases. Its CAS number is 27025-41-8, which uniquely identifies this chemical substance in chemical databases.
Formula:C20H32N6O12S2
InChI: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:InChIKey=YPZRWBKMTBYPTK-BJDJZHNGSA-N
SMILES:O=C(O)CNC(=O)C(NC(=O)CCC(N)C(=O)O)CSSCC(NC(=O)CCC(N)C(=O)O)C(=O)NCC(=O)O
- Synonyms:
- Glutamine, N,N'-[dithiobis[1-[(carboxymethyl)carbamoyl]ethylene]]di-
- Glutamine, N,N'-[dithiobis[1-[(carboxymethyl)carbamoyl]ethylene]]di-, L-
- Glutamine, N,N′-[dithiobis[1-[(carboxymethyl)carbamoyl]ethylene]]di-, <span class="text-smallcaps">L</span>-
- Glutathione disulphide
- Glutathione, disulfide
- Glutathione, oxidized
- Glutathione-S-S-glutathione
- Glutathione-SSG
- Glutathone disulfide
- Glycine, <span class="text-smallcaps">L</smallcap>-γ-glutamyl-<smallcap>L</span>-cysteinyl-, bimol. (2→2′)-disulfide
- See more synonyms
- Gssg
- Oxidized <span class="text-smallcaps">L</span>-glutathione
- Oxidized L-glutathione
- Oxidized glutathione
- Oxiglutatione
- Selenoglutathione
- Sleep-promoting factor B
- bi(glutathion-S-yl)
- bi(glutathion-S-yle)
- bi(glutation-S-ilo)
- Glycine, L-γ-glutamyl-L-cysteinyl-, bimol. (2→2′)-disulfide