Specifications
- Purity
- ≥98% (HPLC)
- Appearance
- White powder
- Identity
- 1H-NMR
Properties
- Solvents
- water, DMSO, ethanol
Documentation
- Safety Data Sheet (SDS)
- CDX G0039 MSDS.pdf
Available from stock
L-Glutathione oxidized
- SKU
- G0039
Categories:
- Synonyms
- GSSG , Glutathiol , Oxiglutatione , Glutathone disulfide , Glutathione-S-S-glutathione , Glutathione-SSG , (γ-Glu-Cys-Gly)2 , N,N’-[Dithiobis[1-[(carboxymethyl)carbamoyl]ethylene]]diglutamine
- 27025-41-8
- CAS-Number
- C20H32N6O12S2
- Molecular Formula
- 612.63
- Molecular Weight
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
- Shipping
- AMBIENT
- Short Term Storage
- RT
- Long Term Storage
- +4°C
- Handling Advice
- Protect from light and moisture.
- Use / Stability
- Stable for at least 2 years after receipt when stored at +4°C.
- Transportation
- Not dangerous goods
- Description
- Glutathione can occur in reduced (GSH), oxidized (GSSG), or in mixed disulfide forms and is ubiquitous in multiple biological systems serving as the major thiol-disulfide redox buffer of the cell. Glutathione, Oxidized (GSSG) is the oxidized version of the naturally occurring and very important antioxidant glutathione (GSH). In vivo GSSG is reduced back to GSH via the NADPH-dependent enzyme glutathione reductase. The ratio of GSH to GSSG is often used to gauge the level of oxidative stress in cells, with higher concentrations of GSSG implying more oxidative stress, therefore beeing an important bioindicator of cellular health. GSSG functions as a hydrogen acceptor in the enzymatic determination of NADP+ and NADPH and can be a proximal donor in S-glutathionylation post translational modifications. GSSG, along with glutathione and S-nitrosoglutathione (GSNO), have been found to bind to the glutamate recognition site of the NMDA and AMPA receptors (via their γ-glutamyl moieties), and may be endogenous neuromodulators. GSSG can be used as substrate for enzymatically assaying glutathione reductase.
- Smiles
- OC([C@@H](N)CCC(N[C@@H](CSSC[C@@H](C(NCC(O)=O)=O)NC(CC[C@H](N)C(O)=O)=O)C(NCC(O)=O)=O)=O)=O
- InChi Key
- YPZRWBKMTBYPTK-BJDJZHNGSA-N
- References
- (1) A. Meister, J. Biol. Chem. 263, 17205 (1988) , (2) S.M. Deneke & B.L. Fanburg, Am. J. Physiol. 257, L163 (1989) , (3) V. Varga, et al., Neurochem. Res. 22, 1165 (1997) , (4) A. Pompella, et al., Biochem. Pharmacol. 66, 1499 (2003) , (5) D. Giustarini, et al., J. Cell. Mol. Med. 8, 201 (2004) , (6) P. Ghezzi, Free Radic. Res. 39, 573 (2005) , (7) P. Steullet, et al., Neuroscience. 137, 807 (2006) , (8) J.B. Owen & D.A. Butterfield, Methods Mol. Biol. 648, 269 (2010)
- 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
Glutathione can occur in reduced (GSH), oxidized (GSSG), or in mixed disulfide forms and is ubiquitous in multiple biological systems serving as the major thiol-disulfide redox buffer of the cell. Glutathione, Oxidized (GSSG) is the oxidized version of the naturally occurring and very important antioxidant glutathione (GSH). In vivo GSSG is reduced back to GSH via the NADPH-dependent enzyme glutathione reductase. The ratio of GSH to GSSG is often used to gauge the level of oxidative stress in cells, with higher concentrations of GSSG implying more oxidative stress, therefore beeing an important bioindicator of cellular health. GSSG functions as a hydrogen acceptor in the enzymatic determination of NADP+ and NADPH and can be a proximal donor in S-glutathionylation post translational modifications. GSSG, along with glutathione and S-nitrosoglutathione (GSNO), have been found to bind to the glutamate recognition site of the NMDA and AMPA receptors (via their γ-glutamyl moieties), and may be endogenous neuromodulators. GSSG can be used as substrate for enzymatically assaying glutathione reductase.
Additional information
| Synonyms | GSSG, Glutathiol, Oxiglutatione, Glutathone disulfide, Glutathione-S-S-glutathione, Glutathione-SSG, (γ-Glu-Cys-Gly)2, N,N’-[Dithiobis[1-[(carboxymethyl)carbamoyl]ethylene]]diglutamine |
|---|---|
| Purity | ≥98% (HPLC) |
| Appearance | White powder |
| CAS-Number | 27025-41-8 |
| Molecular Formula | C20H32N6O12S2 |
| Molecular Weight | 612.63 |
| Identity | 1H-NMR |
| Solvents | water, DMSO, ethanol |
| Smiles | OC([C@@H](N)CCC(N[C@@H](CSSC[C@@H](C(NCC(O)=O)=O)NC(CC[C@H](N)C(O)=O)=O)C(NCC(O)=O)=O)=O)=O |
| InChi Key | YPZRWBKMTBYPTK-BJDJZHNGSA-N |
| Shipping | AMBIENT |
| Short Term Storage | RT |
| Long Term Storage | +4°C |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at +4°C. |
| Transportation | Not dangerous goods |
| References | (1) A. Meister, J. Biol. Chem. 263, 17205 (1988), (2) S.M. Deneke & B.L. Fanburg, Am. J. Physiol. 257, L163 (1989), (3) V. Varga, et al., Neurochem. Res. 22, 1165 (1997), (4) A. Pompella, et al., Biochem. Pharmacol. 66, 1499 (2003), (5) D. Giustarini, et al., J. Cell. Mol. Med. 8, 201 (2004), (6) P. Ghezzi, Free Radic. Res. 39, 573 (2005), (7) P. Steullet, et al., Neuroscience. 137, 807 (2006), (8) J.B. Owen & D.A. Butterfield, Methods Mol. Biol. 648, 269 (2010) |
| 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 |
| Quantity | 1 g, 5 g, 10 g, Bulk |
