GSeSeG
GSeSeG (Glutaselenone diselenide) is the oxidized diselenide form of selenoglutathione (GSeH), a selenium analog of glutathione in which selenocysteine replaces cysteine. GSeSeG serves as a substrate for Glutathione Reductase (GR) with a Km of 54 μM. GSeSeG is reduced by the GR/NADPH system to generate GSeH. GSeSeG also promotes the oxidative folding of disulfide-containing proteins and the rearrangement of incorrect disulfide bonds. GSeSeG is used in studies of redox regulation, oxidative/glycation stress, and protein folding.
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- CAS No.: 2487-09-4
- Formula: C20H32N6O12Se2
- Molecular Weight:706.42
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
Biological Activity
Description
In Vitro
GSeSeG (150 μM; 0.5-240 min) eliminates the initial lag phase in BPTI oxidative folding and completes folding within 4 h, whereas the GSSG group completes approximately two-thirds[2].
GSeSeG (150 μM; 2-240 min) yields 90% native BPTI after 4 h of BPTI oxidative folding, which is higher than the 67% obtained with GSSG[2].
GSeSeG (10-200 μM; NADPH 100 μM; 25 °C; pH 7.0) is reduced as a GR substrate with a Km of 54 μM and a kcat of 69 s-1[2].
GSeSeG (0.5 mM; GR 10 U/mL; NADPH 1.5 mM; 10 min) generates GSeH (1 mM) in situ, and the resulting GSeH (30 min) reduces more than 80% of 0.1 mM H2O2, exhibiting GPx-like antioxidant activity[3].
GSeH generated in situ from GSeSeG (0.5 mM; 0.5-48 h) reacts with 0.5 mM methylglyoxal, consuming approximately 50% of MG within 30 min and reducing residual MG to about 35% at 48 h, demonstrating GLO1-like antiglycative stress activity[3].
GSeSeG (0.05-0.5 mM; GSH 2 mM; CDNB 1 mM; 10 min) exhibits GST-like activity and retains significant activity even at the lowest tested concentration of 0.05 mM[3].
GSeSeG (0.3 mM; GSH 2 mM; CDNB 1 mM; 60 min) forms GS-DNB and GSe-DNB in the reaction system; the results support that GSH can generate GSeH from GSeSeG via a non-enzymatic pathway, and GSeH subsequently reacts directly with CDNB[3].
GSeSeG (3 μM; overnight pretreatment; MG 4 mM; overnight) increases the average cell viability of HeLa cells after MG stress from 38% to 56%[3].
GSeSeG (0-25 μM; overnight pretreatment; H2O2 1.2 mM; overnight) increases the tolerance of HeLa cells to oxidative stress, with 0.5 μM increasing cell viability from 21% to 57%[3].
GSeSeG (3 μM; overnight pretreatment; MG 4 mM overnight; H2O2 1.2 mM overnight) increases cell viability under combined stress from 26% to 38% in HeLa cells, and its cytoprotective effect lasts for at least 2 days[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:HeLa cells
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Concentration:25, 50 μM
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Incubation Time:Overnight pretreatment; H2O2 0 or 1 mM overnight
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Result:Maintained approximately 100% viability without H2O2 and increased H2O2-stressed viability from 41% to 83% and 88%, respectively.
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Cell Line:HeLa cells
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Concentration:0, 0.5, 1, 2, 5, 25 μM
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Incubation Time:Overnight pretreatment; 1.2 mM H2O2 overnight
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Result:Increased resistance to oxidative stress; 0.5 μM increased viability from 21% to 57%.
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Cell Line:HeLa cells
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Concentration:3 μM
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Incubation Time:Overnight pretreatment; 4 mM MG overnight
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Result:Increased mean viability under MG stress from 38% to 56%.
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Cell Line:HeLa cells
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Concentration:3 μM
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Incubation Time:Overnight pretreatment; 4 mM MG overnight; 1.2 mM H2O2 overnight
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Result:Increased viability from 26% to 38%; the protective effect persisted for at least 2 days.
Chemical Information
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CAS No. 2487-09-4
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Molecular Weight 706.42
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Formula C20H32N6O12Se2
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SMILES
OC([C@@H](N)CCC(N[C@@H](C[Se][Se]C[C@@H](C(NCC(O)=O)=O)NC(CC[C@H](N)C(O)=O)=O)C(NCC(O)=O)=O)=O)=O
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Synonyms
Glutaselenone diselenide
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)