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Out of StockMolecular Profile
Molecular Profile
Type
Tripeptide (gamma-glutamyl thiol)
Molecular formula
C10H17N3O6S
Molecular weight
307.32 g/mol
CAS number
70-18-8
Amino acids
3
Sequence
gamma-Glu-Cys-Gly
Modification
γ-peptide (isopeptide) bond linking the γ-carboxyl of glutamate to the α-amino group of cysteine; reactive free cysteine thiol (reduced form, GSH).
Mechanism & Target Class
Mechanism & Target Class
A γ-glutamyl tripeptide bearing a reactive cysteine thiol; the unusual γ-peptide bond confers resistance to standard aminopeptidase cleavage. The thiol serves as a one- and two-electron reductant, acting as co-substrate for glutathione peroxidases (via a selenenyl-glutathione adduct in the selenol ping-pong mechanism) and for glutathione S-transferases (nucleophilic conjugation of electrophilic substrates). The compound cycles between the reduced monomeric thiol (GSH) and the oxidized disulfide dimer (GSSG); regeneration of GSH from GSSG is catalyzed by glutathione reductase, a FAD-dependent flavoenzyme, linking glutathione availability to the intracellular NADPH pool.
Storage & Handling
Storage & Handling
Lyophilized
20°C
store desiccated; air-sensitive.
Air-sensitive (thiol oxidation to GSSG); store under desiccant; avoid prolonged solution storage
References
References
Reviews
- 1
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- 2
Forman HJ, Zhang H, Rinna A. (2009). Mol Aspects Med
Reviews
- 3
Lu SC. (2009). Mol Aspects Med
- 4
Townsend DM, Tew KD. (2003). Oncogene
- 5
Sheehan D, Meade G, Foley VM, Dowd CA. (2001). Biochem J
- 6
Schafer FQ, Buettner GR. (2001). Free Radic Biol Med
- 7
Sies H. (1999). Free Radic Biol Med
- 8
Meister A, Anderson ME. (1983). Annu Rev Biochem
Clinical
- 9
Kalamkar S, et al. (2022). Antioxidants
- 10
Sekhar RV, et al. (2022). Front Aging
- 11
ClinicalTrials.gov.. ClinicalTrials.gov
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Allen J, Bradley RD.. Altern Med Rev
Primary research
- 13
Borchert A, et al. (2018). Biochim Biophys Acta Mol Cell Biol Lipids
- 14
Dixon SJ, Lemberg KM, Lamprecht MR, et al. (2012). Cell
- 15
Polekhina G, Board PG, Gali RR, Rossjohn J, Parker MW. (1999). EMBO J
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Sian J, Dexter DT, Lees AJ, et al. (1994). Ann Neurol
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Karplus PA, Schulz GE. (1987). J Mol Biol
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Pai EF, Schulz GE. (1983). J Biol Chem
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Griffith OW, Meister A. (1979). J Biol Chem
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Griffith OW, Anderson ME, Meister A. (1979). J Biol Chem
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Tietze F. (1969). Anal Biochem
Primary Database
Primary Database
Also known as: GSH, L-glutathione (reduced), γ-L-glutamyl-L-cysteinylglycine
View this compound in the Research Library →- Jun 29, 2026Mark F.Verified
The third-party COA was readily accessible through the vial QR code and...
The third-party COA was readily accessible through the vial QR code and matched the printed lot number exactly. Product arrived in secure, well-labeled packaging. Suitable for laboratory research use.
Research Use Only. All products sold by Luvaminos are intended solely for in vitro research and laboratory use by qualified professionals. They are not approved by the FDA and are not intended for human or animal consumption, therapeutic use, or diagnostic purposes. By purchasing, you confirm you are a licensed researcher or institution and accept full responsibility for compliance with all applicable laws and regulations.
