G4705

L-Glutathione reduced

98%

• Synonym(s): γ-L-Glutamyl-L-cysteinyl-glycine, GSH
• Linear Formula: H₂NCH(CO₂H)CH₂CH₂CONHCH(CH₂SH)CONHCH₂CO₂H
• CAS Number: 70-18-8
• Molecular Weight: 307.32
• Beilstein/REAXYS Number: 1729812
• EC Number: 200-725-4
• MDL number: MFCD00065939
• UNSPSC Code: 12352103

Properties

• assay: 98%
• optical activity: [α]25/D −17.0°, c = 2 in H₂O
• mp: 192-195 °C (dec.) (lit.)
• SMILES string: N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O
• InChI: 1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1
• InChI key: RWSXRVCMGQZWBV-WDSKDSINSA-N

Description

Amino Acid Sequence

γ-Glu-Cys-Gly

Application

Biological antioxidant[1] that has been used with antitumor agents to enhance activity[2] or to reduce side effects.[3]

May be used at 5-10 mM to elute glutathione S-transferase (GST) from glutathione agarose.

Biochem/physiol Actions

Endogenous antioxidant that plays a major role in reducing reactive oxygen species formed during cellular metabolism and the respiratory burst. Glutathione-S-transferase catalyzes the formation of glutathione thioethers with xenobiotics, leukotrienes, and other molecules that have an electrophilic center. Glutathione also forms disulfide bonds with cysteine residues in proteins. Via these mechanisms, it can have the paradoxical effect of reducing the efficacy of anti-cancer agents.

Safety Information

• Storage Class: 13 - Non Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)