G0903
γ-Glu-Cys
≥80% (HPLC), suitable for ligand binding assays
Synonym(s):
γ-L-Glutamyl-L-cysteine, des-Gly-glutathione reduced form
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About This Item
Empirical Formula (Hill Notation):
C8H14N2O5S
CAS Number:
Molecular Weight:
250.27
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
MDL number:
Product Name
γ-Glu-Cys, ≥80% (HPLC)
Quality Level
assay
≥80% (HPLC)
form
powder
composition
Peptide content, ≥60% elemental analysis
technique(s)
ligand binding assay: suitable
color
white to off-white
storage temp.
−20°C
SMILES string
N[C@@H](CCC(=O)N[C@@H](CS)C(O)=O)C(O)=O
InChI
1S/C8H14N2O5S/c9-4(7(12)13)1-2-6(11)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,11)(H,12,13)(H,14,15)/t4-,5-/m0/s1
InChI key
RITKHVBHSGLULN-WHFBIAKZSA-N
Application
γ-Glu-Cys is used to study the active sites and kinetics of glutathione synthetase(s). It has also been used for the extraction and quantification of low molecular weight thiols from Arabidopsis tissues.
Biochem/physiol Actions
γ-L-Glutamyl-L-cysteine (γ-Glu-Cys) is a substrate used for the biosynthesis of L-glutathione by glutathione synthetase(s). γ-Glu-Cys is generated by the cleavage of the Cys-Gly peptide bond of glutathione. It is also essential for the formation of phytochelatins, which are cysteine-rich thiol-reactive peptides.
Physical form
Lyophilized from 0.1% TFA.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Jan Stout et al.
Journal of molecular biology, 416(4), 486-494 (2012-01-10)
Glutathione is an intracellular redox-active tripeptide thiol with a central role in cellular physiology across all kingdoms of life. Glutathione biosynthesis has been traditionally viewed as a conserved process relying on the sequential activity of two separate ligases, but recently
Naser A. Anjum, Sarvajeet Singh Gill, Ritu Gill
Plant Adaptation to Environmental Change: Significance of Amino Acids and their Derivatives (2014)
Chava B Pocernich et al.
Biochimica et biophysica acta, 1822(5), 625-630 (2011-10-22)
Oxidative stress has been associated with the onset and progression of mild cognitive impairment (MCI) and Alzheimer disease (AD). AD and MCI brain and plasma display extensive oxidative stress as indexed by protein oxidation, lipid peroxidation, free radical formation, DNA