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Key Documents

G0903

Sigma-Aldrich

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
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

γ-Glu-Cys, ≥80% (HPLC)

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

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Amino Acid Sequence

Glu-Cys

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
Quantification of Low Molecular Weight Thiols in Arabidopsis
Ziqing Miao
Bio-protocol, 6(1) (2016)
Hemantaranjan, A.
Advances In Plant Physiology (2012)
Runa Njålsson et al.
Human genetics, 116(5), 384-389 (2005-02-18)
Glutathione synthetase (GS) deficiency is a rare autosomal recessive disorder. The clinical phenotype varies widely, and nearly 30 different mutations in the GSS gene have been identified. In the present study, genotype, enzyme activity, metabolite levels and clinical phenotype were

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