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Merck

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:
636-58-8
Molecular Weight:
250.27
UNSPSC Code:
12352209
PubChem Substance ID:
24895030
NACRES:
NA.26
MDL number:
MFCD00237863

Product Name

γ-Glu-Cys, ≥80% (HPLC)

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

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

Quality Level

200

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Physical form

Lyophilized from 0.1% TFA.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6576V
WXBF4751V
WXBF4033V
WXBF2235V
BCCF7244

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Naser A. Anjum, Sarvajeet Singh Gill, Ritu Gill
Plant Adaptation to Environmental Change: Significance of Amino Acids and their Derivatives (2014)
Quantification of Low Molecular Weight Thiols in Arabidopsis
Ziqing Miao
Bio-protocol, 6(1) (2016)
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
Hemantaranjan, A.
Advances In Plant Physiology (2012)
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
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