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G0903

γ-Glu-Cys

Name: &#947;-Glu-Cys
Brand: SIGMA

≥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

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Product Name

γ-Glu-Cys, ≥80% (HPLC)

Quality Level

200

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

Related Categories

Biochemicals

Cell Culture Supplements & Reagents

Amino Acids – Building Blocks of Life Science

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

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

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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Site-directed mutagenesis of glutathione synthetase from Escherichia coli B: mapping of the gamma-L-glutamyl-L-cysteine-binding site.

T Hara et al.

Protein engineering, 8(7), 711-716 (1995-07-01)

Lys18, Arg86, Asn283, Ser286, Thr288 and Glu292 of glutathione synthetase from Escherichia coli B are presumed to be highly concerned with the substrate, gamma-L-glutamyl-L-cysteine (gamma-Glu-Cys), binding by X-ray crystallography and affinity labeling studies. Using site-directed mutagenesis, we investigated functional roles

Glutathione biosynthesis in bacteria by bifunctional GshF is driven by a modular structure featuring a novel hybrid ATP-grasp fold.

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)

Homocysteine export from erythrocytes and its implication for plasma sampling.

A Andersson et al.

Clinical chemistry, 38(7), 1311-1315 (1992-07-01)

The concentration of free and total homocysteine in plasma increases in time if blood is stored uncentrifuged after sampling. The increase is temperature dependent and the maximal increase in total plasma homocysteine at 37 degrees C was 3.0 mumol.L-1.h-1. Even

Elevation of glutathione as a therapeutic strategy in Alzheimer disease.

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

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Global Trade Item Number

SKU	GTIN
G0903-25MG	04061833624524
G0903-100MG	04061833624517

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