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G0903

Sigma-Aldrich

γ-Glu-Cys

≥80% (HPLC), suitable for ligand binding assays

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Synonym(s):
γ-L-Glutamyl-L-cysteine, des-Gly-glutathione reduced form
Empirical Formula (Hill Notation):
C8H14N2O5S
CAS Number:
636-58-8
Molecular Weight:
250.27
MDL number:
MFCD00237863
UNSPSC Code:
12352209
PubChem Substance ID:
24895030
NACRES:
NA.26

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

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Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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)
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