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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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25 MG
$116.00
100 MG
$382.00

$116.00

Estimated to ship onMarch 29, 2025

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25 MG
$116.00
100 MG
$382.00

About This Item

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

$116.00

Estimated to ship onMarch 29, 2025

Request a Bulk Order

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

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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.[1]

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.[2][3]

Physical form

Lyophilized from 0.1% TFA.

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_germany

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
WXBF4751V
WXBF4033V
WXBF2235V
BCCF7244
BCCF3329

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Helmut Schweikl et al.
Dental materials : official publication of the Academy of Dental Materials, 37(1), 175-190 (2020-12-12)
The release of inflammatory cytokines from antigen-stimulated cells of the immune system is inhibited by resin monomers such as 2-hydroxyethyl methacrylate (HEMA). Although the formation of oxidative stress in cells exposed to HEMA is firmly established, the mechanism behind the
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
Naser A. Anjum, Sarvajeet Singh Gill, Ritu Gill
Plant Adaptation to Environmental Change: Significance of Amino Acids and their Derivatives (2014)
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
View All Related Papers

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