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Merck

C0166

Cys-Gly

≥85% (TLC), suitable fo HPLC

Synonym(s):

L-cysteinyl-glycine

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About This Item

Empirical Formula (Hill Notation):
C5H10N2O3S
CAS Number:
Molecular Weight:
178.21
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
MDL number:
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Product Name

Cys-Gly, ≥85% (TLC)

Quality Level

assay

≥85% (TLC)

form

solid

technique(s)

HPLC: suitable

storage temp.

−20°C

SMILES string

NC(CS)C(=O)NCC(O)=O

InChI

1S/C5H10N2O3S/c6-3(2-11)5(10)7-1-4(8)9/h3,11H,1-2,6H2,(H,7,10)(H,8,9)

InChI key

ZUKPVRWZDMRIEO-UHFFFAOYSA-N

General description

Cys-Gly, a dipeptide is a catabolic byproduct of glutathione.

Application

Cys-Gly has been used for derivatization by p-hydroxymercury benzoate (PHMB) for calibration of reversed phase chromatography coupled on-line and sequentially with a UV−visible diode array detector (RPLC-DAD).

Biochem/physiol Actions

Cys-Gly is a precursor for glutathione biosynthesis in the neurons. It favors reactive oxygen species generation in the presence of transition metal ions. A normal level of cys-gly is essential for normal cellular function.
L-Cysteine-L-Glycine (Cys-Gly) is used in studies on the homeostasis of glutathione. Cys-Gly is an important molecule for study in the areas of thiol homeostasis, oxidative stress and metals management.

Other Notes

Glutathione fragment


pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Sandra Osburn et al.
Journal of the American Society for Mass Spectrometry, 23(6), 1019-1023 (2012-03-01)
The radical cations of Cys-Gly and Gly-Cys were studied using ion-molecule reactions (IMR), infrared multiple-photon dissociation (IRMPD) spectroscopy, and density functional theory (DFT) calculations. Homolytic cleavage of the S-NO bond of nitrosylated precursors generated radical cations with the radical site
Dagmar Drogan et al.
Arteriosclerosis, thrombosis, and vascular biology, 30(10), 2053-2058 (2010-07-31)
To investigate the interrelation between plasma γ-glutamyltransferase (GGT) activity, cysteinyl-glycine (Cys-Gly) (ie, a thiol originating from GGT-mediated cleavage of glutathione), and oxidized low-density lipoprotein (oxLDL) with regard to myocardial infarction (MI) risk in a prospective study. Incident cases of MI
Purification and characterization of a Cys-Gly hydrolase from the gastropod mollusk, Patella caerulea
Cappiello M, et al.
Journal of Enzyme Inhibition and Medicinal Chemistry, 31(6), 1560-1565 (2016)