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C0166

Sigma-Aldrich

Cys-Gly

≥85% (TLC), suitable fo HPLC

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Synonym(s):
L-cysteinyl-glycine
Empirical Formula (Hill Notation):
C5H10N2O3S
CAS Number:
Molecular Weight:
178.21
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

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

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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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

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)

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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
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
Pawinee Panpetch et al.
BMC plant biology, 21(1), 69-69 (2021-02-03)
Durian (Durio zibethinus L.) is a highly popular fruit in Thailand and several other Southeast Asian countries. It is abundant in essential nutrients and sulphur-containing compounds such as glutathione (GSH) and γ-glutamylcysteine (γ-EC). Cysteinylglycine (Cys-Gly) is produced by GSH catabolism
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)
Rita Ferin et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 911, 15-20 (2012-12-12)
Alterations in the plasma aminothiols levels can be considered as important biomarkers for the diagnosis and screening of several human disorders, namely cardiovascular diseases. We aimed to optimize a rapid, sensitive and accurate RP-HPLC methodology with fluorescence detection, for the

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