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C0166

Sigma-Aldrich

Cys-Gly

≥85% (TLC)

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Synonym(s):
L-cysteinyl-glycine
Empirical Formula (Hill Notation):
C5H10N2O3S
CAS Number:
19246-18-5
Molecular Weight:
178.21
MDL number:
MFCD00055567
PubChem Substance ID:
24892240
NACRES:
NA.26

Quality Level

200

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
GHS07

Signal Word

Warning

Hazard Statements

H302 - H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Sara Trevisan et al.
Physiologia plantarum, 166(3), 794-811 (2018-09-22)
Nitrogen (N) is an indispensable nutrient for crops but its availability in agricultural soils is subject to considerable fluctuation. Plants have developed plastic responses to external N fluctuations in order to optimise their development. The coordinated action of nitric oxide
Rafał Głowacki et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 877(28), 3400-3404 (2009-06-30)
A fully automated HPLC method for the simultaneous determination of total thiols in plasma samples has been developed. The method involves reductive conversion of disulfides to their reduced counterparts with the use of tris(2-carboxyethyl)phosphine. After reduction the newly formed sulfhydryl
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)
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
Determination of S-nitrosoglutathione and other nitrosothiols by p-hydroxymercurybenzoate derivatization and reverse phase chromatography coupled with chemical vapor generation atomic fluorescence detection
Bramanti E, et al.
Talanta, 77(2), 684-694 (2008)
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