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Key Documents

C0166

Sigma-Aldrich

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
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

Cys-Gly, ≥85% (TLC)

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

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

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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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
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
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)
Emilia Bramanti et al.
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We report on the application of a commercially available mercury analyzer, which is based on vapour generation of Hg(0) by NaBH(4) reduction and atomic absorption detection, to the quantification and characterization of -SH groups and its application to wine samples.
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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