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C9187

Sigma-Aldrich

Cys-Gly, oxidized

≥95% (HPLC)

Synonym(s):

Cys(Cys-Gly)-Gly

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About This Item

Empirical Formula (Hill Notation):
C10H18N4O6S2
CAS Number:
7729-20-6
Molecular Weight:
354.40
UNSPSC Code:
12352200
PubChem Substance ID:
24893139
NACRES:
NA.26

Assay

≥95% (HPLC)

form

powder

color

white

storage temp.

−20°C

SMILES string

NC(CSSCC(N)C(=O)NCC(O)=O)C(=O)NCC(O)=O

InChI

1S/C10H18N4O6S2/c11-5(9(19)13-1-7(15)16)3-21-22-4-6(12)10(20)14-2-8(17)18/h5-6H,1-4,11-12H2,(H,13,19)(H,14,20)(H,15,16)(H,17,18)

InChI key

KDJVKDYFFTWHBO-UHFFFAOYSA-N

Biochem/physiol Actions

Cys(Cys-Gly)-Gly is the reversibly oxidized form of Cys-Gly. 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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

C9187-5MG:
C9187-25MG:
C9187-BULK:
C9187-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
SLBB3434V
SLBB3434
050M5056
013H5880
067K5104

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L-Glutathione oxidized ≥98% (HPLC)

Sigma-Aldrich

G4376

L-Glutathione oxidized

Hardeep Kaur et al.
The Journal of biological chemistry, 284(21), 14493-14502 (2009-04-07)
GSH metabolism in yeast is carried out by the gamma-glutamyl cycle as well as by the DUG complex. One of the last steps in the gamma-glutamyl cycle is the cleavage of Cys-Gly by a peptidase to the constitutent amino acids.
Hardeep Kaur et al.
Biochimie, 93(2), 175-186 (2010-09-28)
Dug1p is a recently identified novel dipeptidase and plays an important role in glutathione (GSH) degradation. To understand the mechanism of its substrate recognition and specificity towards Cys-Gly dipeptides, we characterized the solution properties of Dug1p and studied the thermodynamics
Thomas Müller et al.
Movement disorders : official journal of the Movement Disorder Society, 26(3), 543-546 (2011-04-05)
Oxidative stress is influenced by the thiol homeostasis, which determines the redox milieu. One of its components is Cysteinyl-glycine (Cys-Gly) generation, as its metabolic precursor is the free radicals scavenging glutathione. Levodopa is under suspicion to promote oxidative stress via
Elena Chekmeneva et al.
Metallomics : integrated biometal science, 3(8), 838-846 (2011-06-21)
Isothermal Titration Calorimetry (ITC) was used to study the binding of Cd(2+) by phytochelatins ((γGlu-Cys)(n)-Gly, PC(n); n = 1-5) and their selected fragments (Cys, Cys-Gly and γGlu-Cys) in order to understand the influence of the chain length on the complex

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