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Merck
CN

C8755

L-Cystine

≥98% (TLC)

Synonym(s):

(R,R)-3,3′-Dithiobis(2-aminopropionic acid)

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About This Item

Linear Formula:
[-SCH2CH(NH2)CO2H]2
CAS Number:
56-89-3
Molecular Weight:
240.30
NACRES:
NA.26
PubChem Substance ID:
24893101
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
200-296-3
MDL number:
MFCD00064228
Beilstein/REAXYS Number:
1728094

Key Documents

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Product Name

L-Cystine, ≥98% (TLC), crystalline

Quality Level

200

assay

≥98% (TLC)

form

crystalline

color

white to off-white

mp

>240 °C (dec.) (lit.)

solubility

1 M HCl: 50 mg/mL, clear, colorless to faintly yellow

application(s)

cell analysis
peptide synthesis

storage temp.

room temp

SMILES string

N[C@@H](CSSC[C@H](N)C(O)=O)C(O)=O

InChI

1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1

InChI key

LEVWYRKDKASIDU-IMJSIDKUSA-N

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Application

L-Cystine has been used in in vitro cystine solubility assay to identify potential drugs that influence cystine solubility. It is also used as a supplement of phosphate-buffered saline to slice and wash periprosthetic tissues.

Biochem/physiol Actions

Cysteine is the source of disulfide linkages in proteins and has a role in sulfur transport. It undergoes rapid oxidation to form cystine at physiological pH. L-cystine is crucial for oxygen production and low density lipoprotein modification by arterial smooth muscle cells. It also has a role in the synthesis of glutathione.

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000533710
0000351210
0000351210
0000533710
WXBF8259V

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The role of sulfur-containing amino acids in superoxide production and modification of low density lipoprotein by arterial smooth muscle cells.
Heinecke JW
The Journal of Biological Chemistry, 262(21), 10098-10103 (1987)
Mass Spectrometry-based in vitro Assay to Identify Drugs that Influence Cystine Solubility
Neelanjan Bose
Bio-protocol, 7(14), e2417-e2417 (2017)
Wear particles and ions from cemented and uncemented titanium-based hip prostheses?A histological and chemical analysis of retrieval material
Susann Grosse
Journal of Biomedical Materials Research, 709?717-709?717 (2015)
The x(c)- cystine/glutamate antiporter: a potential target for therapy of cancer and other diseases
Maisie Lo
Journal of Cellular Physiology, 215(215) (2008)
Willian Meira et al.
Cancers, 13(6) (2021-04-04)
In our previous study, we showed that a cystine transporter (xCT) plays a pivotal role in ferroptosis of pancreatic ductal adenocarcinoma (PDAC) cells in vitro. However, in vivo xCTKO cells grew normally indicating that a mechanism exists to drastically suppress
View All Related Papers

Global Trade Item Number

SKUGTIN
C8755-100G04061838581303
C8755-1KG04061833522738
C8755-500G04061833522745

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