Skip to Content
MilliporeSigma
All Photos(5)

Documents

C8755

Sigma-Aldrich

L-Cystine

≥98% (TLC)

Synonym(s):

(R,R)-3,3′-Dithiobis(2-aminopropionicacid)

Sign Into View Organizational & Contract Pricing


About This Item

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

product name

L-Cystine, ≥98% (TLC), crystalline

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

Looking for similar products? Visit Product Comparison Guide

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

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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)
Philip J Hogg
Nature reviews. Cancer, 13(6), 425-431 (2013-05-11)
Protein action in nature is generally controlled by the amount of protein produced and by chemical modification of the protein, and both are often perturbed in cancer. The amino acid side chains and the peptide and disulphide bonds that bind

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service