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Key Documents

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C8755

Sigma-Aldrich

L-Cystine

≥98% (TLC)

Synonym(s):

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

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About This Item

Linear Formula:
[-SCH2CH(NH2)CO2H]2
CAS Number:
56-89-3
Molecular Weight:
240.30
Beilstein:
1728094
EC Number:
200-296-3
MDL number:
MFCD00064228
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24893101
NACRES:
NA.26
Pricing and availability is not currently available.

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

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technique(s)

FISH: suitable

technique(s)

FISH: suitable

technique(s)

DNA extraction: suitable, DNA sequencing: suitable, PCR: suitable

technique(s)

DNA extraction: suitable, DNA sequencing: suitable, PCR: suitable

shipped in

ambient

shipped in

ambient

shipped in

ambient

shipped in

ambient

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

Application

L-Cystine has been used in in vitro cystine solubility assay to identify potential drugs that influence cystine solubility.[1] It is also used as a supplement of phosphate-buffered saline to slice and wash periprosthetic tissues.[2]

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.[3] L-cystine is crucial for oxygen production and low density lipoprotein modification by arterial smooth muscle cells.[4] It also has a role in the synthesis of glutathione.[5]

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    0000434038
    0000434038
    0000431289
    0000431289
    WXBF5303V

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

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    Mass Spectrometry-based in vitro Assay to Identify Drugs that Influence Cystine Solubility
    Neelanjan Bose
    Bio-protocol, 7(14), e2417-e2417 (2017)
    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)
    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)
    Eloisa Sardella et al.
    Antioxidants (Basel, Switzerland), 10(4) (2021-05-01)
    Plasma Treated Water Solutions (PTWS) recently emerged as a novel tool for the generation of Reactive Oxygen and Nitrogen Species (ROS and RNS) in liquids. The presence of ROS with a strong oxidative power, like hydrogen peroxide (H2O2), has been
    View All Related Papers

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