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Merck

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:
Molecular Weight:
240.30
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
200-296-3
MDL number:
Beilstein/REAXYS Number:
1728094

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Product Name

L-Cystine, ≥98% (TLC), crystalline

InChI key

LEVWYRKDKASIDU-IMJSIDKUSA-N

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

SMILES string

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

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

Quality Level

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1 of 4

This Item
30200C7602779539
form

crystalline

form

powder or crystals

form

powder

form

powder

assay

≥98% (TLC)

assay

≥99.7% (TLC)

assay

98.5-101.0%

assay

≥98.5%

storage temp.

room temp

storage temp.

-

storage temp.

-

storage temp.

-

solubility

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

solubility

1 M HCl: 0.5 g/10 mL, clear, colorless

solubility

1 M HCl: 100 mg/mL

solubility

-

mp

>240 °C (dec.) (lit.)

mp

>240 °C (dec.) (lit.)

mp

>240 °C (dec.) (lit.)

mp

>240 °C (dec.) (lit.)

color

white to off-white

color

white

color

white to off-white

color

-

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

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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)
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)
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

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Product Information Sheet

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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