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30200

Sigma-Aldrich

L-Cystine

≥99.7% (TLC)

Synonym(s):

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

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25 G
$46.40
100 G
$149.00
500 G
$468.00

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

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Product Name

L-Cystine, ≥99.7% (TLC)

Quality Level

assay

≥99.7% (TLC)

form

powder or crystals

optical activity

[α]20/D −219±5°, c = 1% in 1 M HCl

ign. residue

≤0.1% (as SO4)

loss

≤0.1% loss on drying

color

white

mp

>240 °C (dec.) (lit.)

solubility

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

anion traces

chloride (Cl-): ≤500 mg/kg
sulfate (SO42-): ≤100 mg/kg

cation traces

Ca: ≤50 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤6 mg/kg
Fe: ≤10 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤150 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

application(s)

peptide synthesis

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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L-Cystine ≥99.7% (TLC)

30200

L-Cystine

L-Cystine from non-animal source, meets EP testing specifications, suitable for cell culture, 98.5-101.0%

C7602

L-Cystine

L-Cystine Wacker Chemie AG, ≥98.5%

779539

L-Cystine

L-Cystine certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

49603

L-Cystine

form

powder or crystals

form

powder

form

powder

form

-

assay

≥99.7% (TLC)

assay

98.5-101.0%

assay

≥98.5%

assay

-

mp

>240 °C (dec.) (lit.)

mp

>240 °C (dec.) (lit.)

mp

>240 °C (dec.) (lit.)

mp

>240 °C (dec.) (lit.)

cation traces

Ca: ≤50 mg/kg, Co: ≤5 mg/kg, Cu: ≤6 mg/kg, K: ≤50 mg/kg, Mn: ≤5 mg/kg, Ni: ≤5 mg/kg, Zn: ≤5 mg/kg, Cd: ≤5 mg/kg, Fe: ≤10 mg/kg, Na: ≤150 mg/kg, Cr: ≤5 mg/kg, Pb: ≤5 mg/kg, Mg: ≤5 mg/kg

cation traces

-

cation traces

As: ≤1 ppm, Fe: ≤10 ppm, Pb: ≤5 ppm

cation traces

-

optical activity

[α]20/D −219±5°, c = 1% in 1 M HCl

optical activity

-

optical activity

[α]/D -224 to -218°

optical activity

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

300

Application

L-Cystine has been used to prepare stock solution which in turn is utilized for determining the L-cysteine and L-cystine in pharmaceutical preparations as well as in urine samples by using spectrofluorimetric flow injection method.[1]

Biochem/physiol Actions

Cystine is required for the synthesis of glutathione that protects the cells from oxidative stress. A specific x(c)-cysteine/glutamate antiporter mediates cellular uptake of cysteine in exchange for glutamate.[2] Inhibition of cysteine uptake induces toxicity in neuronal cells.[3]

Other Notes

Preparation of N,N′-dibenzoyl-L-cystine, an efficient auxiliary for enantioselective reductions of ketones[4][5]

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)


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  1. 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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  2. 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/449/386/product-dating-information-mk.pdf

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