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Merck

30200

L-Cystine

≥99.7% (TLC)

Synonim(y):

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

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25 G

300,00 zł

100 G

731,00 zł

500 G

3270,00 zł

300,00 zł

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Informacje o tej pozycji

Wzór liniowy:
[-SCH2CH(NH2)CO2H]2
Numer CAS:
56-89-3
Masa cząsteczkowa:
240.30
NACRES:
NA.26
PubChem Substance ID:
329753347
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
200-296-3
MDL number:
MFCD00064228
Beilstein/REAXYS Number:
1728094

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Nazwa produktu

L-Cystine, ≥99.7% (TLC)

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

≥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

Quality Level

200

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Ta pozycja
C8755C7602C5735
L-Cystine ≥99.7% (TLC)

Sigma-Aldrich

30200

L-Cystine

L-Cystine ≥98% (TLC), crystalline

Sigma-Aldrich

C8755

L-Cystine

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

Sigma-Aldrich

C7602

L-Cystine

L-Cystine

SAFC

C5735

L-Cystine

form

powder or crystals

form

crystalline

form

powder

form

powder

assay

≥99.7% (TLC)

assay

≥98% (TLC)

assay

98.5-101.0%

assay

≥98.5%

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

-

cation traces

-

optical activity

[α]20/D −219±5°, c = 1% in 1 M HCl

optical activity

-

optical activity

-

optical activity

-

solubility

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

solubility

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

solubility

1 M HCl: 100 mg/mL

solubility

1 M HCl: 100 mg/mL

mp

>240 °C (dec.) (lit.)

mp

>240 °C (dec.) (lit.)

mp

>240 °C (dec.) (lit.)

mp

>240 °C (dec.) (lit.)

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
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Klasa składowania

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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Certyfikaty analizy (CoA)

Lot/Batch Number
BCCN7407
BCCM2201
BCCL1340
BCCJ0388
BCCJ0389

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Masz już ten produkt?

Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Journal of the Chemical Society. Chemical Communications, 801-801 (1987)
T H Murphy et al.
Neuron, 2(6), 1547-1558 (1989-06-01)
Glutamate binds to both excitatory neurotransmitter binding sites and a Cl(-)-dependent, quisqualate- and cystine-inhibited transport site on brain neurons. The neuroblastoma-primary retina hybrid cells (N18-RE-105) are susceptible to glutamate-induced cytotoxicity. The Cl(-)-dependent transport site to which glutamate and quisqualate (but
T Pérez-Ruiz et al.
The Analyst, 117(6), 1025-1028 (1992-06-01)
A flow injection configuration is proposed for the determination of L-cysteine and L-cystine individually and for mixtures of both analytes. The procedure is based on the rapid oxidation of L-cysteine by thallium(III) with concomitant formation of fluorescent thallium(I). The inclusion
K. Soai et al.
Journal of the Chemical Society. Chemical Communications, 413-413 (1984)
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
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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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