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Merck

30200

Sigma-Aldrich

L-Cystine

≥99.7% (TLC)

Sinónimos:

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

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25 G
MXP 942.00
100 G
MXP 3,014.00
500 G
MXP 9,540.00

MXP 942.00


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25 G
MXP 942.00
100 G
MXP 3,014.00
500 G
MXP 9,540.00

About This Item

Fórmula lineal:
[-SCH2CH(NH2)CO2H]2
Número de CAS:
Peso molecular:
240.30
Beilstein:
1728094
Número CE:
Número MDL:
Código UNSPSC:
12352209
eCl@ss:
32160406
ID de la sustancia en PubChem:
NACRES:
NA.26

MXP 942.00


Disponible para envío el31 de marzo de 2025Detalles


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Nombre del producto

L-Cystine, ≥99.7% (TLC)

Nivel de calidad

Ensayo

≥99.7% (TLC)

Formulario

powder or crystals

actividad óptica

[α]20/D −219±5°, c = 1% in 1 M HCl

residuo de ign.

≤0.1% (as SO4)

pérdida

≤0.1% loss on drying

color

white

mp

>240 °C (dec.) (lit.)

solubilidad

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

trazas de anión

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

trazas de catión

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

aplicaciones

peptide synthesis

cadena SMILES

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

Clave InChI

LEVWYRKDKASIDU-IMJSIDKUSA-N

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Aplicación

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]

Acciones bioquímicas o fisiológicas

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]

Otras notas

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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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Certificados de análisis (COA)

Lot/Batch Number

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Slide 1 of 2

1 of 2

Cystine United States Pharmacopeia (USP) Reference Standard

USP

1161586

Cystine

L-Cystine

SAFC

C5735

L-Cystine

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
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
K. Soai et al.
Journal of the Chemical Society. Chemical Communications, 413-413 (1984)
Anne C Conibear et al.
The Journal of biological chemistry, 288(15), 10830-10840 (2013-02-23)
θ-Defensins are ribosomally synthesized cyclic peptides found in the leukocytes of some primate species and have promising applications as antimicrobial agents and scaffolds for peptide drugs. The cyclic cystine ladder motif, comprising a cyclic peptide backbone and three parallel disulfide

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/449/386/product-dating-information-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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