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Documenti fondamentali

30200

Sigma-Aldrich

L-Cistina

≥99.7% (TLC)

Sinonimo/i:

Acido (R,R)-3,3′-ditio-bis(2-ammino-propionico)

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25 G
CHF 56.90
100 G
CHF 137.00
500 G
CHF 650.00

CHF 56.90


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Cambia visualizzazione
25 G
CHF 56.90
100 G
CHF 137.00
500 G
CHF 650.00

About This Item

Formula condensata:
[-SCH2CH(NH2)CO2H]2
Numero CAS:
Peso molecolare:
240.30
Beilstein:
1728094
Numero CE:
Numero MDL:
Codice UNSPSC:
12352209
eCl@ss:
32160406
ID PubChem:
NACRES:
NA.26

CHF 56.90


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Nome del prodotto

L-Cistina, ≥99.7% (TLC)

Livello qualitativo

Saggio

≥99.7% (TLC)

Stato

powder or crystals

Attività ottica

[α]20/D −219±5°, c = 1% in 1 M HCl

Residuo alla calcinazione

≤0.1% (as SO4)

Perdita

≤0.1% loss on drying

Colore

white

Punto di fusione

>240 °C (dec.) (lit.)

Solubilità

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

Anioni in tracce

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

Cationi in tracce

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

applicazioni

peptide synthesis

Stringa SMILE

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
LEVWYRKDKASIDU-IMJSIDKUSA-N

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Applicazioni

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]

Azioni biochim/fisiol

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]

Altre note

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Certificati d'analisi (COA)

Lot/Batch Number

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D-Cystine 98%

Sigma-Aldrich

285463

D-Cystine

L-Cistina United States Pharmacopeia (USP) Reference Standard

USP

1161586

L-Cistina

L-Cystine suitable for biopharmaceutical production FCC

SAFC

1.02836

L-Cystine

L-Cistina

SAFC

C5735

L-Cistina

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
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
Journal of the Chemical Society. Chemical Communications, 801-801 (1987)
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 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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