Todas as fotos(1)

30200

Sigma-Aldrich

L-Cystine

≥99.7% (TLC)

Sinônimo(s):
(R,R)-3,3′-Dithiobis(2-aminopropionicacid)
Fórmula linear:
[-SCH2CH(NH2)CO2H]2
Número CAS:
Peso molecular:
240.30
Beilstein:
1728094
Número EC:
Número MDL:
eCl@ss:
32160406
ID de substância PubChem:
NACRES:
NA.26

Nível de qualidade

200

teor

≥99.7% (TLC)

forma

powder or crystals

atividade óptica

[α]20/D −219±5°, c = 1% in 1 M HCl

aplicação(ões)

peptide synthesis: suitable

resíduo de ignição

≤0.1% (as SO4)

perda

≤0.1% loss on drying

cor

white

pf

>240 °C (dec.) (lit.)

solubilidade

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

traços de ânion

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

traços de cátion

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

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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Aplicação

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.

Ações bioquímicas/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. Inhibition of cysteine uptake induces toxicity in neuronal cells.

Outras notas

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

Storage Class Code

11 - Combustible Solids

WGK Alemanha

WGK 1

Ponto de fulgor (ºF)

Not applicable

Ponto de fulgor (ºC)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificado de análise

Certificado de origem

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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