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779539

Sigma-Aldrich

L-Cystine

produced by Wacker Chemie AG, Burghausen, Germany, ≥98.5%

Sinónimos:
(R,R)-3,3′-Dithiobis(2-aminopropionicacid)
Fórmula lineal:
[-SCH2CH(NH2)CO2H]2
Número de CAS:
Peso molecular:
240.30
Beilstein:
1728094
Número de EC:
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.22

Nivel de calidad

200

grado

produced by Wacker Chemie AG, Burghausen, Germany

ensayo

≥98.5%

actividad óptica

[α]/D -224 to -218°

reaction suitability

reaction type: solution phase peptide synthesis

impurezas

≤0.02% ammonium
≤0.2% ninhidrin positive substances (each)
≤10 ppm heavy metals

residuo de ign.

≤0.1%

pérdida

≤0.2% loss on drying

mp

>240 °C (dec.) (lit.)

trazas de anión

chloride (Cl-): ≤200 ppm
sulfate (SO42-): ≤300 ppm

trazas de catión

As: ≤1 ppm
Fe: ≤10 ppm
Pb: ≤5 ppm

idoneidad

clear, colorless for appearance of solution

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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Descripción general

This product is supplied from Wacker FERMOPURE® material, but is sold for R&D use only, not for drug, household or other uses.
L-Cystine is an amino acid mainly found in the keratin of hair.

Aplicación

L-Cystine can be used as a starting material for the synthesis of d-biotin, aromatic-bridged cystine cyclic peptides (cystinophanes), chiral imidazolidine disulfides and biodegradable PEGylated gadolinium-diethylenetriamine pentaacetic acid (Gd-DTPA) L-cystine copolymers.

Información legal

FERMOPURE is a registered trademark of Wacker Chemie AG

Código de clase de almacenamiento

13 - Non Combustible Solids

WGK

WGK 1

Punto de inflamabilidad F

Not applicable

Punto de inflamabilidad C

Not applicable

Certificado de Análisis

Certificado de origen

Cystinophanes, a novel family of aromatic-bridged cystine cyclic peptides: synthesis, crystal structure, molecular recognition, and conformational studies.
Ranganathan D, et al.
Journal of the American Chemical Society, 120(12), 2695-2702 (1998)
L-Cystine
Gortner RA and Hoffman WF
Organic Syntheses, 5, 39-39 (1925)
Synthesis of new chiral imidazolidine disulfides derived from l-cystine and their application in the enantioselective addition of diethylzinc to aldehydes
Braga A L, et al.
Tetrahedron Letters, 43(13), 2335-2337 (2002)
Synthesis of d-biotin from L-cystine via intramolecular [3+ 2] cycloaddition
Baggiolini E G, et al.
Journal of the American Chemical Society, 104(23), 6460-6462 (1982)
PEG-g-poly (GdDTPA-co-L-cystine): a biodegradable macromolecular blood pool contrast agent for MR imaging.
Mohs A M, et al.
Bioconjugate Chemistry, 15(6), 1424-1430 (2004)

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