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Merck

49603

L-Cystine

certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Sinónimos:

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

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Fórmula lineal:
[-SCH2CH(NH2)CO2H]2
Número CAS:
56-89-3
Peso molecular:
240.30
E Number:
E921
PubChem Substance ID:
329757485
eCl@ss:
32160406
UNSPSC Code:
41116107
NACRES:
NA.24
EC Number:
200-296-3
MDL number:
MFCD00064228
Beilstein/REAXYS Number:
1728094

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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

grade

certified reference material, TraceCERT®

product line

TraceCERT®

analyte chemical class(es)

amino acids, peptides, proteins

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

storage condition

under inert gas

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

>240 °C (dec.) (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

Quality Level

300

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General description

L-Cystine belongs to the amino acid group and is found to be optically active due the presence of chiral centers and a wide range of hydrogen bonding network, which tends to enhance its optical properties. It can serve as an important source of L-cysteine and other sulfur containing amino acids, thus acting like a substitute for L-methionine.
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.

Check out the entire portfolio of our amino acids certified reference materials (CRM)

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Renal Transport of Organic Substances (2012)
Doping effect of l-cystine on structural, UV?visible, SHG efficiency, third order nonlinear optical, laser damage threshold and surface properties of cadmium thiourea acetate single crystal
Azhar.M.S, et al.
Optics & Laser technology, 87, 11-16 (2017)
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
Jan Lewerenz et al.
Antioxidants & redox signaling, 18(5), 522-555 (2012-06-07)
The antiporter system x(c)(-) imports the amino acid cystine, the oxidized form of cysteine, into cells with a 1:1 counter-transport of glutamate. It is composed of a light chain, xCT, and a heavy chain, 4F2 heavy chain (4F2hc), and, thus
Maisie Lo et al.
Journal of cellular physiology, 215(3), 593-602 (2008-01-09)
The x(c) (-) cystine/glutamate antiporter is a major plasma membrane transporter for the cellular uptake of cystine in exchange for intracellular glutamate. Its main functions in the body are mediation of cellular cystine uptake for synthesis of glutathione essential for
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