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L-Cystine

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

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Synonym(s):
(R,R)-3,3′-Dithiobis(2-aminopropionicacid)
Linear Formula:
[-SCH2CH(NH2)CO2H]2
CAS Number:
56-89-3
Molecular Weight:
240.30
Beilstein:
1728094
EC Number:
200-296-3
MDL number:
MFCD00064228
eCl@ss:
32160406
PubChem Substance ID:
329757485
E Number:
E921
NACRES:
NA.24

grade

certified reference material
TraceCERT®

Quality Level

300

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

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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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

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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25G
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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
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
T Terada et al.
Archives of biochemistry and biophysics, 300(1), 495-500 (1993-01-01)
Low concentrations of cystamine and cystine inactivated human placenta glutathione S-transferase (GST-pi) in cytosolic fraction very effectively, as did the purified enzyme, through the thiol/disulfide exchange reaction. Mixed disulfide formation of GST-pi in cytosol was prevented by thioltransferase existing in
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