30200

L-Cystine

≥99.7% (TLC)

• 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: 329753347
• NACRES: NA.26

Properties

• Quality Level: 200
• Assay: ≥99.7% (TLC)
• form: powder or crystals
• optical activity: [α]20/D −219±5°, c = 1% in 1 M HCl
• ign. residue: ≤0.1% (as SO₄)
• loss: ≤0.1% loss on drying
• color: white
• mp: >240 °C (dec.) (lit.)
• solubility: 1 M HCl: 0.5 g/10 mL, clear, colorless
• anion traces: chloride (Cl^-): ≤500 mg/kg; sulfate (SO₄^2-): ≤100 mg/kg
• cation traces: 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
• application(s): peptide synthesis
• 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

Description

Application

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.

Biochem/physiol Actions

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.

Other Notes

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

Safety Information

• 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