L-Cystine
SIGMA/30200 - ≥99.7% (TLC)
Synonym: (R,R)-3,3′-Dithiobis(2-aminopropionic acid)
CAS Number: 56-89-3
Empirical Formula (Hill Notation): C6H12N2O4S2
Molecular Weight: 240.30
EC Number: 200-296-3
MDL Number: MFCD00064228
Linear Formula: [-SCH2CH(NH2)CO2H]2
Product Type: Chemical
| anion traces | chloride (Cl-): ≤500 mg/kg |
| sulfate (SO42-): ≤100 mg/kg | |
| application(s) | peptide synthesis |
| assay | ≥99.7% (TLC) |
| 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 | |
| color | white |
| form | powder or crystals |
| ign. residue | ≤0.1% (as SO4) |
| InChI | 1S/C6H12N2O4S2/c7-3(5(9)1 |
| InChI key | LEVWYRKDKASIDU-IMJSIDKUSA |
| loss | ≤0.1% loss on drying |
| mp | >240 °C (dec.) (lit.) |
| optical activity | [α]20/D −219±5°, c = 1% in 1 M HCl |
| Quality Level | 200  |
| SMILES string | N[C@@H](CSSC[C@H](N)C(O)= |
| solubility | 1 M HCl: 0.5 g/10 mL, clear, colorless |
| 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 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 1 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥99.7% (TLC) |
| mp | >240 °C (dec.) (lit.) |
| UNSPSC | 12352209 |