D-Penicillamine
SIGMA/P4875 - 98-101%
Synonym: 3,3-Dimethyl-D-cysteine; 3-Mercapto-D-valine; D-(−)-2-Amino-3-mercapto-3-methylbutanoic acid
CAS Number: 52-67-5
Empirical Formula (Hill Notation): C5H11NO2S
Molecular Weight: 149.21
EC Number: 200-148-8
MDL Number: MFCD00064302
Linear Formula: (CH3)2C(SH)CH(NH2)CO2H
Product Type: Chemical
| assay | 98-101% |
| form | powder |
| InChI | 1S/C5H11NO2S/c1-5(2,9)3(6 |
| InChI key | VVNCNSJFMMFHPL-VKHMYHEASA |
| mode of action | cell wall synthesis | interferes |
| mp | 210 °C (dec.) (lit.) |
| Quality Level | 100  |
| SMILES string | CC(C)(S)[C@@H](N)C(O)=O |
| solubility | H2O: 100 mg/mL |
| storage temp. | 2-8°C |
| Application: | It is used as an antirheumatic and as a chelating agent in Wilson′s disease. It is used as a copper chelator to form mixed disulfides with cysteine or other sulfide media components. It is used to inactivate protein-1 DNA binding and to inhibit the growth of asynchronous cultures of rabbit articular chondrocytes. |
| Biochem/physiol Actions: | Penicillamine is a characteristic degradation product of penicillin type antibiotics. One atom of copper combines with two molecules of penicillamine. Penicillamine reduces excess cystine excretion in cystinuria. This is by disulfide interchange between penicillamine and cystine, which results in formation of a readily excreted penicillamine-cysteine disulfide. Penicillamine interferes with the formation of cross-links between tropocollagen molecules and cleaves them when newly formed. Penicillamine lowers IgM rheumatoid factor and depresses T-cell activity. |
| General description: | D-Penicillamine is derived from the hydrolysis of the corresponding beta-lactam antibiotic. |
| Other Notes: | Keep container tightly closed in a dry and well-ventilated place. |
| Packaging: | 5, 25 g in poly bottle |
| Symbol |  GHS08 |
| Signal word | Warning |
| Hazard statements | H361d |
| Precautionary statements | P201 - P308 + P313 |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 2 |
| Purity | 98-101% |
| mp | 210 °C (dec.) (lit.) |
| Storage Temp. | 2-8°C |
| UNSPSC | 51202303 |