P4875

D-Penicillamine

98-101%

• Sinónimos: 3,3-Dimethyl-D-cysteine, 3-Mercapto-D-valine, D-(−)-2-Amino-3-mercapto-3-methylbutanoic acid
• Fórmula lineal: (CH₃)₂C(SH)CH(NH₂)CO₂H
• Número CAS: 52-67-5
• Peso molecular: 149.21
• UNSPSC Code: 51202303
• NACRES: NA.76
• PubChem Substance ID: 24898564
• EC Number: 200-148-8
• Beilstein/REAXYS Number: 1722375
• MDL number: MFCD00064302

Propiedades

• Quality Segment: 100
• assay: 98-101%
• form: powder
• mp: 210 °C (dec.) (lit.)
• solubility: H₂O: 100 mg/mL
• mode of action: cell wall synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: CC(C)(S)[C@@H](N)C(O)=O
• InChI: 1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m0/s1
• InChI key: VVNCNSJFMMFHPL-VKHMYHEASA-N
• Gene Information: mouse ... Oprk1(18387)

Descripción

General description

D-Penicillamine is derived from the hydrolysis of the corresponding beta-lactam antibiotic.

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.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Información de seguridad

• pictograms: GHS08
• signalword: Warning
• hcodes: H361d
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 2
• Clase de almacenamiento: 11 - Combustible Solids
• wgk: WGK 2
• ppe: dust mask type N95 (US), Eyeshields, Gloves