P4875
D-Penicillamine
98-101%
Sinónimos:
3,3-Dimethyl-D-cysteine, 3-Mercapto-D-valine, D-(−)-2-Amino-3-mercapto-3-methylbutanoic acid
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About This Item
Fórmula lineal:
(CH3)2C(SH)CH(NH2)CO2H
Número de CAS:
Peso molecular:
149.21
Beilstein:
1722375
Número CE:
Número MDL:
Código UNSPSC:
51202303
ID de la sustancia en PubChem:
NACRES:
NA.76
Productos recomendados
Nivel de calidad
Ensayo
98-101%
Formulario
powder
mp
210 °C (dec.) (lit.)
solubilidad
H2O: 100 mg/mL
Modo de acción
cell wall synthesis | interferes
temp. de almacenamiento
2-8°C
cadena SMILES
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
Clave InChI
VVNCNSJFMMFHPL-VKHMYHEASA-N
Información sobre el gen
mouse ... Oprk1(18387)
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Categorías relacionadas
Descripción general
D-Penicillamine is derived from the hydrolysis of the corresponding beta-lactam antibiotic.
Aplicación
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.
Acciones bioquímicas o fisiológicas
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.
Otras notas
Keep container tightly closed in a dry and well-ventilated place.
Palabra de señalización
Warning
Frases de peligro
Consejos de prudencia
Clasificaciones de peligro
Repr. 2
Código de clase de almacenamiento
11 - Combustible Solids
Clase de riesgo para el agua (WGK)
WGK 2
Equipo de protección personal
dust mask type N95 (US), Eyeshields, Gloves
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Annals of the rheumatic diseases, 43(2), 333-338 (1984-04-01)
The long-acting antirheumatic drug D-penicillamine was found to inhibit the growth of asynchronous cultures of rabbit articular chondrocytes. This inhibitory effect was dose-related between 5 X 10(-4) M and 5 X 10(-3) M and was time-dependent for a given dose.
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