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Merck

P4875

Sigma-Aldrich

D-Penicillamine

98-101%

Synonim(y):

3,3-Dimethyl-D-cysteine, 3-Mercapto-D-valine, D-(−)-2-Amino-3-mercapto-3-methylbutanoic acid

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About This Item

Wzór liniowy:
(CH3)2C(SH)CH(NH2)CO2H
Numer CAS:
Masa cząsteczkowa:
149.21
Beilstein:
1722375
Numer WE:
Numer MDL:
Kod UNSPSC:
51202303
Identyfikator substancji w PubChem:
NACRES:
NA.76

Poziom jakości

Próba

98-101%

Postać

powder

mp

210 °C (dec.) (lit.)

rozpuszczalność

H2O: 100 mg/mL

Tryb działania

cell wall synthesis | interferes

temp. przechowywania

2-8°C

ciąg 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

Klucz InChI

VVNCNSJFMMFHPL-VKHMYHEASA-N

informacje o genach

mouse ... Oprk1(18387)

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Opis ogólny

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

Zastosowanie

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.

Działania biochem./fizjol.

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.

Inne uwagi

Keep container tightly closed in a dry and well-ventilated place.
This page may contain text that has been machine translated.

Piktogramy

Health hazard

Hasło ostrzegawcze

Warning

Zwroty wskazujące rodzaj zagrożenia

Zwroty wskazujące środki ostrożności

Klasyfikacja zagrożeń

Repr. 2

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 2

Środki ochrony indywidualnej

dust mask type N95 (US), Eyeshields, Gloves


Certyfikaty analizy (CoA)

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M L Handel et al.
Molecular pharmacology, 50(3), 501-505 (1996-09-01)
D-Penicillamine (beta, beta-dimethyl cysteine) is an antirheumatic thiol drug with a poorly understood mechanism of action. On the basis that gold(I) thiolates and D-penicillamine are both capable of forming stable bonds with endogenous thiols, we sought a common target of
P Jaffray et al.
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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