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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Fórmula lineal:
(CH3)2C(SH)CH(NH2)CO2H
Número CAS:
Peso molecular:
149.21
UNSPSC Code:
51202303
NACRES:
NA.76
PubChem Substance ID:
EC Number:
200-148-8
Beilstein/REAXYS Number:
1722375
MDL number:
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Permítanos ayudarleInChI key
VVNCNSJFMMFHPL-VKHMYHEASA-N
InChI
1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m0/s1
SMILES string
CC(C)(S)[C@@H](N)C(O)=O
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
Quality Level
Gene Information
mouse ... Oprk1(18387)
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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.
signalword
Warning
hcodes
Hazard Classifications
Repr. 2
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 2
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Wenge Jiang et al.
Nature communications, 10(1), 2318-2318 (2019-05-28)
Since Pasteur first successfully separated right-handed and left-handed tartrate crystals in 1848, the understanding of how homochirality is achieved from enantiomeric mixtures has long been incomplete. Here, we report on a chirality dominance effect where organized, three-dimensional homochiral suprastructures of
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Microorganisms, 7(12) (2019-12-15)
Probiotics and phytobiotics have been studied as in-feed antibiotic alternatives for decades, yet there are no studies on their possible symbiotic effects. In the present study, newly hatched chickens were fed with feeds supplemented either with host-specific Lactobacillus strains (L.
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.
R John Aitken et al.
Biology of reproduction, 87(5), 110-110 (2012-08-31)
The prolonged incubation of human spermatozoa in vitro was found to induce a loss of motility associated with the activation of mitochondrial reactive oxygen species generation in the absence of any change in mitochondrial membrane potential. The increase in mitochondrial
Sophie Lajus et al.
Frontiers in bioengineering and biotechnology, 8, 954-954 (2020-11-17)
Polylactic acid is a plastic polymer widely used in different applications from printing filaments for 3D printer to mulching films in agriculture, packaging materials, etc. Here, we report the production of poly-D-lactic acid (PDLA) in an engineered yeast strain of
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