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P4875 Sigma

D-Penicillamine

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

  • Linear Formula (CH3)2C(SH)CH(NH2)CO2H

  • Molecular Weight 149.21

  •  Beilstein Registry Number 1722375

  •  EC Number 200-148-8

  •  MDL number MFCD00064302

  •  PubChem Substance ID 24898564

  • Popular Documents:  FTIR (PDF)  

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Properties

Related Categories Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics N-S, Biochemicals and Reagents,
InChI Key   VVNCNSJFMMFHPL-VKHMYHEASA-N
assay   98-101%
mp   210 °C (dec.)(lit.)
solubility   H2O: soluble100 mg/mL
Mode of action   cell wall synthesis | interferes
storage temp.   2-8°C
Gene Information   mouse ... Oprk1(18387)

Description

Packaging

5, 25 g in poly bottle

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.

Price and Availability

Suggested Laboratory Gloves


Laboratory GlovesThis substance has been tested against several types of hand protection for CE compliance. Click below to find the recommended gloves for handling this product.



Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
2
RTECS 
YV9425000

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles
Peer-Reviewed Papers
15

References

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