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DL-Penicillamine (CAS 52-66-4)

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Alternate Names:
β,β-Dimethyl-DL-cysteine, DL-2-Amino-3-mercapto-3-methylbutanoic acid
CAS Number:
52-66-4
Purity:
≥97%
Molecular Weight:
149.21
Molecular Formula:
C5H11NO2S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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DL-Penicillamine is a compound that has garnered attention in scientific research due to its chelating properties and its ability to bind to heavy metals. It is useful in the study of metalloenzymes and the role of metal ions in biological systems. Researchers often use DL-Penicillamine in the field of bioinorganic chemistry to investigate the binding affinity of various metals and to understand the mechanisms of metal ion transport and storage within organisms. Additionally, DL-Penicillamine is used in analytical chemistry to develop assays for the detection of metal ions in environmental and biological samples. In materials science, it may be utilized to create novel metal-penicillamine complexes with potential catalytic or material properties. The racemic mixture of the D- and L-isomers of penicillamine allows scientists to explore the effects of chirality on metal binding and the resulting chemical reactivity.


DL-Penicillamine (CAS 52-66-4) References

  1. DL-penicillamine induced alteration of elastic fibers of periosteum-perichondrium and associated growth inhibition: an experimental study.  |  Gigante, A., et al. 2001. J Orthop Res. 19: 398-404. PMID: 11398852
  2. Direct enantiomeric TLC resolution of dl-penicillamine using (R)-mandelic acid and l-tartaric acid as chiral impregnating reagents and as chiral mobile phase additive.  |  Bhushan, R. and Agarwal, C. 2008. Biomed Chromatogr. 22: 1237-42. PMID: 18651593
  3. Analytical and preparative enantioseparation of DL-penicillamine and DL-cysteine by high-performance liquid chromatography on alpha-acid glycoprotein and beta-cyclodextrin columns using ninhydrin as a reversible tagging reagent.  |  Bhushan, R. and Kumar, R. 2009. J Chromatogr A. 1216: 3413-7. PMID: 19246042
  4. Enantioresolution of dl-penicillamine.  |  Bhushan, R. and Kumar, R. 2010. Biomed Chromatogr. 24: 66-82. PMID: 19904729
  5. Additive effect of DL-penicillamine plus Prussian blue for the antidotal treatment of thallotoxicosis in rats.  |  Montes, S., et al. 2011. Environ Toxicol Pharmacol. 32: 349-55. PMID: 22004953
  6. Separation and determination of chiral composition in penicillamine tablets by capillary electrophoresis in a broad pH range.  |  Song, L., et al. 2012. Electrophoresis. 33: 2056-63. PMID: 22806473
  7. Identification and characterization of the zosA gene involved in copper uptake in Bacillus subtilis 168.  |  Fukuhara, T., et al. 2016. Biosci Biotechnol Biochem. 80: 600-9. PMID: 26566138
  8. Effect of DL-penicillamine on the aorta of growing chickens. Ultrastructural and biochemical studies.  |  Pasquali Ronchetti, I., et al. 1986. Am J Pathol. 124: 436-47. PMID: 2876639
  9. The molecular mechanisms of cuproptosis and its relevance to cardiovascular disease.  |  Wang, D., et al. 2023. Biomed Pharmacother. 163: 114830. PMID: 37150036
  10. Isolation, characterization and thiol exchange reaction of penicillamine selenotrisulfides.  |  Nakagawa, T., et al. 1986. Biochem Biophys Res Commun. 135: 183-8. PMID: 3954768
  11. Effects of therapeutically useful thiols (DL-penicillamine and alpha-mercaptopropionylglycine) on immunoglobulins.  |  Virella, G. and Lopes-Virella, MF. 1970. Clin Exp Immunol. 7: 85-107. PMID: 4098291
  12. Inhibition by lead of phenylethanolamine-N-methyltransferase.  |  Caspers, ML. 1982. Biochem Pharmacol. 31: 1985-8. PMID: 7115420
  13. [Effects of D-penicillamine on vitamin B6 and metal ions in rats (author's transl)].  |  Otomo, S., et al. 1980. Nihon Yakurigaku Zasshi. 76: 1-13. PMID: 7380358
  14. Abrogation of baboon natural xenoantibody to pig splenocytes by DL-penicillamine.  |  Xu, H., et al. 1994. Transplantation. 58: 1299-303. PMID: 7809920
  15. Effects of DL-penicillamine on cytotoxic reaction between baboon performed xenoantibodies and pig endothelial cells.  |  Kwiatkowski, PA., et al. 1997. Int J Artif Organs. 20: 375-8. PMID: 9298409

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

DL-Penicillamine, 1 g

sc-257400
1 g
$102.00