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L-Cysteine-D-penicillamine Disulfide (CAS 18840-45-4)

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Alternate Names:
3-[[(2R)-2-Amino-2-carboxyethyl]dithio]-D-valine
CAS Number:
18840-45-4
Molecular Weight:
268.35
Molecular Formula:
C8H16N2O4S2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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L-Cysteine-D-penicillamine Disulfide is a compound that is of particular interest in the study of thiol-disulfide exchange reactions, which are fundamental to understanding redox biology and the regulation of protein function. This disulfide compound is used in research to model the oxidation of thiol-containing proteins and peptides, as well as to investigate the mechanisms of reducing agents within biological systems. The disulfide bond in L-Cysteine-D-penicillamine Disulfide can be selectively reduced to free thiols, making it useful in the study of enzymatic and non-enzymatic processes that modulate the thiol-disulfide status of cellular proteins. In addition, this compound is utilized in the preparation of chiral stationary phases for enantioselective chromatography, exploiting the stereospecific interactions that can occur due to the presence of both L- and D-configured amino acids. Research involving L-Cysteine-D-penicillamine Disulfide also extends to the field of materials science, where it can be employed in the design of novel metal-binding polymers or as a crosslinker in the synthesis of hydrogels with tunable mechanical properties.


L-Cysteine-D-penicillamine Disulfide (CAS 18840-45-4) References

  1. FURTHER OBSERVATIONS ON USE OF D-PENICILLAMINE IN CYSTINURIA.  |  CRAWHALL, JC., et al. 1964. Br Med J. 1: 1411-3. PMID: 14135165
  2. Chemical basis for pharmacological and therapeutic actions of penicillamine.  |  Friedman, M. 1977. Adv Exp Med Biol. 86B: 649-73. PMID: 333874
  3. Treatment of inherited disease: realized and potential.  |  Scriver, CR. 1969. Med Clin North Am. 53: 941-63. PMID: 4892644
  4. Cystinosis: selective induction of vacuolation in fibroblasts by L-cysteine-D-penicillamine disulfide.  |  Schulman, JD. and Bradley, KH. 1970. Science. 169: 595-7. PMID: 4913301
  5. Serum hepatitis antigen (SH): rapid detection by high voltage immunoelectroosmophoresis.  |  Prince, AM. and Burke, K. 1970. Science. 169: 593-5. PMID: 4987681
  6. The metabolism of amino acids, peptides, and disulfides in lysosomes of fibroblasts cultured from normal individuals and those with cystinosis.  |  Schulman, JD. and Bradley, KH. 1970. J Exp Med. 132: 1090-104. PMID: 5516432
  7. An overview of assay methods for D-penicillamine.  |  Kucharczyk, N. and Shahinian, S. 1981. J Rheumatol Suppl. 7: 28-34. PMID: 6939884

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

L-Cysteine-D-penicillamine Disulfide, 25 mg

sc-500597
25 mg
$316.00