RT Journal Article
SR Electronic
T1 A Mechanism for the Action of Penicillamine in the Treatment of Wilson’s Disease
JF Molecular Pharmacology
JO Mol Pharmacol
FD American Society for Pharmacology and Experimental Therapeutics
SP 200
OP 209
VO 5
IS 2
A1 J. PEISACH
A1 W. E. BLUMBERG
YR 1969
UL http://molpharm.aspetjournals.org/content/5/2/200.abstract
AB Electron paramagnetic resonance studies were performed with nitrogen and sulfur containing chelators of Cu(II) ranging from a vic-dicarbonyl bis-thiosemicarbazone, through butyraldehyde thiosemicarbazone, to penicillamine and cysteine. In the former two cases, stable complexes were formed with a great deal of charge delocalization throughout the chelate ring structures as a result of pseudoaromaticity. In the latter two cases, in which ring electron delocalization is not possible, the unstable Cu(II) complexes are formed, ultimately yielding Cu(I) and oxidized chelator. This reaction, which we term "reductive chelation," is described as a probable mechanism for the mobilization of copper with penicillamine in patients with Wilson’s disease. ACKNOWLEDGMENT We thank Miss Rhoda Oltzik for her able technical assistance.