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Research ArticleArticles

A Mechanism for the Action of Penicillamine in the Treatment of Wilson’s Disease

J. PEISACH and W. E. BLUMBERG
Molecular Pharmacology March 1969, 5 (2) 200-209;
J. PEISACH
Departments of Pharmacology and Molecular Biology, Albert Einstein College of Medicine, Yeshiva University, New York, New York 10461, and Bell Telephone Laboratories, Inc., Murray Hill, New Jersey 07974
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W. E. BLUMBERG
Departments of Pharmacology and Molecular Biology, Albert Einstein College of Medicine, Yeshiva University, New York, New York 10461, and Bell Telephone Laboratories, Inc., Murray Hill, New Jersey 07974
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Abstract

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.

  • Copyright ©, 1969, by Academic Press Inc.

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Molecular Pharmacology
Vol. 5, Issue 2
1 Mar 1969
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Research ArticleArticles

A Mechanism for the Action of Penicillamine in the Treatment of Wilson’s Disease

J. PEISACH and W. E. BLUMBERG
Molecular Pharmacology March 1, 1969, 5 (2) 200-209;

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Research ArticleArticles

A Mechanism for the Action of Penicillamine in the Treatment of Wilson’s Disease

J. PEISACH and W. E. BLUMBERG
Molecular Pharmacology March 1, 1969, 5 (2) 200-209;
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