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Molecular Pharmacology, Vol 7, 367-374, Copyright © 1971 by the American Society for Pharmacology and Experimental Therapeutics

Studies with Specific Enzyme Inhibitors

XIII. Kinetics of Nonenzymatic Decarboxylation of Fluorooxalacetic Acid

ROBERT J. DUMMEL 1, MICHAEL N. BERRY 1, and ERNEST KUN 1

1 Departments of Pharmacology and Pathology and Cardiovascular Research Institute, University of California, San Francisco, California 94122

The kinetics of spontaneous and metal ion-catalyzed decarboxylation of oxalacetic and fluorooxalacetic acids was determined by enzymatic analyses of keto acids. Decarboxylation of fluorooxalacetate to enol-fluoropyruvate and subsequent tautomerization to keto-fluoropyruvate were followed by spectrophotometric analysis of enol-fluoropyruvate and some of its metal ion complexes. Rate equations for the specific case of two consecutive irreversible reactions, where k1 > k2, were derived and tested experimentally. Nonenzymatic catalytic decarboxylation of fluorooxalacetate accounts for fluoropyruvate formation in the presence of liver parenchymal cell suspensions.

Note:
ACKNOWLEDGMENTS We are much indebted to Dr. L. Peller and Dr. H. D. Landahl for helpful criticism and advice related to kinetics, and to D H. M. Martinez for his kind help in computer programming.

Submitted on January 30, 1971






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