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Appl Environ Microbiol. 1969 December; 18(6): 972-976
Copyright © 1969 American Society for Microbiology. All Rights Reserved.

Metabolism of ¹⁴C-Chlorobenzilate and ¹⁴C-Chloropropylate by Rhodotorula gracilis¹

^a Department of Entomology, University of Wisconsin, Madison, Wisconsin 53706

ABSTRACT

Rhodotorula gracilis metabolizes Chlorobenzilate (ethyl 4,4'-dichlorobenzilate) and Chloropropylate (isopropyl 4,4'-dichlorobenzilate) to several metabolites in a basal medium supplemented by sucrose and by several intermediates of the citric acid cycle. Three identified metabolites resulting from the degradation of either acaricide, were 4,4'-dichlorobenzilic acid, 4,4'-dichlorobenzophenone, and carbon dioxide. Chlorobenzilate, i.e., ethyl ester of 4,4'-dichlorobenzilic acid, was more easily hydrolyzed than Chloropropylate, i.e., isopropyl ester of this acid, so that larger amounts of carbon dioxide and 4,4'-dichlorobenzophenone were obtained from Chlorobenzilate degradation. Regardless of acaricides used, longer incubation caused a higher accumulation of 4,4'-dichlorobenzophenone. The probable steps of the degradation pathway are: Chlorobenzilate (or Chloropropylate) 4,4'-dichlorobenzilic acid 4,4'-dichlorobenzophenone plus carbon dioxide. It appears that the decarboxylation of 4,4'-dichlorobenzilic acid to 4,4'-dichlorobenzophenone was hindered by -ketoglutarate and enhanced by succinate.

² Present address: Department of Entomology, University of Manitoba, Winnipeg, Manitoba, Canada.

¹ Approved for publication by the Director of Wisconsin Agricultural Experiment Station. This study was supported by a U.S. Public Health Service grant, CC 00268, from the National Communicable Disease Center, Atlanta, Ga.