Abstract
Orange seedlings were cultured in aqueous solutions of 3-tert-butyl-5-chloro-6-methyluracil (terbacil and terbacil-2-14C). Radioactivity was distributed throughout the plant with the largest amount in the roots and the smallest amount in the leaves. Terbacil was metabolized to form 3-tert-butyl-5-chloro-6-hydroxymethyl uracil, which was conjugated to form aβ-glucoside as the conjugate was hydrolyzed byβ-glucosidase. Identification of the metabolite was made by infrared and mass spectrometry after isolation and purification by column and thin layer chromatography. An additional unidentified water-soluble material was accumulated in the plant. 5-chloro-uracil was not detected as a metabolite of terbacil.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Barrentine, J. L., and G. F. Warren: Selective action of terbacil on peppermint and ivy leaf morning glory. Weed Sci.18, 373 (1970).
Bray, G. A.: A simple efficient liquid scintillator for counting aqueous solutions in liquid scintillation counter. Anal. Biochem.1, 279 (1960).
Crafts, A. S., and S. Yamaguchi: The autoradiography of plants. Calif. Agr. Exp. Sta. Serv. Man.35, 143 (1964).
Davidson, Jack D., and V. T. Oliverio: Tritium and C14 by oxygen flask combustion. Atomlight60, 1 (1967).
Gardiner, J. A., R. C. Rhodes, J. B. Adams Jr., and E. J. Soboczenski: Synthesis and studies with 2-C14-labeled bromacil and terbacil. J. Agr. Food Chem.17, 980 (1969).
Herholdt, J. A.: The mode of action and metabolism of terbacil (3-tert-butyl-5-chloro-6-methyl-uracil) in bean (Phaseolus vulgaris L.) and citrus (Citrus sinensis L. Osbeck andC. jambhiri Lush). Dissertation, Univ. of Calif., Riverside, Calif. 92502 (1968).
Jordan, L. S., B. E. Day, and V. A. Jolliffe: Residue of herbicides and plant growth regulators in citrus. Proc. 1st Intern. Citrus Symp.2, 1063 (1969).
Lowen, W. K.: Private communication. E. I. du Pont de Nemours & Co., Inc., Wilmington, Del. 19898 (1972).
Rhodes, R. C., R. W. Reiser, J. A. Gardiner, and H. Sherman: Identification of the metabolites of terbacil in dog urine. J. Agr. Food Chem.17, 974 (1969).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Jordan, L.S., Zurqiyah, A.A., Clerx, W.A. et al. Metabolism of terbacil in orange seedlings. Arch. Environ. Contam. Toxicol. 3, 268–277 (1975). https://doi.org/10.1007/BF02220740
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02220740