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Evidence for a Glucuronic Acid Conjugate of N-Hydroxy-4-aminobiphenyl in the Urine of Dogs Given 4-Aminobiphenyl¹

Department of Pharmacology, University of Miami School of Medicine, Miami, Florida 33152

Evidence of the presence of substantial quantities of a glucuronic acid conjugate of N-hydroxy-4-aminobiphenyl in the urine of dogs given 4-aminobiphenyl was obtained. The conjugate is very acid labile, readily liberating free N-hydroxy-4-aminobiphenyl at lowered pH and in the presence of ß-glucuronidase. It was responsible for approximately 25% of the tritium-labeled excretory products of 4-aminibiphenyl in the urine. It is apparently the source of the N-hydroxy compound previously observed in dog and monkey urine and is believed to be involved in the induction of bladder cancer from 4-aminobiphenyl.

¹ This investigation was supported by USPHS Research Grant 2R01 CA-05449-11.

Received 11/ 6/72. Accepted 3/14/73.