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Science 9 January 1970:
Vol. 167. no. 3915, pp. 184 - 186
DOI: 10.1126/science.167.3915.184
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Articles

Reactivity in vivo of the Carcinogen N-Hydroxy-2-acetylaminofluorene: Increase by Sulfate Ion

Jack R. DeBaun 1, Jacqueline Y. R. Smith 1, Elizabeth C. Miller 1, and James A. Miller 1

1 McArdle Laboratory for Cancer Research, University of Wisconsin Medical Center, Madison 53706

Injections of sulfate ion in rats given the carcinogen N-hydroxy-2-acetylaminofluorene increased (i) the formation of 1-and 3-(methion-S-yl)-2-acetylaminofluorene bound to protein in the liver, (ii) the formation of fluorenyl derivatives bound to total protein, ribosomal RNA, and DNA in the liver, and (iii) the toxicity of the carcinogen. These data provide evidence that the highly reactive ester 2-acetylaminofluorene-N-sulfate, previously suggested as an ultimate reactive and carcinogenic metabolite of N-hydroxy-2-acetylaminofluorene, is formed in the rat liver in vivo.


THIS ARTICLE HAS BEEN CITED BY OTHER ARTICLES:
Assessment of the Medicines Lidocaine, Prilocaine, and Their Metabolites, 2,6-Dimethylaniline and 2-Methylaniline, for DNA Adduct Formation in Rat Tissues.
J.-D. Duan, A. M. Jeffrey, and G. M. Williams (2008)
Drug Metab. Dispos. 36, 1470-1475
   Abstract »    Full Text »    PDF »
Molecular Cloning, Expression, and Characterization of Novel Human SULT1C Sulfotransferases That Catalyze the Sulfonation of N-Hydroxy-2-acetylaminofluorene.
Y. Sakakibara, K. Yanagisawa, J. Katafuchi, D. P. Ringer, Y. Takami, T. Nakayama, M. Suiko, and M.-C. Liu (1998)
J. Biol. Chem. 273, 33929-33935
   Abstract »    Full Text »    PDF »
A 7-hydroxymethyl sulfate ester as an active metabolite of 7,12-dimethylbenz[alpha]anthracene.
T Watabe, T Ishizuka, M Isobe, and N Ozawa (1982)
Science 215, 403-405
   Abstract »    PDF »


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Science. ISSN 0036-8075 (print), 1095-9203 (online)