Major routes of metabolism of the food-borne carcinogen 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline in the rat

R. J. Turesky; H. U. Aeschbacher; H. P. Würzner; P. L. Skipper; S. R. Tannenbaum

doi:10.1093/carcin/10.9.1765

Major routes of metabolism of the food-borne carcinogen 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline in the rat

R. J. Turesky, H. U. Aeschbacher, H. P. Würzner, P. L. Skipper, S. R. Tannenbaum

Medicinal Chemistry

Research output: Contribution to journal › Comment/debate › peer-review

Abstract

A metabolite of 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx) was incorrectly characterized in this paper. The metabolite was thought to be an acetyl conjugate of the 5-hydroxyl-ated derivative of MeIQx. This assignment is incorrect. The correct assignment is a sulfate conjugate of 5-hydroxy-MeIQx, 2-amino-3,8-dimethylirnidazo[4,5-f]quinoxaUn-5-yl-sulfate. This conclusion is based upon repurified sample analyzed by ¹H NMR and ¹³C NMR, enzyme hydrolysis assays, IR spectro-scopy and FAB/MS (accurate mass measurement).

Original language	English (US)
Pages (from-to)	1765
Number of pages	1
Journal	Carcinogenesis
Volume	10
Issue number	9
DOIs	https://doi.org/10.1093/carcin/10.9.1765
State	Published - Sep 1989

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title = "Major routes of metabolism of the food-borne carcinogen 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline in the rat",

abstract = "A metabolite of 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx) was incorrectly characterized in this paper. The metabolite was thought to be an acetyl conjugate of the 5-hydroxyl-ated derivative of MeIQx. This assignment is incorrect. The correct assignment is a sulfate conjugate of 5-hydroxy-MeIQx, 2-amino-3,8-dimethylirnidazo[4,5-f]quinoxaUn-5-yl-sulfate. This conclusion is based upon repurified sample analyzed by 1H NMR and 13C NMR, enzyme hydrolysis assays, IR spectro-scopy and FAB/MS (accurate mass measurement).",

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AU - Würzner, H. P.

AU - Skipper, P. L.

AU - Tannenbaum, S. R.

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N2 - A metabolite of 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx) was incorrectly characterized in this paper. The metabolite was thought to be an acetyl conjugate of the 5-hydroxyl-ated derivative of MeIQx. This assignment is incorrect. The correct assignment is a sulfate conjugate of 5-hydroxy-MeIQx, 2-amino-3,8-dimethylirnidazo[4,5-f]quinoxaUn-5-yl-sulfate. This conclusion is based upon repurified sample analyzed by 1H NMR and 13C NMR, enzyme hydrolysis assays, IR spectro-scopy and FAB/MS (accurate mass measurement).

AB - A metabolite of 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx) was incorrectly characterized in this paper. The metabolite was thought to be an acetyl conjugate of the 5-hydroxyl-ated derivative of MeIQx. This assignment is incorrect. The correct assignment is a sulfate conjugate of 5-hydroxy-MeIQx, 2-amino-3,8-dimethylirnidazo[4,5-f]quinoxaUn-5-yl-sulfate. This conclusion is based upon repurified sample analyzed by 1H NMR and 13C NMR, enzyme hydrolysis assays, IR spectro-scopy and FAB/MS (accurate mass measurement).

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Major routes of metabolism of the food-borne carcinogen 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline in the rat

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