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The color of urine from rats fed 1,4-dichloro-2-nitrobenzene (DCNB) is a clear yellow than that of urine from control rats. In order to obtain information on the relationship between the yellow color of the urine and its constituents, analyses of the components in the urine from rats fed DCNB were performed by UV, nuclear overhauser effect (NOE) method of 1H-NMR and liquid chromatography (LC)-MS/MS. The urine from the rats fed DCNB had absorbance at a wavelength of 383 nm. Characteristic fragment ions of the N-acetylcysteine conjugates, at m/z 187, were clearly observed in the fragmentation of the precursor ions at m/z 317 ([M-H]-) by LC-MS/MS. And position of the structure was found to be N-acetyl-S-(4-chloro-3-nitrophenyl)-L-cysteine by NOE method. Consequently, in view of the conformity of the major constituent (N-acetylcysteine conjugates), when comparing yellow urine and the metabolite, it is thought that the metabolite formation is attributable to the longer wavelength absorbance of the N-acetyl-S-(4-chloro-3-nitrophenyl)-L-cysteine, as compared to the control urine.

Characterization of N-Acetylcysteine Conjugate in Yellow Urine by Oral Administration of 1,4-Dichloro-2-Nitrobenzene in Rats