Haemoglobin adducts of aromatic amines: diamines and polyaromatic amines

• Published in: Journal of chromatography. B, Biomedical sciences and applications Biomedical sciences and applications, 2000-07, Vol.744 (2), p.377-387
• Main Authors: Sabbioni, Gabriele, Beyerbach, Armin
• Format: Article
• Language: English
• Subjects: Amines - chemistry; Biological and medical sciences; Calibration; Chemical and industrial products toxicology. Toxic occupational diseases; Gas Chromatography-Mass Spectrometry; Hemoglobins - chemistry; Mass Spectrometry; Medical sciences; Reference Standards; Reproducibility of Results; Sensitivity and Specificity; Toxicology; Various organic compounds
• ISSN: 0378-4347; 1387-2273
• DOI: 10.1016/S0378-4347(00)00265-6

Aromatic amines and nitroarenes are important antioxidants and intermediates in the synthesis of dyes, pesticides and plastics. In the present paper we introduce methods for the synthesis of deuterated standards: 3-[ 2H 8]aminofluoranthene, 3,3′-dimethyl-[ 2H 4]benzidine, [ 2H 4]benzidine, N′-acetyl-[ 2H 4]benzidine, 2,4-[ 2H 6]toluenediamine, 2,6-[ 2H 6]toluenediamine. These standards have been used for the quantification of haemoglobin adducts of diamines and polyaromatic amines. Haemoglobin was hydrolysed in 0.1 M sodium hydroxide and the hydrolysate extracted with dichloromethane. The extracts were derivatised with heptafluorobutyric anhydride and analysed by GC–MS with negative chemical ionisation. In one run up to 15 aromatic amines can be determined: 6-aminochrysene, 3-aminofluoranthene, 2-aminofluorene, 1-aminopyrene, benzidine, 3,3′-dichlorobenzidine, 3,3′-dimethoxybenzidine, 3,3′-dimethylbenzidine, 3,3′-methylenedianiline, 4,4′-methylenedianiline, N′-acetyl-benzidine, N′-acetyl-4,4′-methylenedianiline, 4,4′-methylene bis(2-chloroaniline), 2,4-toluenediamine and 2,6-toluenediamine.