alexa Activation of methanol by hepatic postmitochondrial supernatant: formation of a condensation product with 2,4-diaminotoluene.
Bioinformatics & Systems Biology

Bioinformatics & Systems Biology

Journal of Proteomics & Bioinformatics

Author(s): Cunningham ML, Matthews HB, Burka LT

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Abstract 2,4-Diaminotoluene, an aromatic amine hepatocarcinogen in rats and mice, reacts extensively with formaldehyde produced by the oxidation of methanol to form a single reaction product. Using 1H and 13C NMR and high-resolution mass spectroscopy, this product was shown to be bis(2,4-diamino-5-tolyl)methane. This reaction product is shown to occur under conditions whereby methanol is metabolized to formaldehyde by rat hepatic postmitochondrial supernatant. These results demonstrate a novel reaction of aromatic amines and formaldehyde in biological samples and indicate that methanol as a solvent may become activated in vitro and produce complex interactions with solutes.
This article was published in Chem Res Toxicol and referenced in Journal of Proteomics & Bioinformatics

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