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- W2018359512 abstract "A mixture of formaldehyde and aminoazobenzene condensed readily under physiological conditions to form covalently bound products with purines or pyrimidines and their corresponding nucleosides and nucleotides bearing amino groups. In the case of cytosine derivatives it was established that Mannich type condensations occurred with the pyrimidine amino group and the N-1 position to form substituted triazines, derived from two molecules of formaldehyde, one of aminoazobenzene and one of the corresponding pyrimidine. The triazine ring structure derived from cytosine was stable at pH values greater than 7, while those derived from cytosine nucleosides and nucleotides opened at the N-1 position at pH 9. At higher pH values decomposition of these substituted cytosine rings occurred, accompanied by hydrolysis of both methylene bonds. All compounds were hydrolysed by dilute mineral acid into the original constituents. The properties of these in vitro condensation products were compared to those formed by reaction of metabolites of 4-dimethylaminoazo [G-3H]-benzene with RNA in vivo with respect to their stability at different pH values. Des nucléosides et nucléotides de la cytosine s'ouvraient à la position N-1 à pH 9. Aux pH plus élevés il se produisait une décomposition de ces noyaux cytosine substitués, accompagnée de l'hydrolyse des deux liaisons méthylène. Tous ces composés étaient hydrolysés par un acide minéral dilué, redonnant les constituants initiaux. On a comparé les propriétés de ces produits de condensation in vitro à celles des produits formés par réaction des métabolites du diméthylamino-4 azo-[G-3H]-benzène avec l'ARN in vivo en ce qui concerne la stabilité à différents pH." @default.
- W2018359512 created "2016-06-24" @default.
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- W2018359512 date "1966-01-15" @default.
- W2018359512 modified "2023-10-17" @default.
- W2018359512 title "Azo-dye carcinogenesis. The reactions of 4-hydroxymethylaminoazobenzene with cytosine derivatives" @default.
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- W2018359512 doi "https://doi.org/10.1002/ijc.2910010113" @default.
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