Peroxidase-activated carcinogenic azo dye Sudan I (Solvent Yellow 14) binds to guanosine in transfer ribonucleic acid.
Peroxidase in the presence of hydrogen peroxide catalyzes in vitro the activation of the carcinogenic azo dye Sudan I (1-phenylazo-2-hydroxynaphthalen) to tRNA-, homopolyribonucleotide- and 5'-monophosphate nucleoside-bound products. tRNA, poly G and guanosine 5'-monophosphate modified by activated Sudan I become colored and have an absorption maximum of approx. 480 nm. Cochromatographic analysis of adducts obtained by a reaction with tRNA and guanosine 5'-monophosphate on a thin layer of cellulose showed that the major Sudan I-tRNA adduct was formed by a reaction of activated Sudan I with guanosine in tRNA. The radical mechanism of the binding of the Sudan I molecule, containing the whole azo aromatic system, to nucleic acids is discussed.
Department of Biochemistry, Faculty of Natural Sciences, Charles University, Prague, Czech Republic.
M
M
Stiborová
B
B
Asfaw
E
E
Frei
D000818:Animals; D001665:Binding Sites; D002273:Carcinogens / Q000378:metabolism*; D004396:Coloring Agents / Q000378:metabolism*; D006151:Guanosine / Q000378:metabolism*; D006157:Guanosine Monophosphate / Q000378:metabolism; D066298:In Vitro Techniques; D009284:Naphthols / Q000378:metabolism*; D009711:Nucleotides / Q000378:metabolism; D009195:Peroxidase / Q000378:metabolism; D011131:Polyribonucleotides / Q000378:metabolism; D012343:RNA, Transfer / Q000378:metabolism*; D051381:Rats
D002273:Carcinogens; D004396:Coloring Agents; D009284:Naphthols; D009711:Nucleotides; D011131:Polyribonucleotides; D006151:Guanosine; C024336:1-phenylazo-2-naphthol; D006157:Guanosine Monophosphate; D012343:RNA, Transfer; D009195:Peroxidase