The reaction of the mutagen 1,1'-hexamethylene-bis-[(5-p-chlorophenyl)-biguanide] with guanosine and cysteine.
The mutagen 1,1'-hexamethylene-bis[(5-p-chlorophenyl)-biguanide] reacts at 37 degrees C with guanosine and guanine to yield xanthosine or xanthine and oxidizes cysteine to cystine. After treatment of a guanosine-labelled DNA sample from Escherichia coli with the mutagen xanthine could be detected as a reaction product. At a slow rate the mutagen is hydrolysed spontaneously yielding urea, 1.6-hexanediol and 4-chloroaniline. The reaction mechanisms both of the hydrolysis and of the reaction with cysteine and guanosine are discussed.
D002710:Chlorhexidine; D003545:Cysteine; D003553:Cystine; D004269:DNA, Bacterial; D004926:Escherichia coli; D006151:Guanosine; D013058:Mass Spectrometry; D009153:Mutagens; D010084:Oxidation-Reduction; D019820:Xanthine; D014970:Xanthines
D004269:DNA, Bacterial; D009153:Mutagens; D014970:Xanthines; D006151:Guanosine; D019820:Xanthine; D003553:Cystine; D003545:Cysteine; D002710:Chlorhexidine