Mechanism of the mutagenic action of hydroxylamine. X. Certain specificities in the mutagenesis of N-hydroxy and N-methoxy analogs of cytosine and adenine derivatives.
In contrast with N4-methoxycytidine, N6-methoxyadenosine and the corresponding 2'-deoxynucleosides, N4-hydroxycytidine readily penetrates cells of Escherichia coli. Apparently this explains the non-mutagenicity of the N-methoxy compounds when added to an E. coli suspension, and the potent mutagenic effects of the N4-hydroxy analogs under the same conditions. 1-Deazaadenosine and N9- and N1-hydroxyalkyl-substituted adenines and cytosines, inhibitors of adenosine and cytidinedeaminases, are also incapable of crossing the E. coli cell wall.
D000225:Adenine / Q000031:analogs & derivatives* / Q000494:pharmacology; D002473:Cell Wall / Q000187:drug effects; D003596:Cytosine / Q000031:analogs & derivatives* / Q000494:pharmacology; D003641:Deamination; D004926:Escherichia coli / Q000187:drug effects; D006898:Hydroxylamines / Q000494:pharmacology*; D009153:Mutagens
D006898:Hydroxylamines; D009153:Mutagens; D003596:Cytosine; D000225:Adenine