The efficiency of induction of mutations by hydroxylamine.
Treatment of poly C with methoxyamine leads to formation of 5,6-dihydro-6-methoxyaminocytosine residues in the polymer. These direct incorporation of adenylate residues into the poly G synthesized when the modified poly C is used as a template for RNA polymerase. The process is analogous to that of hydroxylamine-induced errors in replication. Comparison of the uptake of [14C]methoxyamine by the poly C with the percentage of adenylate incorporated in the poly G shows that the induction of errors is a highly efficient process: every modified cytosine residue directs the incorporation of one adenylate residue. A probable explanation for this is that the incorporation is mediated by hydrogen-bonding between the adenine and a predominant imino tautomer of the cytosine adduct.
Phillps
J H
JH
University Chemical Laboratory, Cambridge, England.
Brown
D M
DM
Grossman
L
L
D000249:Adenosine Monophosphate / Q000737:chemistry; D003596:Cytosine / Q000031:analogs & derivatives* / Q000737:chemistry; D012321:DNA-Directed RNA Polymerases / Q000737:chemistry / Q000378:metabolism; D006860:Hydrogen Bonding; D006898:Hydroxylamines / Q000737:chemistry*; D016296:Mutagenesis; D009154:Mutation; D011066:Poly C / Q000737:chemistry* / Q000235:genetics; D011068:Poly G / Q000737:chemistry / Q000235:genetics; D013698:Templates, Genetic
C543975:5,6-dihydro-6-methoxyaminocytosine; D006898:Hydroxylamines; D011068:Poly G; D011066:Poly C; D000249:Adenosine Monophosphate; D003596:Cytosine; C005214:methoxyamine; D012321:DNA-Directed RNA Polymerases