Does tautomerization of FapyG influence its mutagenicity?
Oxidative degradation of guanine to 2,6-diamino-4-oxo-5-formamidopyrimidine (FapyG) is believed to be mutagenic. It has been proposed recently that the enol tautomer of FapyG is mainly responsible for this effect leading to a guanine-to-thymine mutation (T. H. Gehrke, U. Lischke, K. L. Gasteiger, S. Schneider, S. Arnold, H. C. Muller, D. S. Stephenson, H. Zipse, T. Carell, Nat. Chem. Biol.- 2013, 9, 455-461). Here, density functional methods suggest that the enol tautomer of FapyG might not be responsible for the proposed guanine-to-thymine mutation. Instead, it might result in a guanine-to-adenine mutation.
Discipline of Natural Sciences, Indian Institute of Information Technology, Design and Manufacturing, Khamaria, Jabalpur-482005 (India); School of Chemistry and Molecular Biosciences, University of Queensland, QLD-4072 (Australia). nrjena@iiitdmj.ac.in.
Nihar R
NR
Jena
Alan E
AE
Mark
Phool C
PC
Mishra
D000225:Adenine / Q000737:chemistry; D004247:DNA / Q000235:genetics; D004249:DNA Damage / Q000235:genetics; D006147:Guanine / Q000737:chemistry; D009154:Mutation / Q000235:genetics*; D010084:Oxidation-Reduction; D011743:Pyrimidines / Q000737:chemistry*; D013941:Thymine / Q000737:chemistry
D011743:Pyrimidines; C071023:2,6-diamino-4-hydroxy-5-formamidopyrimidine; D006147:Guanine; D004247:DNA; D000225:Adenine; D013941:Thymine
FapyG; density functional calculations; dna damage; dna polymerases; genetic mutation