Get access

Does Tautomerization of FapyG Influence Its Mutagenicity?

Authors

  • Dr. Nihar R. Jena,

    Corresponding author
    1. Discipline of Natural Sciences, Indian Institute of Information Technology, Design and Manufacturing, Khamaria, Jabalpur-482005 (India)
    2. School of Chemistry and Molecular Biosciences, University of Queensland, QLD-4072 (Australia)
    • Discipline of Natural Sciences, Indian Institute of Information Technology, Design and Manufacturing, Khamaria, Jabalpur-482005 (India)===

    Search for more papers by this author
  • Prof. Alan E. Mark,

    1. School of Chemistry and Molecular Biosciences, University of Queensland, QLD-4072 (Australia)
    Search for more papers by this author
  • Prof. Phool C. Mishra

    1. Department of Physics, Banaras Hindu University, Varanasi-221005 (India)
    Search for more papers by this author

  • FapyG=2,6-diamino-4-oxo-5-formamidopyrimidine

Abstract

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.

Ancillary