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'Fapy adenine' in keywords Facet   section ZfN Section C  [X]
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1999 (1)
1998 (1)
1Author    Piotr CysewskiRequires cookie*
 Title    Theoretical Studies on the Tautomeric Properties of Diamino-5-formamidopyrimidines  
 Abstract    The results of theoretical geometry prediction of formamidopyrimidine(fapy)-adenine and fapy-guanine tautomers are presented. Among 54 potential tautomeric structures of fapy-adenine the most stable structure corresponds to the diamino-keto isomer. The solvent effect has insignificant influence on the fapy-adenine tautom ers succession. The fapy-guanine has 172 potential isomers. There are three most stable tautom ers of this guanine derivative, which may exchange the order depending on the polarity of the environment. In vapour the most probable is the 4-enol-6-keto-diamino tautomer, while in water environm ent the 4,6-diketo-diamino isomer is dominant. A more polar solvent stabilises more polar fapy-guanine tauto­ mers. The geometric parameters and point-atomic charges corresponding to most probable tau­ tomers are also supplied. 
  Reference    Z. Naturforsch. 53c, 1027—1036 (1998); received April 20/June 19 1998 
  Published    1998 
  Keywords    Fapy-adenine, Fapy-guanine, Tautomerism, Solvent Effect 
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 TEI-XML for    default:Reihe_C/53/ZNC-1998-53c-1027.pdf 
 Identifier    ZNC-1998-53c-1027 
 Volume    53 
2Author    Piotr Cysewski, Ryszard OlińskiRequires cookie*
 Title    Theoretical Description of the Coding Potential of Diamino-5-formamidopyrimidines  
 Abstract    The results of geometry optimisation of possible Watson-Crick-like pairs o f 2,6-diamino-4-oxy-5-formamidopyrimidine (fapy-adenine) or 4,6-diamino-5-formamidopyrimidine (fapy-guanine) were presented. In the absence of the external field the fapy-adenine is able to form pairs with all four canonical nucleic acid bases. However, pairs with guanine, cytosine and thymine the most stable are. Thus, the potential miscoding abilities may be observed. In contrast, in the presence o f the external field the mispairing abilities of fapy-adenine becom e insignificant since the most stable dimers are formed with thymine. The pairing properties of fapy-guanine are complex and depend on its tatomeric form. In the absence of an external field the 4-enol-6-keto-diam ino tautomer of fapyG is able to form stable dimers with thymine and cytosine, while the 4,6-diketo-diamino tautomer forms the most stable pairs with cytosine and guanine. The presence of the water solvent does not significantly alter the pairing abilities of fapy-guanine. However, pairs with thymine are at least as stable as the Watson-Crick GC pair. TTius, in polar conditions the mispairing potential of fapyG will be extended and may be enriched by potential GC —* AT transition. 
  Reference    Z. Naturforsch. 54c, 239 (1999); received October 26/November 28 1998 
  Published    1999 
  Keywords    Fapy-adenine, Fapy-guanine, Pairing, Miscoding, Solvent Effect 
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 TEI-XML for    default:Reihe_C/54/ZNC-1999-54c-0239.pdf 
 Identifier    ZNC-1999-54c-0239 
 Volume    54