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Finding Adiabatically Bound Anions of Guanine through a Combinatorial Computational Approach
Author(s) -
Harańczyk Maciej,
Gutowski Maciej
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200501671
Subject(s) - tautomer , chemistry , valence (chemistry) , guanine , imine , computational chemistry , hydrogen atom , crystallography , chemical physics , stereochemistry , organic chemistry , catalysis , biochemistry , nucleotide , alkyl , gene
Enamine–imine transformations of guanine lead to tautomers that support valence anionic states which are adiabatically bound by as much as 8 kcal mol −1 (see scheme). The valence anions might be formed by dissociative electron attachment followed by attachment of a hydrogen atom to a carbon atom. Such tautomers might affect the structure and properties of DNA and RNA exposed to low‐energy electrons.