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Tautomers of One‐Electron‐Oxidized Guanosine
Author(s) -
Chatgilialoglu Chryssostomos,
Caminal Clara,
Guerra Maurizio,
Mulazzani Quinto G.
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.200501087
Subject(s) - tautomer , guanosine , chemistry , protonation , adduct , electron , photochemistry , stereochemistry , organic chemistry , physics , ion , biochemistry , quantum mechanics
Aminic or iminic : Two tautomeric forms of oxidized guanosine have been produced by chemical radiation methods—by direct oxidation of guanosine or from the protonation of the 8‐bromoguanosine electron adduct—and identified. The tautomerization from the iminic to the aminic arrangement has an activation energy of 23.0 kJ mol −1 and occurs through a complex transition state (see scheme).