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1,1'-trimethylenebisthymine as synthetic model of dinucleotide TpT Electrochemical reduction
Malinski, Tadeusz; Langer, Jerzy J.; Moiroux, Jacques; Elving, Philip Juliber
Malinski, Tadeusz; Langer, Jerzy J.; Moiroux, Jacques; Elving, Philip Juliber
1986-04-25
Citation:Malinski, Tadeusz, Langer, Jerzy J., Moiroux, Jacques, Elving, Philip J. (1986/04/25)."1,1'-trimethylenebisthymine as synthetic model of dinucleotide TpT Electrochemical reduction." Journal of Electroanalytical Chemistry 201(2): 329-345. <http://hdl.handle.net/2027.42/26190>
Abstract: The electrochemical reduction of 1,1'-trimethylenebisthymine (Thy(C3)Thy) in dimethylsulfoxide was investigated using dc polarography, cyclic voltammetry, controlled potential electrolysis and spectroelectrochemistry. Thy(C3)Thy is reduced in a two-election step (E1/2 = -2.40 V) to a diradical dianion which abstracts protons from the parent Thy(C3)Thy to form a neutral free diradical and the Thy(C3)Thy dianion. The neutral free diradical is further reduced and protonated to form 1,1'-trimethylenebisdihydrothymine. The dianion forms insoluble mercury salts producing up to three oxidation peaks (Epa between -0.35 and -0.07V). The effect of added base on the electrochemical and spectroelectrochemical behavior is described. The number of layers of the mercury- Thy(C3)Thy salt adsorbed in the anodic and stripped in the cathodic processes was calculated. The mechanism of adsorption is discussed.
