The association constant of 5',8-cyclo-2'-deoxyguanosine with cytidine

Amedeo Capobianco; Tonino Caruso; Sandra Fusco; Michael A Terzidis; Annalisa Masi; Chryssostomos Chatgilialoglu; Andrea Peluso

doi:10.3389/fchem.2015.00022

The association constant of 5',8-cyclo-2'-deoxyguanosine with cytidine

Front Chem. 2015 Mar 27:3:22. doi: 10.3389/fchem.2015.00022. eCollection 2015.

Authors

Amedeo Capobianco¹, Tonino Caruso¹, Sandra Fusco¹, Michael A Terzidis², Annalisa Masi², Chryssostomos Chatgilialoglu³, Andrea Peluso¹

Affiliations

¹ Dipartimento di Chimica e Biologia, Università di Salerno Fisciano, Salerno, Italy.
² Istituto per la Sintesi Organica e la Fotoreattività, Consiglio Nazionale delle Ricerche Bologna, Italy.
³ Istituto per la Sintesi Organica e la Fotoreattività, Consiglio Nazionale delle Ricerche Bologna, Italy ; Institute of Nanoscience and Nanotechnology, National Center for Scientific Research "Demokritos," Athens, Greece.

Abstract

The association of 5',8-cyclo-2'-deoxyguanosine (cdG), a DNA tandem lesion, with its complementary base cytosine has been studied by voltammetry and NMR in chloroform, using properly silylated derivatives of the two nucleobases for increasing their solubilities. Both voltammetric data and NMR titrations indicated that the Watson-Crick complex of cytidine with cdG is weaker than that with guanosine, the difference being approximately of one order of magnitude between the two association constants.

Keywords: DNA damage; NMR; Watson-Crick complex; cyclopurines; voltammetry.