SYNTHESIS AND PHOTOCHEMICAL BEHAVIOUR OF A T-T DIMER CONTAINING AN AMIDE LINKAGE

Abstract

A T-T dimer characterized by an amide linkage to replace the phosphodiester backbone has been synthesized using a modified radical strategy. The new synthetic approach makes use of a thymidin-3′-yl phosphorodithioate derivative as a precursor of 3′-allyl-3′-deoxythymidine. Standard chemical transformations of this derivative led to the desired T-T dimer incorporating an amide bond. The latter was irradiated with 254 nm wavelength light to yield mainly cyclobutane and [6–4] photoadducts.

Acknowledgments