Letters in Organic Chemistry

Author(s): Taisuke Hirano, Kenji Kuroda, Hidehiko Kodama, Masanori Kataoka and Yoshihiro Hayakawa

DOI: 10.2174/157017807782795493

Preparation of an Artificial Ribonucleoside with pyrimido[4,5-d]pyrimidine-2,4,5,7-(1H,3H,6H,8H)-tetraone as a Base and its Discriminating Ability for Natural Nucleosides

Page: [530 - 534] Pages: 5

  • * (Excluding Mailing and Handling)

Abstract

An artificial ribonucleoside with pyrimido[4,5-d]pyrimidine-2,4,5,7-(1H,3H,6H,8H)-tetraone (PPT) as a nucleobase was prepared, and its binding affinity for natural nucleosides, e.g., 2-deoxyadenosine, 2-deoxycytidine, 2- deoxyguanosine, and thymidine derivatives, was investigated. This investigation revealed that, as expected, the nucleoside with PPT has good binding affinity for the four natural nucleosides to form with them some stable complexes in dimethyl sulfoxide, though the structure of the complex is not clear yet. Thus, this artificial nucleoside has high potential as a universal nucleoside.

Keywords: Nucleosides, nitrogen heterocycles, tautomerism