Designing new isomorphic fluorescent nucleobase analogues: the thieno [3, 2-d] pyrimidine core
Y Tor, S Del Valle, D Jaramillo, SG Srivatsan, A Rios… - Tetrahedron, 2007 - Elsevier
A convergent approach for a family of fluorescent nucleosides is described. It relies on
thieno [3, 2-d] pyrimidine-2, 4 (1H, 3H)-dione that serves as a core heterocycle. This
condensed pyrimidine is converted into an emissive pyrimidine nucleoside analogue by N-
glycosylation and into an emissive purine nucleoside analogue by C-glycosidation at the
thiophene's beta position. The design principles of this archetypical system are outlined
together with the syntheses and photophysical properties of the resulting nucleosides.
thieno [3, 2-d] pyrimidine-2, 4 (1H, 3H)-dione that serves as a core heterocycle. This
condensed pyrimidine is converted into an emissive pyrimidine nucleoside analogue by N-
glycosylation and into an emissive purine nucleoside analogue by C-glycosidation at the
thiophene's beta position. The design principles of this archetypical system are outlined
together with the syntheses and photophysical properties of the resulting nucleosides.
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