Synthesis and Biophysical Properties of Oligodeoxynucleotides Containing 2′‐Deoxy‐5‐(4‐nitro‐1H‐imidazol‐1‐yl)‐β‐D‐uridine and 2′‐Deoxy‐5‐(1,3‐dioxo‐1H‐benzo[de]isoquinolin‐2(3H)‐yl)‐β‐D‐uridine Monomers

Abstract

Detection of single-nucleotide polymorphisms (SNPs) of biologically relevant DNA and RNA samples remain a scientific and practical challenge. We have synthesized phosphoramidite building blocks and oligodeoxynucleotide probes containing novel 2'-deoxyuridine monomers modified by 5-(4-nitro-1H-imidazol-1-yl; (monomer X) or 2'-deoxy-5-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl; monomer Y) substituents. The effects of monomers X and Y on duplex thermal stability, and their capability towards discrimination of single-base mismatches were furthermore studied. Encouraging results were obtained with respect to thermal mismatch discrimination using oligodeoxynucleotides containing monomer X and fluorescence-based discrimination using oligodeoxynucleotides containing monomer Y.

An Efficient Synthesis and In vitro Cytostatic Activity of 5-Aminosulfonyl Uracil Derivatives

“…They also represent good starting material for the synthesis of the fluorescent uracil derivatives suitable for incorporation into PNA's or nucleic acids. [24][25][26][27][28][29] Our group has a long-term experience in design, synthesis, and characterization of biologically active nucleoside derivatives. [30][31][32][33] Previously, we have synthesized N-sulfonylpyrimidine derivatives I (Figure 2) as a new type of sulfonylcycloureas.…”