175355-17-6Relevant academic research and scientific papers
Building blocks for ribozyme mimics: Conjugates of terpyridine and bipyridine with nucleosides
Bashkin, James K.,Xie, Jin,Daniher, Andrew T.,Sampath, UmaShanker,Kao, Jeffrey L.-F.
, p. 2314 - 2321 (1996)
The incorporation of the 2,2':6',2''-terpyridyl (terpy) complex of Cu(II) into a deoxyoligonucleotide has led to a functional mimic of ribozymes. The resulting mimic can cleave target RNA in a sequence-directed manner by a hydrolytic mechanism. Here we describe the synthesis and characterization of four modified nucleoside phosphoramidite reagents (7, 10, 14, and 18) that contain pendant 2,2'-bipyridine or terpy ligands. The ligands are attached either to the nucleobase (7, 10) or to the sugar (14, 18). Nucleobase modification was carried out at the C-5 position of 2'-deoxyuridine (dU). One route to sugar modification was performed by synthesis of 18, a 1'-functionalized analog of dU based on 1-[3-deoxy-β-D-psicofuranosyl]uracil. Another route to sugar functionalization resulted in 14, a 2'-C-alkyl derivative of adenosine. These modified nucleosides are building blocks for ribozyme mimics. They are designed to deliver hydrolytically active metal complexes across either the major groove (7, 10) or the minor groove (14, 18) of an RNA/DNA duplex.
Synthesis and anti-HIV-1 activity of novel bicyclic nucleoside analogues restricted to an S-type conformation
Kvsaerno, Lisbet,Nielsen, Claus,Wightman, Richard H.
, p. 2903 - 2906 (2007/10/03)
(1S,3R,4S)-3-Hydroxyrnethyl-1-(uracil-1-yl)-2,5-dioxabicyclo[2.2.1]hepta ne 9 and the corresponding cytosine derivative 10, nucleoside analogues with a novel bicyclic nucleoside structure 3, were synthesized in a few steps from the known 1-(3′-deoxy-β-D-p
