Tamilselvan Rajasekaran, Graeme C Freestone, Rodrigo Galindo-Murillo, Barbara Lugato, Hans Gaus, Michael T Migawa, Eric E Swayze, Thomas E Cheatham, Punit P Seth, Stephen Hanessian
We recently described a chemical strategy to pre-organize a trinucleotide subunit in a conformation suitable for Watson-Crick base pairing for modulating the binding kinetics of single-stranded oligonucleotides (ONs) using bis-phosphonate esters bridging hydrocarbon tethers to provide 11- and 15-membered macrocyclic analogues. In this manuscript, we describe the synthesis of all eight P-stereoisomers of macrocyclic 12-, 13-, 14-, and 16-membered hydrocarbon-bridged nucleotide trimers, their incorporation into ONs, and biophysical characterization of the modified ONs...
March 1, 2023: Journal of Organic Chemistry