Chemical syntheses of inhibitory substances of the RNA-RNA ligation reaction catalyzed by the hairpin ribozyme

Abstract

The chemical syntheses of RNA oligomers containing modifications on the 5′-carbon of the 5′-terminal nucleoside for crystallographic and mechanistic studies of the hairpin ribozyme are reported. Phosphoramidites 4 and 8 were prepared and used in solid phase syntheses of RNA oligomers containing the sequence 5′-N′ UCCUCUCC, where N′ indicates either 5′-chloro-5′ -deoxyguanosine or 5′-amino-5′-deoxyguanosine, respectively. A ribozyme ligation assay with the 5′-chloro- and 5′ -amino-modified RNA oligomers demonstrated their inhibition of the hairpin-catalyzed RNA-RNA ligation reaction. © Oxford University Press 2004; all rights reserved.