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Published online 2 April 2004

Nucleic Acids Research, 2004, Vol. 32, No. 6 2017-2022
© 2004 Oxford University Press

Chemical syntheses of inhibitory substrates of the RNA–RNA ligation reaction catalyzed by the hairpin ribozyme

Archna P. Massey and Snorri Th. Sigurdsson*

Department of Chemistry, University of Washington, Seattle, WA 98195-1700, USA

*To whom correspondence should be addressed. Tel: +1 206 616 8276; Fax: +1 206 685 8665; Email: snorrisi{at}hi.is

Received January 19, 2004; Revised and Accepted March 9, 2004

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.


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