Issue 9, 2017

Post-synthetic conversion of 5-pivaloyloxymethyluridine present in a support-bound RNA oligomer into biologically relevant derivatives of 5-methyluridine

Abstract

A post-synthetic reaction of 5-pivaloyloxymethyluridine (present in a support-bound RNA oligomer) with various nucleophilic reagents furnished efficiently the corresponding products bearing one of the tRNA wobble 5-methyluridines (mnm5U, cmnm5U, τm5U, nm5U, inm5U or cnm5U). The syntheses of oligoribonucleotides modified with inm5U and cnm5U are reported for the first time.

Graphical abstract: Post-synthetic conversion of 5-pivaloyloxymethyluridine present in a support-bound RNA oligomer into biologically relevant derivatives of 5-methyluridine

Supplementary files

Article information

Article type
Paper
Submitted
06 Dec 2016
Accepted
08 Feb 2017
First published
08 Feb 2017

Org. Biomol. Chem., 2017,15, 2097-2103

Post-synthetic conversion of 5-pivaloyloxymethyluridine present in a support-bound RNA oligomer into biologically relevant derivatives of 5-methyluridine

K. Bartosik, E. Sochacka and G. Leszczynska, Org. Biomol. Chem., 2017, 15, 2097 DOI: 10.1039/C6OB02674E

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