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Synthesis 2016; 48(08): 1108-1116
DOI: 10.1055/s-0035-1561220
DOI: 10.1055/s-0035-1561220
feature
Synthesis of 5-Hydroxymethylcytidine- and 5-Hydroxymethyluridine-Modified RNA
Further Information
Publication History
Received: 25 November 2015
Accepted after revision: 07 January 2015
Publication Date:
26 January 2016 (online)
Abstract
We report on the syntheses of 5-hydroxymethyl-uridine [5hm(rU)] and -cytidine [5hm(rC)] phosphoramidites and their incorporation into RNA by solid-phase synthesis. Deprotection of the oligonucleotides is accomplished in a straightforward manner using standard conditions, confirming the appropriateness of the acetyl protection used for the pseudobenzylic alcohol moieties. The approach provides robust access to 5hm(rC/U)-modified RNAs that await applications in pull-down experiments to identify potential modification enzymes. They will also serve as synthetic probes for the development of high-throughput-sequencing methods in native RNAs.
1 Introduction
2 Protection Strategies Reported for the Synthesis of 5hm(dC)-Modified DNA
3 Synthesis of 5-Hydroxymethylpyrimidine-Modified RNA
3.1 Synthesis of 5hm(rC) Phosphoramidite
3.2 Synthesis of 5hm(rU) Phosphoramidite
3.3 Synthesis of 5hm(rC)- and 5hm(rU)-Modified RNA
4 Conclusions
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1561220.
- Supporting Information
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