Synthesis and Multiple Incorporations of 2′-O-Methyl-5-hydroxymethylcytidine, 5-Hydroxymethylcytidine and 5-Formylcytidine Monomers into RNA Oligonucleotides
Accepted version
Peer-reviewed
Repository URI
Repository DOI
Change log
Authors
Tanpure, Arun https://orcid.org/0000-0002-5227-8376
Balasubramanian, Shankar https://orcid.org/0000-0002-0281-5815
Abstract
The synthesis of 2′-O-methyl-5-hydroxymethylcytidine (hm5Cm), 5-hydroxymethylcytidine (hm5C) and 5-formylcytidine (f5C) phosphoramidite monomers has been developed. Optimisation of mild post-synthetic deprotection conditions enabled the synthesis of RNA containing all four naturally occurring cytosine modifications (hm5Cm, hm5C, f5C plus 5-methylcytosine). Given the considerable interest in RNA modifications and epitranscriptomics, the availability of synthetic monomers and RNAs containing these modifications will be valuable for elucidating their biological function(s).
Description
Keywords
RNA, epigenetics, formylcytosine, hydroxymethyl- cytosine, methylcytosine, Cytidine, Molecular Structure, Oligonucleotides, Polyribonucleotides, RNA
Journal Title
ChemBioChem
Conference Name
Journal ISSN
1439-4227
1439-7633
1439-7633
Volume Title
Publisher
Wiley-Blackwell
Publisher DOI
Sponsorship
Wellcome Trust (099232/Z/12/Z)
Cancer Research UK (CB4330)
Cancer Research UK (CB4330)
We acknowledge support from the University of Cambridge and Cancer Research UK program. The Balasubramanian laboratory is supported by core funding from Cancer Research UK (C14303/A17197). S.B. is a Senior Investigator of the Wellcome Trust (grant no. 099232/z /12/z).