Synthesis and Multiple Incorporations of 2′‐O‐Methyl‐5‐hydroxymethylcytidine, 5‐Hydroxymethylcytidine and 5‐Formylcytidine Monomers into RNA Oligonucleotides

The synthesis of 2′‐O‐methyl‐5‐hydroxymethylcytidine (hm(5)Cm), 5‐hydroxymethylcytidine (hm(5)C) and 5‐formylcytidine (f(5)C) phosphoramidite monomers has been developed. Optimisation of mild post‐synthetic deprotection conditions enabled the synthesis of RNA containing all four naturally occurring...

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Detalles Bibliográficos
Autores principales: Tanpure, Arun A., Balasubramanian, Shankar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2017
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5779611/
https://www.ncbi.nlm.nih.gov/pubmed/28901692
http://dx.doi.org/10.1002/cbic.201700492
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author Tanpure, Arun A.
Balasubramanian, Shankar
author_facet Tanpure, Arun A.
Balasubramanian, Shankar
author_sort Tanpure, Arun A.
collection PubMed
description The synthesis of 2′‐O‐methyl‐5‐hydroxymethylcytidine (hm(5)Cm), 5‐hydroxymethylcytidine (hm(5)C) and 5‐formylcytidine (f(5)C) phosphoramidite monomers has been developed. Optimisation of mild post‐synthetic deprotection conditions enabled the synthesis of RNA containing all four naturally occurring cytosine modifications (hm(5)Cm, hm(5)C, f(5)C 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).
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spelling pubmed-57796112018-01-23 Synthesis and Multiple Incorporations of 2′‐O‐Methyl‐5‐hydroxymethylcytidine, 5‐Hydroxymethylcytidine and 5‐Formylcytidine Monomers into RNA Oligonucleotides Tanpure, Arun A. Balasubramanian, Shankar Chembiochem Communications The synthesis of 2′‐O‐methyl‐5‐hydroxymethylcytidine (hm(5)Cm), 5‐hydroxymethylcytidine (hm(5)C) and 5‐formylcytidine (f(5)C) phosphoramidite monomers has been developed. Optimisation of mild post‐synthetic deprotection conditions enabled the synthesis of RNA containing all four naturally occurring cytosine modifications (hm(5)Cm, hm(5)C, f(5)C 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). John Wiley and Sons Inc. 2017-10-09 2017-11-16 /pmc/articles/PMC5779611/ /pubmed/28901692 http://dx.doi.org/10.1002/cbic.201700492 Text en © 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution (http://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Tanpure, Arun A.
Balasubramanian, Shankar
Synthesis and Multiple Incorporations of 2′‐O‐Methyl‐5‐hydroxymethylcytidine, 5‐Hydroxymethylcytidine and 5‐Formylcytidine Monomers into RNA Oligonucleotides
title Synthesis and Multiple Incorporations of 2′‐O‐Methyl‐5‐hydroxymethylcytidine, 5‐Hydroxymethylcytidine and 5‐Formylcytidine Monomers into RNA Oligonucleotides
title_full Synthesis and Multiple Incorporations of 2′‐O‐Methyl‐5‐hydroxymethylcytidine, 5‐Hydroxymethylcytidine and 5‐Formylcytidine Monomers into RNA Oligonucleotides
title_fullStr Synthesis and Multiple Incorporations of 2′‐O‐Methyl‐5‐hydroxymethylcytidine, 5‐Hydroxymethylcytidine and 5‐Formylcytidine Monomers into RNA Oligonucleotides
title_full_unstemmed Synthesis and Multiple Incorporations of 2′‐O‐Methyl‐5‐hydroxymethylcytidine, 5‐Hydroxymethylcytidine and 5‐Formylcytidine Monomers into RNA Oligonucleotides
title_short Synthesis and Multiple Incorporations of 2′‐O‐Methyl‐5‐hydroxymethylcytidine, 5‐Hydroxymethylcytidine and 5‐Formylcytidine Monomers into RNA Oligonucleotides
title_sort synthesis and multiple incorporations of 2′‐o‐methyl‐5‐hydroxymethylcytidine, 5‐hydroxymethylcytidine and 5‐formylcytidine monomers into rna oligonucleotides
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5779611/
https://www.ncbi.nlm.nih.gov/pubmed/28901692
http://dx.doi.org/10.1002/cbic.201700492
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