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
Descripción
Sumario: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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