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Issue 81, 2019
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Synthesis of an acp3U phosphoramidite and incorporation of the hypermodified base into RNA

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Abstract

acp3U is a hypermodified base that is found in the tRNAs of prokaryotes and eukaryotes and also in the ribosomal RNA of mammals. Its function has so far been unknown but it is speculated that acp3U complexes Mg ions, which may contribute to the stabilization of the RNA structure. As a hypermodified base in which a nucleoside is covalently connected to an amino acid, acp3U is a natural nucleoside between genotype and phenotype and hence is also of particular importance for theories about the origin of life. Herein, we report the development of a phosphoramidite building block and of a solid phase protocol that allows synthesis of RNA containing acp3U.

Graphical abstract: Synthesis of an acp3U phosphoramidite and incorporation of the hypermodified base into RNA

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Supplementary files

Article information


Submitted
14 Aug 2019
Accepted
17 Sep 2019
First published
17 Sep 2019

Chem. Commun., 2019,55, 12216-12218
Article type
Communication

Synthesis of an acp3U phosphoramidite and incorporation of the hypermodified base into RNA

M. Nainytė, T. Amatov and T. Carell, Chem. Commun., 2019, 55, 12216
DOI: 10.1039/C9CC06314E

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