RNA-based boronate internucleosidic linkages: an entry into reversible templated ligation and loop formation

Literature Information

Publication Date 2018-11-01
DOI 10.1039/C8OB02182A
Impact Factor 3.876
Authors

Alejandro Gimenez Molina, Ivan Barvik, Sabine Müller, Jean-Jacques Vasseur, Michael Smietana


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Abstract

The use of templates able to control the assembly and disassembly of supramolecular biopolymers is an attractive approach with applications ranging from engineering new biopolymers to the modulation of complex biological systems. Self-assembled nucleic acid-based systems hold thus substantive potential for the construction of well-defined and stimuli-responsive molecular architectures. We report here for the first time the synthesis of a 5′-boronoribonucleotidic phosphoramidite building block, its incorporation at the 5′ extremities of RNA sequences, and its ability to generate boronate internucleosidic linkages by RNA- and DNA-templated ligation. Moreover, melting denaturation studies also revealed that 5′-boronic acid ended RNA sequences are able to promote the formation of RNA loops in the presence of RNA templating partners. Molecular-dynamics (MD) simulations were used to model the structural parameters governing these processes.

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Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
CiteScore: 3.4
Self-citation Rate: 10.3%
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Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

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