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Access to a stabilized i-motif DNA structure through four successive ligation reactions on a cyclopeptide scaffold

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Abstract

i-Motifs are largely underexplored tetraplex nucleic acid structures which have been suggested to perform essential biological functions and might constitute future therapeutic targets. i-Motifs generally require acidic conditions to fold in vitro, a particularity which significantly complicates the use of native i-motif forming sequences for interaction studies with potential ligands and biological components (e.g. proteins). In this context, we report herein on the assembly of a peptide–DNA conjugate capable of folding at room temperature into a stable i-motif structure at neutral pH. To achieve the controlled assembly of the i-motif forming conjugate, we developed a new synthetic pathway of four successive orthogonal ligation reactions between bifunctional C-rich DNA strands and a tetrafunctional cyclopeptide scaffold.

Graphical abstract: Access to a stabilized i-motif DNA structure through four successive ligation reactions on a cyclopeptide scaffold

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Article information


Submitted
25 Jun 2020
Accepted
23 Jul 2020
First published
31 Jul 2020

This article is Open Access

Org. Biomol. Chem., 2020, Advance Article
Article type
Paper

Access to a stabilized i-motif DNA structure through four successive ligation reactions on a cyclopeptide scaffold

A. Devaux, L. Bonnat, T. Lavergne and E. Defrancq, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/D0OB01311K

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