Issue 37, 2015

Convenient synthesis and application of versatile nucleic acid lipid membrane anchors in the assembly and fusion of liposomes

Abstract

Hydrophobic moieties like lipid membrane anchors are highly demanded modifications for nucleic acid oligomers. Membrane-anchor modified oligonucleotides are applicable in biomedicine leading to new delivery strategies as well as in biophysical investigations towards the assembly and fusion of liposomes or the construction of DNA origami structures. We present herein the synthesis and applications of versatile lipid membrane anchor building blocks suitable for solid-supported oligonucleotide synthesis. These are readily synthesized in bulk in five to seven steps from commercially available precursors and can be incorporated at any position within an oligonucleotide without significantly altering the duplex stability and structure as was proven by thermal denaturation experiments and circular dichroism. Furthermore, their applicability could be demonstrated by the assembly and fusion of liposomes mediated by lipid-modified oligonucleotides.

Graphical abstract: Convenient synthesis and application of versatile nucleic acid lipid membrane anchors in the assembly and fusion of liposomes

Supplementary files

Article information

Article type
Paper
Submitted
12 Jun 2015
Accepted
30 Jul 2015
First published
31 Jul 2015
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2015,13, 9673-9680

Convenient synthesis and application of versatile nucleic acid lipid membrane anchors in the assembly and fusion of liposomes

O. Ries, P. M. G. Löffler and S. Vogel, Org. Biomol. Chem., 2015, 13, 9673 DOI: 10.1039/C5OB01207D

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