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

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Abstrakt

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 assembly and fusion of liposomes or the construction of DNA origami structures. We herein present the synthesis and applications of versatile lipid membrane anchor building blocks suitable for solid phase 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 duplex stability and structure as proven by thermal denaturation experiments and circular dichroism. Furthermore, applicability could be demonstrated by assembly and fusion of liposomes mediated by lipid-modified oligonucleotides.
OriginalsprogEngelsk
TidsskriftOrganic & Biomolecular Chemistry
Vol/bind13
Udgave nummer37
Sider (fra-til)9673-9680
ISSN1477-0520
DOI
StatusUdgivet - 30. jul. 2015

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