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An LNA-amide modification that enhances the cell uptake and activity of phosphorothioate exon-skipping oligonucleotides

Abstract:
Oligonucleotides that target mRNA have great promise as therapeutic agents for life-threatening conditions but suffer from poor bioavailability, hence high cost. As currently untreatable diseases come within the reach of oligonucleotide therapies, new analogues are urgently needed to address this. With this in mind we describe reduced-charge oligonucleotides containing artificial LNA-amide linkages with improved gymnotic cell uptake, RNA affinity, stability and potency. To construct such oligonucleotides, five LNA-amide monomers (A, T, C, 5mC and G), where the 3'-OH is replaced by an ethanoic acid group, are synthesised in good yield and used in solid-phase oligonucleotide synthesis to form amide linkages with high efficiency. The artificial backbone causes minimal structural deviation to the DNA:RNA duplex. These studies indicate that splice-switching oligonucleotides containing LNA-amide linkages and phosphorothioates display improved activity relative to oligonucleotides lacking amides, highlighting the therapeutic potential of this technology.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1038/s41467-022-31636-2

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Role:
Author
ORCID:
0000-0002-0266-771X
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Role:
Author
ORCID:
0000-0002-1980-678X
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Author
ORCID:
0000-0001-7385-0071
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Role:
Author
ORCID:
0000-0001-9450-6819


Publisher:
Springer Nature
Journal:
Nature Communications More from this journal
Volume:
13
Article number:
4036
Publication date:
2022-07-12
Acceptance date:
2022-06-28
DOI:
EISSN:
2041-1723
Pmid:
35821218


Language:
English
Keywords:
Pubs id:
1268255
Local pid:
pubs:1268255
Deposit date:
2022-11-11

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