The University of Southampton
University of Southampton Institutional Repository

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

An LNA-amide modification that enhances the cell uptake and activity of phosphorothioate exon-skipping oligonucleotides,
An LNA-amide modification that enhances the cell uptake and activity of phosphorothioate exon-skipping oligonucleotides,
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.
2041-1723
Baker, Ysobel
4fceec1f-89ed-4a32-a753-8967daf6763a
Thorpe, Cameron
2c768b7c-a57a-4f5f-8e64-cae8c9f45aa6
Chen, Jinfeng
1be70334-2c20-485f-8b22-467053f130cb
Poller, Laura M
808a5a58-63e5-4864-b544-3d3046b84085
Kumar, Pawan
e6fd8cbe-4d33-49e3-bc00-99d8b1ffe428
Lim, Wooi F
42c2802f-3a3e-4f90-baad-08516c14de38
Lie, Lillian
72d01754-60c4-4d93-9a94-02407f81ba95
McClorey, Graham
063a9904-49c3-4837-81a0-47d4ac35a5ed
Epple, Sven
0a1f70bd-7366-48a9-a1ee-7d747ff652ab
Singleton, Daniel
6c251bf3-8ca7-478d-8870-b39705b1c5fc
McDonough, Michael A
b5bb2e07-1173-43a3-9079-111b45aac33c
Hardwick, Jack S.
7c492bcd-9bb9-4964-bbfe-fe9bd9cdb0d9
Christensen, Kirsten E.
cd486b5e-5002-4356-ae59-46738a1d04b9
Wood, Matthew J.A.
67653744-b581-4981-9ed4-d1fd73cb4241
Hall, James P.
13332619-7c20-4c64-911e-6cdaab97acc4
El-Sagheer, Afaf H
05b8295a-64ad-4fdf-ad57-c34934a46c04
Brown, Tom
a64aae36-bb30-42df-88a2-11be394e8c89
Baker, Ysobel
4fceec1f-89ed-4a32-a753-8967daf6763a
Thorpe, Cameron
2c768b7c-a57a-4f5f-8e64-cae8c9f45aa6
Chen, Jinfeng
1be70334-2c20-485f-8b22-467053f130cb
Poller, Laura M
808a5a58-63e5-4864-b544-3d3046b84085
Kumar, Pawan
e6fd8cbe-4d33-49e3-bc00-99d8b1ffe428
Lim, Wooi F
42c2802f-3a3e-4f90-baad-08516c14de38
Lie, Lillian
72d01754-60c4-4d93-9a94-02407f81ba95
McClorey, Graham
063a9904-49c3-4837-81a0-47d4ac35a5ed
Epple, Sven
0a1f70bd-7366-48a9-a1ee-7d747ff652ab
Singleton, Daniel
6c251bf3-8ca7-478d-8870-b39705b1c5fc
McDonough, Michael A
b5bb2e07-1173-43a3-9079-111b45aac33c
Hardwick, Jack S.
7c492bcd-9bb9-4964-bbfe-fe9bd9cdb0d9
Christensen, Kirsten E.
cd486b5e-5002-4356-ae59-46738a1d04b9
Wood, Matthew J.A.
67653744-b581-4981-9ed4-d1fd73cb4241
Hall, James P.
13332619-7c20-4c64-911e-6cdaab97acc4
El-Sagheer, Afaf H
05b8295a-64ad-4fdf-ad57-c34934a46c04
Brown, Tom
a64aae36-bb30-42df-88a2-11be394e8c89

Baker, Ysobel, Thorpe, Cameron, Chen, Jinfeng, Poller, Laura M, Kumar, Pawan, Lim, Wooi F, Lie, Lillian, McClorey, Graham, Epple, Sven, Singleton, Daniel, McDonough, Michael A, Hardwick, Jack S., Christensen, Kirsten E., Wood, Matthew J.A., Hall, James P., El-Sagheer, Afaf H and Brown, Tom (2022) An LNA-amide modification that enhances the cell uptake and activity of phosphorothioate exon-skipping oligonucleotides,. Nature Communications, 13, [4036]. (doi:10.1038/s41467-022-31636-2).

Record type: Article

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.

Text
s41467-022-31636-2 - Version of Record
Available under License Creative Commons Attribution.
Download (3MB)

More information

Accepted/In Press date: 28 June 2022
e-pub ahead of print date: 12 July 2022
Additional Information: Funding Information: The authors would like to thank Dr Samir El-Andaloussi for the HeLa pLuc/705 cell line. This work was funded in part by a BBSRC research grant to T.B. (New oligonucleotide analogues for therapeutic applications. BB/S018794/1). Publisher Copyright: © 2022, Crown.

Identifiers

Local EPrints ID: 472839
URI: http://eprints.soton.ac.uk/id/eprint/472839
ISSN: 2041-1723
PURE UUID: 1392329e-6c59-4577-a815-fd0e22055719
ORCID for Ysobel Baker: ORCID iD orcid.org/0000-0002-0266-771X
ORCID for Afaf H El-Sagheer: ORCID iD orcid.org/0000-0001-8706-1292

Catalogue record

Date deposited: 20 Dec 2022 17:33
Last modified: 28 Aug 2024 02:12

Export record

Altmetrics

Contributors

Author: Ysobel Baker ORCID iD
Author: Cameron Thorpe
Author: Jinfeng Chen
Author: Laura M Poller
Author: Pawan Kumar
Author: Wooi F Lim
Author: Lillian Lie
Author: Graham McClorey
Author: Sven Epple
Author: Daniel Singleton
Author: Michael A McDonough
Author: Jack S. Hardwick
Author: Kirsten E. Christensen
Author: Matthew J.A. Wood
Author: James P. Hall
Author: Afaf H El-Sagheer ORCID iD
Author: Tom Brown

Download statistics

Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.

View more statistics

Atom RSS 1.0 RSS 2.0

Contact ePrints Soton: eprints@soton.ac.uk

ePrints Soton supports OAI 2.0 with a base URL of http://eprints.soton.ac.uk/cgi/oai2

This repository has been built using EPrints software, developed at the University of Southampton, but available to everyone to use.

We use cookies to ensure that we give you the best experience on our website. If you continue without changing your settings, we will assume that you are happy to receive cookies on the University of Southampton website.

×