Synthesis and cellular activity of stereochemically-pure 2’-O-(2-methoxyethyl)-phosphorothioate oligonucleotides

Li, Meiling; Lightfoot, Helen Louise; Halloy, Francois; Malinowska, Anna; Berk, Christian; Behera, Alok; Schümperli, Daniel; Hall, Jonathan (2017). Synthesis and cellular activity of stereochemically-pure 2’-O-(2-methoxyethyl)-phosphorothioate oligonucleotides. Chemical communications, 53(3), pp. 541-544. Royal Society of Chemistry 10.1039/C6CC08473G

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Stereochemically-pure 2’-O-(2-methoxyethyl)-phosphorothioate (PS-MOE) oligonucleotides were synthesized from new chiral oxazaphospholidine-containing nucleosides. Thermal stability studies showed that the incorporation of Rp-PS linkages increased RNA-binding affinity. In cells, a full Rp-PS-MOE splice-switching oligonucleotide targeting part of the ferrochelatase gene was more potent than its Sp-PS counterpart, but of similar potency to the stereorandom PS-parent sequence.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Department of Biology > Institute of Cell Biology
08 Faculty of Science > Department of Biology > Institute of Cell Biology > RNA

UniBE Contributor:

Schümperli, Daniel

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry

ISSN:

1359-7345

Publisher:

Royal Society of Chemistry

Language:

English

Submitter:

Daniel Schümperli

Date Deposited:

23 Jan 2017 14:04

Last Modified:

23 Jan 2017 14:04

Publisher DOI:

10.1039/C6CC08473G

PubMed ID:

27966701

BORIS DOI:

10.7892/boris.91034

URI:

https://boris.unibe.ch/id/eprint/91034

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