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Issue 3, 2017
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Synthesis and cellular activity of stereochemically-pure 2′-O-(2-methoxyethyl)-phosphorothioate oligonucleotides

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Abstract

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.

Graphical abstract: Synthesis and cellular activity of stereochemically-pure 2′-O-(2-methoxyethyl)-phosphorothioate oligonucleotides

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Publication details

The article was received on 21 Oct 2016, accepted on 01 Dec 2016 and first published on 02 Dec 2016


Article type: Communication
DOI: 10.1039/C6CC08473G
Citation: Chem. Commun., 2017,53, 541-544
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    Synthesis and cellular activity of stereochemically-pure 2′-O-(2-methoxyethyl)-phosphorothioate oligonucleotides

    M. Li, H. L. Lightfoot, F. Halloy, A. L. Malinowska, C. Berk, A. Behera, D. Schümperli and J. Hall, Chem. Commun., 2017, 53, 541
    DOI: 10.1039/C6CC08473G

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