Literature DB >> 27966701

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

M Li1, H L Lightfoot1, F Halloy1, A L Malinowska1, C Berk1, A Behera1, D Schümperli2, J Hall1.   

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.

Entities:  

Mesh:

Substances:

Year:  2017        PMID: 27966701     DOI: 10.1039/c6cc08473g

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  14 in total

1.  Control of phosphorothioate stereochemistry substantially increases the efficacy of antisense oligonucleotides.

Authors:  Naoki Iwamoto; David C D Butler; Nenad Svrzikapa; Susovan Mohapatra; Ivan Zlatev; Dinah W Y Sah; Stephany M Standley; Genliang Lu; Luciano H Apponi; Maria Frank-Kamenetsky; Jason Jingxin Zhang; Chandra Vargeese; Gregory L Verdine
Journal:  Nat Biotechnol       Date:  2017-08-21       Impact factor: 54.908

2.  Investigating discovery strategies and pharmacological properties of stereodefined phosphorodithioate LNA gapmers.

Authors:  Jörg Duschmalé; Adrian Schäublin; Erik Funder; Steffen Schmidt; Łukasz J Kiełpiński; Helle Nymark; Klaus Jensen; Troels Koch; Martina Duschmalé; Erich Koller; Marianne Ravn Møller; Simone Schadt; Christophe Husser; Andreas Brink; Sabine Sewing; Tanja Minz; Jesper Wengel; Konrad Bleicher; Meiling Li
Journal:  Mol Ther Nucleic Acids       Date:  2022-06-22       Impact factor: 10.183

3.  Sustainability Challenges and Opportunities in Oligonucleotide Manufacturing.

Authors:  Benjamin I Andrews; Firoz D Antia; Shawn B Brueggemeier; Louis J Diorazio; Stefan G Koenig; Michael E Kopach; Heewon Lee; Martin Olbrich; Anna L Watson
Journal:  J Org Chem       Date:  2020-11-30       Impact factor: 4.354

4.  Modeling the ferrochelatase c.315-48C modifier mutation for erythropoietic protoporphyria (EPP) in mice.

Authors:  Jasmin Barman-Aksözen; Paulina C Wiek; Vijay B Bansode; Frank Koentgen; Judith Trüb; Pawel Pelczar; Paolo Cinelli; Xiaoye Schneider-Yin; Daniel Schümperli; Elisabeth I Minder
Journal:  Dis Model Mech       Date:  2017-01-12       Impact factor: 5.758

5.  A Versatile and Convenient Synthesis of 34 S-Labeled Phosphorothioate Oligonucleotides.

Authors:  Rouven Stulz; Johan Meuller; Dženita Baždarević; Charlotte Wennberg Huldt; Roger Strömberg; Shalini Andersson; Anders Dahlén
Journal:  Chembiochem       Date:  2018-09-13       Impact factor: 3.164

6.  Delivery of oligonucleotides to bone marrow to modulate ferrochelatase splicing in a mouse model of erythropoietic protoporphyria.

Authors:  François Halloy; Pavithra S Iyer; Paulina Ćwiek; Alice Ghidini; Jasmin Barman-Aksözen; Nicole Wildner-Verhey van Wijk; Alexandre P A Theocharides; Elisabeth I Minder; Xiaoye Schneider-Yin; Daniel Schümperli; Jonathan Hall
Journal:  Nucleic Acids Res       Date:  2020-05-21       Impact factor: 16.971

7.  Understanding the effect of controlling phosphorothioate chirality in the DNA gap on the potency and safety of gapmer antisense oligonucleotides.

Authors:  Michael E Østergaard; Cheryl L De Hoyos; W Brad Wan; Wen Shen; Audrey Low; Andres Berdeja; Guillermo Vasquez; Susan Murray; Michael T Migawa; Xue-Hai Liang; Eric E Swayze; Stanley T Crooke; Punit P Seth
Journal:  Nucleic Acids Res       Date:  2020-02-28       Impact factor: 16.971

Review 8.  Porphyrin-Induced Protein Oxidation and Aggregation as a Mechanism of Porphyria-Associated Cell Injury.

Authors:  Dhiman Maitra; Juliana Bragazzi Cunha; Jared S Elenbaas; Herbert L Bonkovsky; Jordan A Shavit; M Bishr Omary
Journal:  Cell Mol Gastroenterol Hepatol       Date:  2019-06-21

9.  Refining LNA safety profile by controlling phosphorothioate stereochemistry.

Authors:  Erik Daa Funder; Nanna Albæk; Annie Moisan; Sabine Sewing; Troels Koch
Journal:  PLoS One       Date:  2020-06-12       Impact factor: 3.240

10.  In vitro and in vivo properties of therapeutic oligonucleotides containing non-chiral 3' and 5' thiophosphate linkages.

Authors:  Jörg Duschmalé; Henrik Frydenlund Hansen; Martina Duschmalé; Erich Koller; Nanna Albaek; Marianne Ravn Møller; Klaus Jensen; Troels Koch; Jesper Wengel; Konrad Bleicher
Journal:  Nucleic Acids Res       Date:  2020-01-10       Impact factor: 16.971

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.