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Literature DB >> 32676154

Synthesis and Evaluation of Neutral Phosphate Triester Backbone-Modified siRNAs.

Kouta Tsubaki^1,2, Matthew L Hammill², Andrew J Varley², Mitsuru Kitamura¹, Tatsuo Okauchi¹, Jean-Paul Desaulniers².

Abstract

Two unsymmetrical dinucleotide phosphate triesters were synthesized via transesterification from tris(2,2,2-trifluoroethyl) phosphate. The protected triesters were phosphytilated to generate phosphoramidites for solid-phase oligonucleotide synthesis. Neutral phenylethyl phosphate-modified short-interfering RNAs (siRNAs) were synthesized and evaluated for their gene-silencing ability, siRNA strand selection, and resistance to nucleases. These backbone-modified phosphate triester siRNAs offer many improvements compared to natural unmodified siRNAs.

Entities: Chemical

Year: 2020 PMID： 32676154 PMCID： PMC7357222 DOI： 10.1021/acsmedchemlett.0c00232

Source DB: PubMed Journal: ACS Med Chem Lett ISSN： 1948-5875 Impact factor: 4.345

32 in total

1. Asymmetry in the assembly of the RNAi enzyme complex.

Authors: Dianne S Schwarz; György Hutvágner; Tingting Du; Zuoshang Xu; Neil Aronin; Phillip D Zamore
Journal: Cell Date: 2003-10-17 Impact factor: 41.582

2. Functional siRNAs and miRNAs exhibit strand bias.

Authors: Anastasia Khvorova; Angela Reynolds; Sumedha D Jayasena
Journal: Cell Date: 2003-10-17 Impact factor: 41.582

3. Gene-silencing properties of siRNAs that contain internal amide-bond linkages.

Authors: Wei Gong; Jean-Paul Desaulniers
Journal: Bioorg Med Chem Lett Date: 2012-09-20 Impact factor: 2.823

4. Evaluation of siRNAs that contain internal variable-length spacer linkages.

Authors: Tim C Efthymiou; Brandon Peel; Vanthi Huynh; Jean-Paul Desaulniers
Journal: Bioorg Med Chem Lett Date: 2012-07-16 Impact factor: 2.823

5. Gene synthesis machines: DNA chemistry and its uses.

Authors: M H Caruthers
Journal: Science Date: 1985-10-18 Impact factor: 47.728

6. A Single Amide Linkage in the Passenger Strand Suppresses Its Activity and Enhances Guide Strand Targeting of siRNAs.

Authors: Travis Hardcastle; Irina Novosjolova; Venubabu Kotikam; Samwel K Cheruiyot; Daniel Mutisya; Scott D Kennedy; Martin Egli; Melissa L Kelley; Anja van Brabant Smith; Eriks Rozners
Journal: ACS Chem Biol Date: 2018-01-10 Impact factor: 5.100

Review 7. Phosphorothioates, essential components of therapeutic oligonucleotides.

Authors: Fritz Eckstein
Journal: Nucleic Acid Ther Date: 2014-12 Impact factor: 5.486

8. The structure of human argonaute-2 in complex with miR-20a.

Authors: Elad Elkayam; Claus-D Kuhn; Ante Tocilj; Astrid D Haase; Emily M Greene; Gregory J Hannon; Leemor Joshua-Tor
Journal: Cell Date: 2012-06-07 Impact factor: 41.582

9. Functional dissection of siRNA sequence by systematic DNA substitution: modified siRNA with a DNA seed arm is a powerful tool for mammalian gene silencing with significantly reduced off-target effect.

Authors: Kumiko Ui-Tei; Yuki Naito; Shuhei Zenno; Kenji Nishi; Kenji Yamato; Fumitaka Takahashi; Aya Juni; Kaoru Saigo
Journal: Nucleic Acids Res Date: 2008-02-11 Impact factor: 16.971