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Literature DB >> 24435630

Synthesis, biophysical studies and RNA interference activity of RNA having three consecutive amide linkages.

Paul Tanui¹, Scott D Kennedy, Benjamin D Lunstad, Amanda Haas, Devin Leake, Eriks Rozners.

Abstract

RNA sequences having up to three consecutive internal amide linkages were synthesized and studied using UV and NMR spectroscopy. The amide modifications did not interfere with normal base-pairing and A-type RNA conformation. Three consecutive amides were well tolerated in the passenger strand of siRNA and caused little change in RNAi activity.

Entities: CellLine Chemical Disease Mutation Species

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Year: 2014 PMID： 24435630 PMCID： PMC3970907 DOI： 10.1039/c3ob42532k

Source DB: PubMed Journal: Org Biomol Chem ISSN： 1477-0520 Impact factor: 3.876

20 in total

1. Tolerance for mutations and chemical modifications in a siRNA.

Authors: Mohammed Amarzguioui; Torgeir Holen; Eshrat Babaie; Hans Prydz
Journal: Nucleic Acids Res Date: 2003-01-15 Impact factor: 16.971

2. RNA interference in mammalian cells by chemically-modified RNA.

Authors: Dwaine A Braasch; Susan Jensen; Yinghui Liu; Kiran Kaur; Khalil Arar; Michael A White; David R Corey
Journal: Biochemistry Date: 2003-07-08 Impact factor: 3.162

3. Monomers for preparation of amide linked RNA: Synthesis of C3'-homologated nucleoside amino acids from d-xylose.

Authors: Paul Tanui; Martin Kullberg; Ni Song; Yashodhan Chivate; Eriks Rozners
Journal: Tetrahedron Date: 2010-07-01 Impact factor: 2.457

Review 4. Silencing disease genes in the laboratory and the clinic.

Authors: Jonathan K Watts; David R Corey
Journal: J Pathol Date: 2011-11-09 Impact factor: 7.996

5. Monomers for preparation of amide-linked RNA: asymmetric synthesis of all four nucleoside 5'-azido 3'-carboxylic acids.

Authors: Eriks Rozners; Yang Liu
Journal: J Org Chem Date: 2005-11-25 Impact factor: 4.354

6. Solid-phase synthesis of modified RNAs containing amide-linked oligoribonucleosides at their 3'-end and their application to siRNA.

Authors: Reiko Iwase; Takaaki Toyama; Kengo Nishimori
Journal: Nucleosides Nucleotides Nucleic Acids Date: 2007 Impact factor: 1.381

7. An approach to the structure determination of nucleic acid analogues hybridized to RNA. NMR studies of a duplex between 2'-OMe RNA and an oligonucleotide containing a single amide backbone modification.

Authors: M J Blommers; U Pieles; A De Mesmaeker
Journal: Nucleic Acids Res Date: 1994-10-11 Impact factor: 16.971

8. Synthesis and properties of RNA analogues having amides as interuridine linkages at selected positions.

Authors: Eriks Rozners; Dace Katkevica; Erika Bizdena; Roger Strömberg
Journal: J Am Chem Soc Date: 2003-10-08 Impact factor: 15.419

9. Hydration of short DNA, RNA and 2'-OMe oligonucleotides determined by osmotic stressing.

Authors: Eriks Rozners; Janelle Moulder
Journal: Nucleic Acids Res Date: 2004-01-09 Impact factor: 16.971

10. Sequence, chemical, and structural variation of small interfering RNAs and short hairpin RNAs and the effect on mammalian gene silencing.

Authors: Jens Harborth; Sayda M Elbashir; Kim Vandenburgh; Heiko Manninga; Stephen A Scaringe; Klaus Weber; Thomas Tuschl
Journal: Antisense Nucleic Acid Drug Dev Date: 2003-04

14 in total

1. Concurrent Hydrogenation of Three Functional Groups Enables Synthesis of C3'-Homologated Nucleoside Amino Acids.

Authors: Venubabu Kotikam; Eriks Rozners
Journal: Org Lett Date: 2017-07-21 Impact factor: 6.005

2. Synthesis and Biological Activity of Short Interfering RNAs Having Several Consecutive Amide Internucleoside Linkages.

Authors: Venubabu Kotikam; Julien A Viel; Eriks Rozners
Journal: Chemistry Date: 2019-12-17 Impact factor: 5.236

Review 3. Therapeutic potential of chemically modified siRNA: Recent trends.

Authors: Chelliah Selvam; Daniel Mutisya; Sandhya Prakash; Kasturi Ranganna; Ramasamy Thilagavathi
Journal: Chem Biol Drug Des Date: 2017-05-16 Impact factor: 2.817

4. Amide-Modified RNA: Using Protein Backbone to Modulate Function of Short Interfering RNAs.

Authors: Venubabu Kotikam; Eriks Rozners
Journal: Acc Chem Res Date: 2020-07-13 Impact factor: 22.384

5. NAA-modified DNA oligonucleotides with zwitterionic backbones: stereoselective synthesis of A-T phosphoramidite building blocks.

Authors: Boris Schmidtgall; Claudia Höbartner; Christian Ducho
Journal: Beilstein J Org Chem Date: 2015-01-13 Impact factor: 2.883

6. Oligonucleotides with Cationic Backbone and Their Hybridization with DNA: Interplay of Base Pairing and Electrostatic Attraction.

Authors: Boris Schmidtgall; Arne Kuepper; Melissa Meng; Tom N Grossmann; Christian Ducho
Journal: Chemistry Date: 2017-12-27 Impact factor: 5.236

7. Enhanced Stability of DNA Oligonucleotides with Partially Zwitterionic Backbone Structures in Biological Media.

Authors: Melissa Meng; Boris Schmidtgall; Christian Ducho
Journal: Molecules Date: 2018-11-10 Impact factor: 4.411

Review 8. Oligonucleotide analogues with cationic backbone linkages.

Authors: Melissa Meng; Christian Ducho
Journal: Beilstein J Org Chem Date: 2018-06-04 Impact factor: 2.883

9. Amides are excellent mimics of phosphate internucleoside linkages and are well tolerated in short interfering RNAs.

Authors: Daniel Mutisya; Chelliah Selvam; Benjamin D Lunstad; Pradeep S Pallan; Amanda Haas; Devin Leake; Martin Egli; Eriks Rozners
Journal: Nucleic Acids Res Date: 2014-05-09 Impact factor: 16.971

10. Amide linkages mimic phosphates in RNA interactions with proteins and are well tolerated in the guide strand of short interfering RNAs.

Authors: Daniel Mutisya; Travis Hardcastle; Samwel K Cheruiyot; Pradeep S Pallan; Scott D Kennedy; Martin Egli; Melissa L Kelley; Anja van Brabant Smith; Eriks Rozners
Journal: Nucleic Acids Res Date: 2017-08-21 Impact factor: 16.971