Literature DB >> 28736781

Synthesis and biological properties of triazole-linked locked nucleic acid.

Vivek K Sharma1, Sunil K Singh, Pranathi M Krishnamurthy, Julia F Alterman, Reka A Haraszti, Anastasia Khvorova, Ashok K Prasad, Jonathan K Watts.   

Abstract

We have synthesized and studied the biological and biophysical properties of triazole-linked ribo and xylo locked nucleic acid (LNA). The combination of LNA with the Isobe triazole linkage gave high binding affinity when incorporated at the 3' or 5' termini of oligonucleotides, but low binding affinity at internal positions. Antisense oligonucleotides (ASOs) and siRNAs containing triazole dimers were highly active and nuclease resistant. Surprisingly, the xyloLNA-modified siRNA was the most active of the series.

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Year:  2017        PMID: 28736781     DOI: 10.1039/c7cc04092j

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


  10 in total

1.  An LNA-amide modification that enhances the cell uptake and activity of phosphorothioate exon-skipping oligonucleotides.

Authors:  Ysobel R Baker; Cameron Thorpe; Jinfeng Chen; Laura M Poller; Lina Cox; Pawan Kumar; Wooi F Lim; Lillian Lie; Graham McClorey; Sven Epple; Daniel Singleton; Michael A McDonough; Jack S Hardwick; Kirsten E Christensen; Matthew J A Wood; James P Hall; Afaf H El-Sagheer; Tom Brown
Journal:  Nat Commun       Date:  2022-07-12       Impact factor: 17.694

2.  Covalently attached intercalators restore duplex stability and splice-switching activity to triazole-modified oligonucleotides.

Authors:  Anna Dysko; Ysobel R Baker; Graham McClorey; Matthew J A Wood; Sabine Fenner; Glynn Williams; Afaf El-Sagheer; Tom Brown
Journal:  RSC Chem Biol       Date:  2022-05-16

3.  Activation of Frataxin Protein Expression by Antisense Oligonucleotides Targeting the Mutant Expanded Repeat.

Authors:  Liande Li; Xiulong Shen; Zhongtian Liu; Michaela Norrbom; Thazha P Prakash; Daniel O'Reilly; Vivek K Sharma; Masad J Damha; Jonathan K Watts; Frank Rigo; David R Corey
Journal:  Nucleic Acid Ther       Date:  2018-01-17       Impact factor: 5.486

4.  Enantioselective Nickel-Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution.

Authors:  En-Chih Liu; Joseph J Topczewski
Journal:  J Am Chem Soc       Date:  2021-04-02       Impact factor: 15.419

5.  Locked nucleic acid (LNA) enhances binding affinity of triazole-linked DNA towards RNA.

Authors:  Pawan Kumar; Afaf H El-Sagheer; Lynda Truong; Tom Brown
Journal:  Chem Commun (Camb)       Date:  2017-08-03       Impact factor: 6.222

6.  Synthesis, Affinity for Complementary RNA and DNA, and Enzymatic Stability of Triazole-Linked Locked Nucleic Acids (t-LNAs).

Authors:  Pawan Kumar; Lynda Truong; Ysobel Ruth Baker; Afaf Helmy El-Sagheer; Tom Brown
Journal:  ACS Omega       Date:  2018-06-27

7.  Synthesis and biophysical properties of carbamate-locked nucleic acid (LNA) oligonucleotides with potential antisense applications.

Authors:  Cameron Thorpe; Sven Epple; Benjamin Woods; Afaf H El-Sagheer; Tom Brown
Journal:  Org Biomol Chem       Date:  2019-05-29       Impact factor: 3.876

8.  A New 1,5-Disubstituted Triazole DNA Backbone Mimic with Enhanced Polymerase Compatibility.

Authors:  Sven Epple; Aman Modi; Ysobel R Baker; Ewa Wȩgrzyn; Diallo Traoré; Przemyslaw Wanat; Agnes E S Tyburn; Arun Shivalingam; Lapatrada Taemaitree; Afaf H El-Sagheer; Tom Brown
Journal:  J Am Chem Soc       Date:  2021-09-21       Impact factor: 15.419

Review 9.  Modified Nucleosides, Nucleotides and Nucleic Acids via Click Azide-Alkyne Cycloaddition for Pharmacological Applications.

Authors:  Daniela Perrone; Elena Marchesi; Lorenzo Preti; Maria Luisa Navacchia
Journal:  Molecules       Date:  2021-05-22       Impact factor: 4.411

Review 10.  Triazole-Modified Nucleic Acids for the Application in Bioorganic and Medicinal Chemistry.

Authors:  Dagmara Baraniak; Jerzy Boryski
Journal:  Biomedicines       Date:  2021-05-31
  10 in total

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