Literature DB >> 23724994

Synthesis of triazole-linked oligonucleotides with high affinity to DNA complements and an analysis of their compatibility with biosystems.

Anna M Varizhuk1, Dmitry N Kaluzhny, Roman A Novikov, Alexandr O Chizhov, Igor P Smirnov, Andrey N Chuvilin, Olga N Tatarinova, Gleb Y Fisunov, Galina E Pozmogova, Vladimir L Florentiev.   

Abstract

New oligonucleotide analogues with triazole internucleotide linkages were synthesized, and their hybridization properties were studied. The analogues demonstrated DNA binding affinities similar to those of unmodified oligonucleotides. The modification was shown to protect the oligonucleotides from nuclease hydrolysis. The modified oligonucleotides were tested as PCR primers. Modifications remote from the 3'-terminus were tolerated by polymerases. Our results suggest that these new oligonucleotide analogues are among the most promising triazole DNA mimics characterized to date.

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Year:  2013        PMID: 23724994     DOI: 10.1021/jo400651k

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  15 in total

1.  Post-synthesis DNA modifications using a trans-cyclooctene click handle.

Authors:  Ke Wang; Danzhu Wang; Kaili Ji; Weixuan Chen; Yueqin Zheng; Chaofeng Dai; Binghe Wang
Journal:  Org Biomol Chem       Date:  2015-01-21       Impact factor: 3.876

2.  Crystal structures of thrombin in complex with chemically modified thrombin DNA aptamers reveal the origins of enhanced affinity.

Authors:  Rafal Dolot; Curtis H Lam; Malgorzata Sierant; Qiang Zhao; Feng-Wu Liu; Barbara Nawrot; Martin Egli; Xianbin Yang
Journal:  Nucleic Acids Res       Date:  2018-05-18       Impact factor: 16.971

Review 3.  DNA and RNA derivatives to optimize distribution and delivery.

Authors:  Eric Wickstrom
Journal:  Adv Drug Deliv Rev       Date:  2015-04-22       Impact factor: 15.470

4.  Transcription of click-linked DNA in human cells.

Authors:  Charles N Birts; A Pia Sanzone; Afaf H El-Sagheer; Jeremy P Blaydes; Tom Brown; Ali Tavassoli
Journal:  Angew Chem Int Ed Engl       Date:  2014-01-22       Impact factor: 15.336

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

Review 7.  Triazole-Modified Nucleic Acids for the Application in Bioorganic and Medicinal Chemistry.

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

8.  Comparison of the 'chemical' and 'structural' approaches to the optimization of the thrombin-binding aptamer.

Authors:  Olga Tatarinova; Vladimir Tsvetkov; Dmitry Basmanov; Nikolay Barinov; Igor Smirnov; Edward Timofeev; Dmitry Kaluzhny; Andrey Chuvilin; Dmitry Klinov; Anna Varizhuk; Galina Pozmogova
Journal:  PLoS One       Date:  2014-02-20       Impact factor: 3.240

Review 9.  Chemical Modifications of Nucleic Acid Aptamers for Therapeutic Purposes.

Authors:  Shuaijian Ni; Houzong Yao; Lili Wang; Jun Lu; Feng Jiang; Aiping Lu; Ge Zhang
Journal:  Int J Mol Sci       Date:  2017-08-02       Impact factor: 5.923

Review 10.  Aptamers Chemistry: Chemical Modifications and Conjugation Strategies.

Authors:  Fadwa Odeh; Hamdi Nsairat; Walhan Alshaer; Mohammad A Ismail; Ezaldeen Esawi; Baraa Qaqish; Abeer Al Bawab; Said I Ismail
Journal:  Molecules       Date:  2019-12-18       Impact factor: 4.411

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