Literature DB >> 18656947

Triazole-linked analogue of deoxyribonucleic acid ((TL)DNA): design, synthesis, and double-strand formation with natural DNA.

Hiroyuki Isobe1, Tomoko Fujino, Naomi Yamazaki, Marine Guillot-Nieckowski, Eiichi Nakamura.   

Abstract

A new triazole-linked analogue of DNA ((TL)DNA) has been designed and synthesized using click chemistry. The chain elongation reaction using copper-catalyzed Huisgen cycloaddition was successful and gave the artificial oligonucleotide that formed a stable double strand with the complementary strand of natural DNA.

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Year:  2008        PMID： 18656947     DOI： 10.1021/ol801230k

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  40 in total

1.  Azide-tetrazole equilibrium of C-6 azidopurine nucleosides and their ligation reactions with alkynes.

Authors:  Mahesh K Lakshman; Manish K Singh; Damon Parrish; Raghavan Balachandran; Billy W Day
Journal:  J Org Chem       Date:  2010-04-16       Impact factor: 4.354

2.  Metal-free sequential [3 + 2]-dipolar cycloadditions using cyclooctynes and 1,3-dipoles of different reactivity.

Authors:  Brian C Sanders; Frédéric Friscourt; Petr A Ledin; Ngalle Eric Mbua; Selvanathan Arumugam; Jun Guo; Thomas J Boltje; Vladimir V Popik; Geert-Jan Boons
Journal:  J Am Chem Soc       Date:  2010-12-23       Impact factor: 15.419

3.  Biocompatible artificial DNA linker that is read through by DNA polymerases and is functional in Escherichia coli.

Authors:  Afaf H El-Sagheer; A Pia Sanzone; Rachel Gao; Ali Tavassoli; Tom Brown
Journal:  Proc Natl Acad Sci U S A       Date:  2011-06-27       Impact factor: 11.205

4.  1,4-linked 1,2,3-Triazole des-peptidic analogues of PNA (TzNA): Synthesis of TzNA oligomers by "click" reaction on solid phase and stabilization of derived triplexes with DNA.

Authors:  Gitali Devi; Krishna N Ganesh
Journal:  Artif DNA PNA XNA       Date:  2010-10

5.  C2'-pyrene-functionalized triazole-linked DNA: universal DNA/RNA hybridization probes.

Authors:  Sujay P Sau; Patrick J Hrdlicka
Journal:  J Org Chem       Date:  2011-11-16       Impact factor: 4.354

6.  ClickSeq: Fragmentation-Free Next-Generation Sequencing via Click Ligation of Adaptors to Stochastically Terminated 3'-Azido cDNAs.

Authors:  Andrew Routh; Steven R Head; Phillip Ordoukhanian; John E Johnson
Journal:  J Mol Biol       Date:  2015-06-24       Impact factor: 5.469

7.  Strain Promoted Click Chemistry of 2- or 8-Azidopurine and 5-Azidopyrimidine Nucleosides and 8-Azidoadenosine Triphosphate with Cyclooctynes. Application to Living Cell Fluorescent Imaging.

Authors:  Jessica Zayas; Marie Annoual; Jayanta Kumar Das; Quentin Felty; Walter G Gonzalez; Jaroslava Miksovska; Nima Sharifai; Akira Chiba; Stanislaw F Wnuk
Journal:  Bioconjug Chem       Date:  2015-07-02       Impact factor: 4.774

8.  Nucleoside triphosphate mimicry: a sugar triazolyl nucleoside as an ATP-competitive inhibitor of B. anthracis pantothenate kinase.

Authors:  Andrew S Rowan; Nathan I Nicely; Nicola Cochrane; Wjatschesslaw A Wlassoff; Al Claiborne; Chris J Hamilton
Journal:  Org Biomol Chem       Date:  2009-07-27       Impact factor: 3.876

Review 9.  Cu(I)-catalyzed Huisgen azide-alkyne 1,3-dipolar cycloaddition reaction in nucleoside, nucleotide, and oligonucleotide chemistry.

Authors:  Franck Amblard; Jong Hyun Cho; Raymond F Schinazi
Journal:  Chem Rev       Date:  2009-09       Impact factor: 60.622

10.  Synthesis of Farnesol Analogues Containing Triazoles in Place of Isoprenes through 'Click Chemistry'

Authors:  Thangaiah Subramanian; Sean Parkin; H Peter Spielmann
Journal:  Synlett       Date:  2012-10       Impact factor: 2.454
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