Literature DB >> 21686241

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.

Gitali Devi1, Krishna N Ganesh.   

Abstract

1,2,3-triazole analogues of PNA (TzNA) in which the amide link in backbone is replaced by triazole ring is synthesized on solid phase by 'click' chemistry and such triazolothymine PNA chimeric oligomers are shown to significantly stabilize the derived PNA(2):DNA triplexes. With increasing number of triazole units in the backbone, single stranded PNA oligomers exhibit enhanced self-ordering.

Entities:  

Year:  2010        PMID: 21686241      PMCID: PMC3116575          DOI: 10.4161/adna.1.2.13185

Source DB:  PubMed          Journal:  Artif DNA PNA XNA        ISSN: 1949-095X


  20 in total

1.  Click to fit: versatile polyvalent display on a peptidomimetic scaffold.

Authors:  Hangjun Jang; Aaron Fafarman; Justin M Holub; Kent Kirshenbaum
Journal:  Org Lett       Date:  2005-05-12       Impact factor: 6.005

2.  Conformationally constrained PNA analogues: structural evolution toward DNA/RNA binding selectivity.

Authors:  Vaijayanti A Kumar; Krishna N Ganesh
Journal:  Acc Chem Res       Date:  2005-05       Impact factor: 22.384

3.  Triazole-linked dumbbell oligodeoxynucleotides with NF-kappaB binding ability as potential decoy molecules.

Authors:  Masanori Nakane; Satoshi Ichikawa; Akira Matsuda
Journal:  J Org Chem       Date:  2008-02-01       Impact factor: 4.354

4.  Solution- and solid-phase synthesis of triazole oligomers that display protein-like functionality.

Authors:  Nicholas G Angelo; Paramjit S Arora
Journal:  J Org Chem       Date:  2007-09-20       Impact factor: 4.354

Review 5.  The growing applications of click chemistry.

Authors:  John E Moses; Adam D Moorhouse
Journal:  Chem Soc Rev       Date:  2007-05-03       Impact factor: 54.564

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

Authors:  Hiroyuki Isobe; Tomoko Fujino; Naomi Yamazaki; Marine Guillot-Nieckowski; Eiichi Nakamura
Journal:  Org Lett       Date:  2008-07-26       Impact factor: 6.005

7.  Introduction of a triazole amino acid into a peptoid oligomer induces turn formation in aqueous solution.

Authors:  Jonathan K Pokorski; Lisa M Miller Jenkins; Hanqiao Feng; Stewart R Durell; Yawen Bai; Daniel H Appella
Journal:  Org Lett       Date:  2007-05-17       Impact factor: 6.005

8.  Sequence-selective recognition of DNA by strand displacement with a thymine-substituted polyamide.

Authors:  P E Nielsen; M Egholm; R H Berg; O Buchardt
Journal:  Science       Date:  1991-12-06       Impact factor: 47.728

9.  1,2,3-Triazoles as peptide bond isosteres: synthesis and biological evaluation of cyclotetrapeptide mimics.

Authors:  Victoria D Bock; Dave Speijer; Henk Hiemstra; Jan H van Maarseveen
Journal:  Org Biomol Chem       Date:  2007-02-06       Impact factor: 3.876

10.  A versatile method for the preparation of conjugates of peptides with DNA/PNA/analog by employing chemo-selective click reaction in water.

Authors:  Khirud Gogoi; Meenakshi V Mane; Sunita S Kunte; Vaijayanti A Kumar
Journal:  Nucleic Acids Res       Date:  2007-11-02       Impact factor: 16.971

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  2 in total

1.  (α,α-dimethyl)glycyl (dmg) PNAs: achiral PNA analogs that form stronger hybrids with cDNA relative to isosequential RNA.

Authors:  Aland Gourishankar; Krishna N Ganesh
Journal:  Artif DNA PNA XNA       Date:  2012 Jan-Mar

2.  Flexibility and Preorganization of Fluorescent Nucleobase-Pyrene Conjugates Control DNA and RNA Recognition.

Authors:  Željka Ban; Josipa Matić; Biserka Žinić; Anders Foller Füchtbauer; L Marcus Wilhelmsson; Ivo Piantanida
Journal:  Molecules       Date:  2020-05-07       Impact factor: 4.411

  2 in total

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