Literature DB >> 12003548

"Fleximers". Design and synthesis of a new class of novel shape-modified nucleosides(1).

Katherine L Seley1, Liang Zhang, Asmerom Hagos, Stephen Quirk.   

Abstract

A new class of shape-modified nucleosides is introduced. These novel "fleximers" feature the purine ring systems of adenosine, inosine, and guanosine split into their individual imidazole and pyrimidine components (as in 1-3). This structural modification serves to introduce flexibility into the nucleoside while still retaining the elements essential for recognition. As a consequence, these novel fleximers should find use as bioprobes for investigating enzyme-coenzyme binding sites as well as nucleic acid and protein interactions. Their design and synthesis are described.

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Year:  2002        PMID: 12003548     DOI: 10.1021/jo0255476

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


  27 in total

1.  Thiophene-expanded guanosine analogues of Gemcitabine.

Authors:  Zhe Chen; Therese C Ku; Katherine L Seley-Radtke
Journal:  Bioorg Med Chem Lett       Date:  2015-07-30       Impact factor: 2.823

2.  Synthesis of 2'-deoxy-9-deaza nucleosides using Heck methodology.

Authors:  Kartik Temburnikar; Kelin Brace; Katherine L Seley-Radtke
Journal:  J Org Chem       Date:  2013-07-05       Impact factor: 4.354

3.  Carbocyclic 5'-nor "reverse" fleximers. Design, synthesis, and preliminary biological activity.

Authors:  Sarah C Zimmermann; Joshua M Sadler; Graciela Andrei; Robert Snoeck; Jan Balzarini; Katherine L Seley-Radtke
Journal:  Medchemcomm       Date:  2011-07-01       Impact factor: 3.597

4.  Synthesis and biological evaluation of a series of thieno-expanded tricyclic purine 2'-deoxy nucleoside analogues.

Authors:  Orrette R Wauchope; Cameron Johnson; Pasupathy Krishnamoorthy; Graciela Andrei; Robert Snoeck; Jan Balzarini; Katherine L Seley-Radtke
Journal:  Bioorg Med Chem       Date:  2012-03-12       Impact factor: 3.641

5.  Tricyclic 2'-C-modified nucleosides as potential anti-HCV therapeutics.

Authors:  Orrette R Wauchope; Matthew J Tomney; Joseph L Pepper; Brent E Korba; Katherine L Seley-Radtke
Journal:  Org Lett       Date:  2010-10-15       Impact factor: 6.005

6.  Purification, crystallization and preliminary X-ray characterization of the human GTP fucose pyrophosphorylase.

Authors:  Stephen Quirk; Katherine L Seley-Radtke
Journal:  Acta Crystallogr Sect F Struct Biol Cryst Commun       Date:  2006-03-25

7.  Synthetic Routes to a Series of Proximal and Distal 2'-Deoxy Fleximers.

Authors:  Orrette R Wauchope; Melvin Velasquez; Katherine Seley-Radtke
Journal:  Synthesis (Stuttg)       Date:  2012       Impact factor: 3.157

8.  Mechanistic studies in the synthesis of a series of thieno-expanded xanthosine and guanosine nucleosides.

Authors:  Zhibo Zhang; Orrette R Wauchope; Katherine L Seley-Radtke
Journal:  Tetrahedron       Date:  2008-11-24       Impact factor: 2.457

9.  "Reverse" carbocyclic fleximers: synthesis of a new class of adenosine deaminase inhibitors.

Authors:  Sarah C Zimmermann; Joshua M Sadler; Peter I O'Daniel; Nathaniel T Kim; Katherine L Seley-Radtke
Journal:  Nucleosides Nucleotides Nucleic Acids       Date:  2013       Impact factor: 1.381

10.  Chemical Mutagenesis of an Emissive RNA Alphabet.

Authors:  Alexander R Rovira; Andrea Fin; Yitzhak Tor
Journal:  J Am Chem Soc       Date:  2015-11-16       Impact factor: 15.419

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