Literature DB >> 15730279

"Molecular chameleons". Design and synthesis of a second series of flexible nucleosides.

Katherine L Seley1, Samer Salim, Liang Zhang, Peter I O'Daniel.   

Abstract

The second series of flexible shape-modified nucleosides is introduced. The "fleximers" feature the purine ring systems split into their individual imidazole and pyrimidine components. This structural modification serves to introduce flexibility to the nucleoside while still retaining the elements essential for recognition. As a consequence, these structurally innovative nucleosides can more readily adapt to their environment and should find use as bioprobes for investigating enzyme-coenzyme binding sites as well as nucleic acid and protein interactions. Their design and synthesis is described.

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Year:  2005        PMID: 15730279     DOI: 10.1021/jo048218h

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


  14 in total

1.  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

2.  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

3.  "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

4.  Scope of the Suzuki-Miyaura cross-coupling reactions of potassium heteroaryltrifluoroborates.

Authors:  Gary A Molander; Belgin Canturk; Lauren E Kennedy
Journal:  J Org Chem       Date:  2009-02-06       Impact factor: 4.354

5.  Vitamin B(12) and alpha-Ribonucleosides.

Authors:  Tilak Chandra; Kenneth L Brown
Journal:  Tetrahedron       Date:  2008-01-01       Impact factor: 2.457

6.  Hetero-expanded purine nucleosides. Design, synthesis and preliminary biological activity.

Authors:  Katherine L Seley-Radtke; Zhibo Zhang; Orrette R Wauchope; Sarah C Zimmermann; Alexander Ivanov; Brent Korba
Journal:  Nucleic Acids Symp Ser (Oxf)       Date:  2008

7.  "Reverse fleximers": introduction of a series of 5-substituted carbocyclic uridine analogues.

Authors:  Joshua M Sadler; Olubukola Ojewoye; Katherine L Seley-Radtke
Journal:  Nucleic Acids Symp Ser (Oxf)       Date:  2008

8.  Flex-nucleoside analogues - Novel therapeutics against filoviruses.

Authors:  Mary K Yates; Mithun R Raje; Payel Chatterjee; Christina F Spiropoulou; Sina Bavari; Mike Flint; Veronica Soloveva; Katherine L Seley-Radtke
Journal:  Bioorg Med Chem Lett       Date:  2017-04-22       Impact factor: 2.823

9.  Design and synthesis of a series of truncated neplanocin fleximers.

Authors:  Sarah C Zimmermann; Elizaveta O'Neill; Godwin U Ebiloma; Lynsey J M Wallace; Harry P De Koning; Katherine L Seley-Radtke
Journal:  Molecules       Date:  2014-12-16       Impact factor: 4.411

10.  Synthesis of distal and proximal fleximer base analogues and evaluation in the nucleocapsid protein of HIV-1.

Authors:  Therese Ku; Natalie Lopresti; Matthew Shirley; Mattia Mori; Jan Marchant; Xiao Heng; Maurizio Botta; Michael F Summers; Katherine L Seley-Radtke
Journal:  Bioorg Med Chem       Date:  2019-05-15       Impact factor: 3.641

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