Literature DB >> 12537026

Convenient synthesis of fluorinated nucleosides with perfluoroalkanesulfonyl fluorides.

Satoshi Takamatsu1, Satoshi Katayama, Naoko Hirose, Etienne De Cock, Geert Schelkens, Marc Demillequand, Jozef Brepoels, Kunisuke Izawa.   

Abstract

Perfluoroalkanesulfonyl fluorides are effective dehydroxy-fluorination agents for the hydroxyl group at the sugar moiety of nucleoside derivatives and give the corresponding fluorinated nucleosides in good yield with an inversion of configuration in a single step.

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Year:  2002        PMID: 12537026     DOI: 10.1081/NCN-120016572

Source DB:  PubMed          Journal:  Nucleosides Nucleotides Nucleic Acids        ISSN: 1525-7770            Impact factor:   1.381


  5 in total

1.  Synthesis and antisense properties of fluoro cyclohexenyl nucleic acid (F-CeNA), a nuclease stable mimic of 2'-fluoro RNA.

Authors:  Punit P Seth; Jinghua Yu; Ali Jazayeri; Pradeep S Pallan; Charles R Allerson; Michael E Østergaard; Fengwu Liu; Piet Herdewijn; Martin Egli; Eric E Swayze
Journal:  J Org Chem       Date:  2012-05-18       Impact factor: 4.354

2.  Synthesis, improved antisense activity and structural rationale for the divergent RNA affinities of 3'-fluoro hexitol nucleic acid (FHNA and Ara-FHNA) modified oligonucleotides.

Authors:  Martin Egli; Pradeep S Pallan; Charles R Allerson; Thazha P Prakash; Andres Berdeja; Jinghua Yu; Sam Lee; Andrew Watt; Hans Gaus; Balkrishen Bhat; Eric E Swayze; Punit P Seth
Journal:  J Am Chem Soc       Date:  2011-09-22       Impact factor: 15.419

3.  Fluorinated Nucleosides: Synthesis and Biological Implication.

Authors:  Peng Liu; Ashoke Sharon; Chung K Chu
Journal:  J Fluor Chem       Date:  2008-09       Impact factor: 2.050

4.  Synthesis, duplex stabilization and structural properties of a fluorinated carbocyclic LNA analogue.

Authors:  Punit P Seth; Pradeep S Pallan; Eric E Swayze; Martin Egli
Journal:  Chembiochem       Date:  2012-11-28       Impact factor: 3.164

Review 5.  Sulfur - fluorine bond in PET radiochemistry.

Authors:  Giancarlo Pascali; Lidia Matesic; Bo Zhang; Andrew T King; Andrea J Robinson; Alison T Ung; Benjamin H Fraser
Journal:  EJNMMI Radiopharm Chem       Date:  2017-07-17
  5 in total

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