Introducing SuFNucs: Sulfamoyl-Fluoride-Functionalized Nucleosides That Undergo Sulfur Fluoride Exchange Reaction
Mikołaj Chromiński, Kamil Ziemkiewicz, Joanna Kowalska, Jacek Jemielity
Abstract
groups of nucleobases, and the resulting nucleosides are equipped with a sulfamoyl fluoride moiety, dubbed SuFNucs. These species undergo a selective sulfur fluoride exchange (SuFEx) reaction with various amines, leading to sulfamide-functionalized derivatives of adenosine, guanosine, and cytidine (SulfamNucs). The scope and examples of further SuFNucs fuctionalization leading to nucleotides, oligonucleotides, and peptide-nucleoside conjugates are presented.
Topics & Concepts
ChemistryFluorideSulfurCombinatorial chemistryMedicinal chemistryOrganic chemistryInorganic chemistryFluorine in Organic ChemistryClick Chemistry and ApplicationsChemical Synthesis and Analysis