title: Synthesis of novel nucleoside 5'-triphosphates and phosphoramidites containing alkyne or amino groups for the postsynthetic functionalization of nucleic acids.
abstract: A series of novel nucleoside 5'-triphosphates and phosphoramidites containing alkyne or amino groups for the postsynthetic functionalization of nucleic acids were designed and synthesized. For this purpose, the new 3-aminopropoxypropynyl linker group was used. It contains two alternative functional capabilities: an amino group for the reaction of amino-alkynyl-modified oligonucleotides with corresponding activated esters and an alkyne group for the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. It was shown that a variety of methods of the attachment of the new linker can be used to synthesize a diversity of modified pyrimidine nucleosides.
authors.affiliation: Institute of Chemical Biology and Fundamental Medicine, Novosibirsk, Russia. svetlana2001@gmail.com
authors.forename: Svetlana V
authors.initials: SV
authors.lastname: Vasilyeva
authors.forename: Boris I
authors.initials: BI
authors.lastname: Budilkin
authors.forename: Dmitrii A
authors.initials: DA
authors.lastname: Konevetz
authors.forename: Vladimir N
authors.initials: VN
authors.lastname: Silnikov
mesh_terms: D000480:Alkynes / Q000737:chemistry; D001386:Azides / Q000737:chemistry; D003300:Copper / Q000737:chemistry; D003500:Cyclization; D004247:DNA / Q000737:chemistry*; D009696:Nucleic Acids / Q000737:chemistry*; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D009711:Nucleotides / Q000737:chemistry; D009841:Oligonucleotides / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D011122:Polyphosphates / Q000138:chemical synthesis
chemical_list: D000480:Alkynes; D001386:Azides; D009696:Nucleic Acids; D009705:Nucleosides; D009711:Nucleotides; D009841:Oligonucleotides; D009943:Organophosphorus Compounds; D011122:Polyphosphates; C434331:phosphoramidite; D003300:Copper; D004247:DNA; C005692:triphosphoric acid