title: Synthesis and purification of oligonucleotide N3'-->P5' phosphoramidates and their phosphodiester and phosphorothioate chimeras.
abstract: This unit describes the synthesis and purification of oligonucleotide N3'-->P5' phosphoramidates, wherein each 3'-oxygen is replaced by a 3'-amine in the 2'-deoxyribose ring. The synthesis of required monomers and application of the method to preparation of phosphodiester- and phosphorothioate-containing chimera of phosphoramidate is also reported.
authors.affiliation: Lynx Therapeutics, Hayward, California, USA.
authors.forename: K L
authors.initials: KL
authors.lastname: Fearon
authors.forename: J S
authors.initials: JS
authors.lastname: Nelson
mesh_terms: D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification*; D001483:Base Sequence; D002851:Chromatography, High Pressure Liquid; D002852:Chromatography, Ion Exchange; D003853:Deoxyribonucleosides / Q000737:chemistry; D015224:Dideoxynucleosides / Q000737:chemistry; D004952:Esters / Q000737:chemistry*; D008969:Molecular Sequence Data; D009943:Organophosphorus Compounds / Q000737:chemistry; D010756:Phosphoric Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification*; D054735:Phosphorothioate Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry / Q000235:genetics / Q000302:isolation & purification*; D013936:Thymidine / Q000737:chemistry; D014320:Triphenylmethyl Compounds / Q000737:chemistry; D016047:Zalcitabine / Q000737:chemistry
chemical_list: D000577:Amides; D003853:Deoxyribonucleosides; D015224:Dideoxynucleosides; D004952:Esters; D009943:Organophosphorus Compounds; D010756:Phosphoric Acids; D054735:Phosphorothioate Oligonucleotides; D014320:Triphenylmethyl Compounds; C434331:phosphoramidite; D016047:Zalcitabine; C050220:2',3'-dideoxyguanosine; C011067:phosphoramidic acid; D013936:Thymidine