title: Novel synthesis of nucleoside 5'-phosphoramidates through reaction of nucleoside triphosphates with amines mediated by trimethylsilyl chloride.
abstract: Reaction of nucleoside triphosphates (NTPs) with amines in pyridine mediated by trimethylsilyl chloride produced nucleoside 5'-phosphoramidates in moderate yields without any preprotection of nucleosides and amino acid methyl esters. The reaction pathway is very similar to the mechanism of the RNA capping reaction, DNA or RNA ligation reaction, and catalysis of hydrolases and nucleases involving the formation of covalent enzyme-NMP (nucleoside 5'-monophosphate) intermediates in biological systems, which could provide a valuable clue for the enzymatic reactions.
authors.affiliation: Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology, Ministry of Education, Department of Chemistry, Tsinghua University, Beijing 100084, P. R. China.
authors.forename: Jigang
authors.initials: J
authors.lastname: Zhu
authors.forename: Bo
authors.initials: B
authors.lastname: Han
authors.forename: Hua
authors.initials: H
authors.lastname: Fu
authors.forename: Yuyang
authors.initials: Y
authors.lastname: Jiang
authors.forename: Yufen
authors.initials: Y
authors.lastname: Zhao
mesh_terms: D000588:Amines / Q000737:chemistry*; D009711:Nucleotides / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000138:chemical synthesis*; D011725:Pyridines / Q000737:chemistry; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
chemical_list: D000588:Amines; D009711:Nucleotides; D009943:Organophosphorus Compounds; D011725:Pyridines; D014297:Trimethylsilyl Compounds; C023666:pyridine