title: Solid-phase synthesis of (poly)phosphorylated nucleosides and conjugates.
abstract: Succinyl-cycloSal-phosphate triesters of ribo- and 2'-deoxyribonucleosides were attached to aminomethyl polystyrene as an insoluble solid support and reacted with phosphate-containing nucleophiles yielding nucleoside di- and triphosphates, nucleoside diphosphate sugars, and dinucleoside polyphosphates in high purity after cleavage from the solid support. Here, reactive cycloSal-phosphate triesters were used as immobilized reagents that led to a generally applicable method for the efficient synthesis of phosphorylated biomolecules and phosphate-bridged bioconjugates.
authors.affiliation: Organic Chemistry, Department of Chemistry, Faculty of Sciences, University of Hamburg, Hamburg, Germany.
authors.forename: Viktoria Caroline
authors.initials: VC
authors.lastname: Tonn
authors.forename: Chris
authors.initials: C
authors.lastname: Meier
mesh_terms: D015226:Dinucleoside Phosphates / Q000138:chemical synthesis* / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009702:Nucleoside Diphosphate Sugars / Q000138:chemical synthesis* / Q000737:chemistry*; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry*; D009711:Nucleotides / Q000138:chemical synthesis* / Q000737:chemistry*; D010766:Phosphorylation; D011137:Polystyrenes / Q000737:chemistry*
chemical_list: D015226:Dinucleoside Phosphates; D007202:Indicators and Reagents; D009702:Nucleoside Diphosphate Sugars; D009705:Nucleosides; D009711:Nucleotides; D011137:Polystyrenes