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Solid‐Phase Synthesis of (Poly)phosphorylated Nucleosides and Conjugates
Author(s) -
Tonn Viktoria Caroline,
Meier Chris
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201101291
Subject(s) - chemistry , nucleoside , solid phase synthesis , phosphate , deoxyribonucleosides , reagent , polystyrene , nucleophile , nucleic acid , cleavage (geology) , combinatorial chemistry , nucleotide , organic chemistry , biochemistry , catalysis , dna , polymer , fracture (geology) , peptide , gene , geotechnical engineering , engineering
Abstract Succinyl‐ cyclo Sal‐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 cyclo Sal‐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.