ChemInform Abstract: PHOSPHORYLIERUNG VONNUCLEOSIDEN AUF POLYMEREN TRAEGERN

Abstract

Bei der Phosphorylierung von Nucleosiden ist es schwer, das Phosphorylierungsprodukt mit guter Ausbeute von den Ausgangs‐ und Nebenprodukten zu trennen.

Organic Synthesis on Soluble Polymer Supports: Liquid-Phase Methodologies

“…After acidic cleavage from the polymer, the trithymidine product was purified by chromatography and obtained in 11% yield. Phosphorylation and cleavage of thymidine bound to trityl-functionalized polystyrene was also performed. , Another group found conditions for homogeneous pyridine reactions using a similar trityl-containing polystyrene of molecular weight 270 000 (with 0.4 mmol/g measured loading capacity) that provided higher yields of oligonucleotides. , Although reaction rates were comparable to classical solution methods, product recovery was again problematic for longer oligonucleotides . In an attempt to synthesize a pentadeoxyribonucleotide, the polystyrene-supported oligonucleotides had significant solubility in water that prevented significant precipitation of polymer from pyridine.…”

“…Phosphorylation and cleavage of thymidine bound to trityl-functionalized polystyrene was also performed. 106,107 Another group found conditions for homogeneous pyridine reactions using a similar trityl-containing polystyrene of molecular weight 270 000 (with 0.4 mmol/g measured loading capacity) that provided higher yields of oligonucleotides. 103,104 Although reaction rates were comparable to classical solution methods, product recovery was again problematic for longer oligonucleotides.…”