化学
季戊四醇
磷酸盐
核苷
寡核苷酸
试剂
盐(化学)
核苷酸
甲醇
核酸
组合化学
有机化学
立体化学
生物化学
DNA
阻燃剂
基因
作者
Vyacheslav Kungurtsev,Pasi Virta,Harri Lönnberg
标识
DOI:10.1002/ejoc.201301352
摘要
Abstract Short oligodeoxyribonucleotides have been assembled from appropriately protected nucleoside 3′‐(benzotriazol‐1‐yl 2‐chlorophenyl phosphate) derivatives on hundred‐milligram scales on a soluble tetrakis‐ O ‐(4‐azidomethylphenyl)pentaerythritol support bearing four 3′‐ O ‐(4‐pentynoyl)thymidines. Small‐molecule reagents and waste were removed by two precipitations of the support‐bound growing oligonucleotides with methanol, the first after removal of the 5′‐protecting group and the second after coupling. The building blocks were obtained by one‐step phosphorylation of commercially available protected nucleosides with bis(benzotriazol‐1‐yl) 2‐chlorophenyl phosphate. Removal of the phosphate protecting groups from the completed chain with ( E )‐2‐nitrobenzaldoxime followed by conventional ammonolysis allowed precipitation of the oligonucleotide as the sodium salt with ethanol.
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