Solid-phase synthesis of base-sensitive oligonucleotides

被引：6

作者：

Virta, Pasi ^{[1
]}

机构：

[1] Univ Turku, Dept Chem, FIN-20014 Turku, Finland

来源：

ARKIVOC | 2009年

关键词：

Base-sensitive oligonucleotides; orthogonal protections; N-unprotected methods; PROTECTING-GROUP; DNA-SYNTHESIS; PHOSPHORAMIDITE METHOD; AGLYCONE PROTECTION; AUTOMATED SYNTHESIS; EFFICIENT SYNTHESIS; SYNTHESIS SUPPORTS; ALLYL PROTECTION; FACILE SYNTHESIS; BUILDING-BLOCKS;

D O I：

10.3998/ark.5550190.0010.307

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oligonucleotides bearing N-acylated and O-alkylated nucleobases, biodegradable phosphate protections, cap-structures, internucleotidic H-phosphonates, methylphosphates, O-methylphosphorothioates and phosphotriesters are sensitive to nucleophiles, nucleopeptides are prone to beta-elimination and some of the dihydropyrimidines undergo retro condensation. None of them withstand the standard ammonolytic deprotection, but an alternative synthetic procedure should be adopted. In this review, orthogonal protecting group schemes and the N-unprotected methods for the solid-phase synthesis of these important oligonucleotides are presented.

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收藏

页码：54 / 83

页数：30

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