C-glycoside phosphoramidite building block for versatile functionalization of oligodeoxyribonucleotides

被引：18

作者：

Hovinen, J ^{[1
]}

Salo, H ^{[1
]}

机构：

[1] UNIV TURKU,DEPT CHEM,FIN-20014 TURKU,FINLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 20期

关键词：

D O I：

10.1039/a703059b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A chiral non-nucleosidic phosphoramidite building block containing a thioester function in its structure, 4, is synthesized in six steps starting from '2-deoxy-D-ribose'. It is used in the machine-assisted oligonucleotide synthesis in a conventional manner. Upon completion of the oligonucleotide chain assembly the thioester bond is cleaved with various nucleophiles (hydroxide ion, propane-1,3-diamine, cystamine, histamine), resulting in oligonucleotide conjugates with a tether group in the middle of the oligonucleotide chain.

引用

页码：3017 / 3020

页数：4