Solid phase glycosidation of oligonucleotides

被引:26
作者
Adinolfi, M [1 ]
Barone, G [1 ]
De Napoli, L [1 ]
Guariniello, L [1 ]
Iadonisi, A [1 ]
Piccialli, G [1 ]
机构
[1] Univ Naples, Dept Organ & Biol Chem, I-80134 Naples, Italy
关键词
solid-phase synthesis; nucleosides; oligonucleotides; glycosidation;
D O I
10.1016/S0040-4039(99)00228-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
CPG-bound nucleosides (deoxyguanosine excepted) can be stereoselectively glycosylated in high yield at their 5'-hydroxyl by a "disarmed" trichloroacetimidate donor in the presence of stoichiometric amounts of TMSOTf (5 eq.) and in short reaction times. These results allowed the solid-phase synthesis of an oligonucleotide functionalized at both ends with sugar residues. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2607 / 2610
页数:4
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