ANTISENSE OLIGONUCLEOTIDES - STEREOCONTROLLED SYNTHESIS OF PHOSPHOROTHIOATE OLIGONUCLEOTIDES

被引:14
|
作者
SUSKA, A [1 ]
GRAJKOWSKI, A [1 ]
WILK, A [1 ]
UZNANSKI, B [1 ]
BLASZCZYK, J [1 ]
WIECZOREK, M [1 ]
STEC, WJ [1 ]
机构
[1] TECH UNIV LODZ,INST TECH BIOCHEM,PL-90924 LODZ,POLAND
关键词
D O I
10.1351/pac199365040707
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new method of oligo(nucleoside phosphorothioate)s (OligoS) synthesis, based on the oligonucleotide chain extention via DBU-catalyzed reaction of 5'-OH-nucleoside(-tide)with5'-DMT-nucleoside-3'-O-(2-thiono- 1.3.2-oxathiaphospholane)s (2) is elaborated. The process of oxathiaphospholane ring opening is shown to be chemo- and stereoselective. The use of separated diastereoisomers of 2 allows the synthesis of OligoS with a predetermined sense of chirality at each internucleotide phosphorothioate function.
引用
收藏
页码:707 / 714
页数:8
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