Optimization of the binding properties of PNA-(5′)-DNA chimerae

被引：32

作者：

van der Laan, AC

Havenaar, P

Oosting, RS

Kuyl-Yeheskiely, E

Uhlmann, E

van Boom, JH

机构：

[1] Leiden Univ, Leiden Inst Chem, Gorlaeus Labs, NL-2300 RA Leiden, Netherlands

[2] Solvay Duphar BV, Dept Biotechnol, NL-1380 DA Weesp, Netherlands

[3] Hoechst Marion Roussel Deutschland GMBH, D-65926 Frankfurt, Germany

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1998年 / 8卷 / 06期

关键词：

D O I：

10.1016/S0960-894X(98)00088-2

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis and evaluation of PNA-(5')-DNA chimerae containing either a 5'-amide (i.e. la), a 5'-phosphodiester (i.e. 1b) or 5'-phosphonate linkages (i.e. 1c,d) at the junction site are described. The 5'-linkages could be installed using either 5'-amino-5'-deoxythymidine phosphoramidite 2, O-[2-(2-aminoethyl)-(thymin-1-ylacetyl)amino]ethyl phosphoramidite 3, N-(2-aminoethyl)-N-(thymin-1-ylacetyl)aminomethyl phosphonate 4 or N-(2-aminoethyl)-N-(allyloxycarbonyl)ami phosphonate 5 as building blocks, respectively. It is shown that PNA-(5')-DNA of type la-e have a higher binding affinity with complementary RNA than native DNA, and that the antisense activity is mainly due to RNase H. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：663 / 668

页数：6

共 14 条

[11] Synthesis and properties of PNA/DNA chimeras [J].