Design and synthesis of a possible mimic of a thrombin-binding DNA aptamer

被引：3

作者：

Buijsman, RC ^{[1
]}

Schipperijn, JWJ ^{[1
]}

KuylYeheskiely, E ^{[1
]}

vanderMarel, GA ^{[1
]}

vanBoeckel, CAA ^{[1
]}

vanBoom, JH ^{[1
]}

机构：

[1] NV ORGANON,DEPT MED CHEM,NL-5340 BH OSS,NETHERLANDS

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1997年 / 7卷 / 15期

关键词：

D O I：

10.1016/S0960-894X(97)00351-X

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A synthesis is presented of the cyclic trimeric d-oligonucleotide 3'-isopropylphosphate I, comprising one formacetal and two (3' --> 5')-internucleosidic phosphodiester bonds, The ester linkages connect d-guanosine with the 3' and 5' ends of thymidine and 5-hydroxymethyl-2'-deoxyuridine-3'-isopropylphosphate (HMDUpiPr), respectively. The 5'-end of the thymidine unit is anchored via the formacetal bond to the allylic hydroxyl group of HMDUpiPr. The cyclic arrangement of the three d-nucleosides in I mimics, as based on molecular modeling, the key structural features of the conformationally constrained T(7)pG(8)pT(9) p-domain of the thrombin-binding DNA aptamer d(G(1)G(2)T(3)T(4)G(5)G(6)T(7)G(8)T(9)G(10)G(11)T(12)T(13)G(14)G(15)). Biological evaluation showed that compound I did not exhibit anti-thrombin activity. (C) 1997 Elsevier Science Ltd.

引用

页码：2027 / 2032

页数：6

共 20 条

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