Synthesis of an ethidium nucleoside and its acyclic analog

被引：25
作者：
Amann, N [1 ]
Wagenknecht, HA [1 ]
机构：
[1] Tech Univ Munich, Inst Organ Chem & Biochem, D-85747 Garching, Germany
来源：
TETRAHEDRON LETTERS | 2003年 / 44卷 / 08期
关键词：
ethidium; nucleoside; stacking; intercalation;
D O I：
10.1016/S0040-4039(03)00025-X
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The protected ethidium nucleosides 8-(3',5'-di-O-benzoyl-2'-deoxy-D-ribofuranosyl)-3-acetamido-5-ethyl-6-phenylphenanthridinium (5), 8-(3',5'-di-O-acetyl-2'-deoxy-D-ribofuranosyl)-3-acetamido-5-ethyl-6-phenyl-phenanthridinium (6), and the acyclic analog 8-[(3R)-1,3-dihydroxy-4-yl]-acetamido-3-amino-5-ethyl-6-phenyl-phenanthridinium (3) were prepared. Based on to their different stability, only the acyclic derivative 3 seems to be suitable for oligonucleotide synthesis. Furthermore, the acyclic ethidium nucleoside analog 3 exhibits comparable absorption and emission properties of the underivatized ethidium (1). (C) 2003 Elsevier Science Ltd. All rights reserved.
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收藏
页码：1685 / 1690
页数：6
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