Structure-function studies on a synthetic guanosine receptor that simultaneously binds Watson-Crick and Hoogsteen sites.

Structure-function studies on a synthetic guanosine receptor that simultaneously binds Watson-Crick and Hoogsteen sites.
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对同时结合 Watson-Crick 和 Hoogsteen 位点的合成鸟苷受体的结构功能研究。

DOI:
10.1021/jo0501689
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发表时间:
2005
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Zimmerman,StevenC
Zimmerman,StevenC
中科院分区:
--
文献类型:
--
作者:
Quinn,JordanR;Zimmerman,StevenC

文献摘要

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我们合成了一系列的受体(11−16),这些受体被设计为同时结合鸟苷的沃森−克里克和胡格斯汀位点,并通过在5% DMSO-d 6 −氯仿-d中的1H NMR络合研究来探测它们与鸟苷三-O-戊酸酯(32)的结合。鸟苷受体的合成与氨基萘或氨基喹啉辅助基团通过亚甲基或羰基连接到胞嘧啶的N-4。一个结构-功能关系的建立,使能量的贡献,核苷类似物的组件进行探测和更一般的设计规则,制定可能会指导更有效的DNA碱基的发展。
A series of receptors (11−16) designed to simultaneously bind the Watson−Crick and Hoogsteen sites of guanosine were synthesized, and their binding of guanosine tri-O-pentanoate (32) was probed via1H NMR complexation studies in 5% DMSO-d6−chloroform-d. The guanosine receptors were synthesized with aminonaphthalene or aminoquinoline auxiliary groups tethered toN-4 of cytosine via a methylene or carbonyl group. A structure−function relationship was established allowing energetic contributions made by components of nucleoside analogues to be probed and more general design rules formulated that may guide the development of more efficacious DNA bases.