Conformational restriction of cyclic dinucleotides with triazole-linked cyclophane analogues

被引：18
作者：
Fujino, Tomoko
Okada, Koudai
Isobe, Hiroyuki [1 ]
机构：
[1] Tohoku Univ, Dept Chem, AIMR, Sendai, Miyagi 9808578, Japan
来源：
TETRAHEDRON LETTERS | 2014年 / 55卷 / 16期
关键词：
Cyclic dinucleotide; Cyclophane; Click chemistry; Triazole; Conformational restriction; C-DI-GMP; (TL)DNA; DESIGN; DNA;
D O I：
10.1016/j.tetlet.2014.03.026
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Cyclic dinucleotides (CDN) such as c-di-GMP and c-di-AMP are important multi-functional compounds that regulate a diverse range of processes in bacteria. The diversity of the functions is enabled by the two distinct conformations, that is, open and close conformations. We herein report the concise synthesis of triazole-linked analogues (c-di-GMP(TL), c-di-AMP(TL)) through click dimerization of nucleoside analogues. The implementation of a cyclophane system in the central macrocycle furnished the structure with the conformational restriction to maintain the structure similar to the open conformer of natural congeners. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2659 / 2661
页数：3
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