Conformational restriction of cyclic dinucleotides with triazole-linked cyclophane analogues

Conformational restriction of cyclic dinucleotides with triazole-linked cyclophane analogues
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DOI:
10.1016/j.tetlet.2014.03.026
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发表时间:
2014-04-16
影响因子:
1.8
通讯作者:
Isobe, Hiroyuki
Isobe, Hiroyuki
中科院分区:
化学4区
文献类型:
--
作者:
Fujino, Tomoko;Okada, Koudai;Isobe, Hiroyuki

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环二核苷酸(CDN)如c-di-GMP和c-di-AMP是重要的多功能化合物,其调节细菌中的多种过程。功能的多样性是由两种不同的构象,即开放和封闭构象。本文报道了通过核苷类似物的点击二聚反应合成三唑连接的类似物(c-di-GMP(TL),c-di-AMP(TL))。在中心大环中实施环蕃系统提供了构象限制的结构,以保持类似于天然同系物的开放构象的结构。(C)2014爱思唯尔有限公司版权所有。
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.