Synthesis and Photophysical Characterisation of Fluorescent 8-(1H-1,2,3-Triazol-4-yl)adenosine Derivatives
Synthesis and Photophysical Characterisation of Fluorescent 8-(1H-1,2,3-Triazol-4-yl)adenosine Derivatives
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DOI：
10.1002/ejoc.200900018
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发表时间：
2009-04-01
影响因子：
2.8
通讯作者：
Grotli, Morten
中科院分区：
文献类型：
--
作者：
Dyrager, Christine;Borjesson, Karl;Grotli, Morten
利用Sonogashira交叉偶联和点击化学合成了一系列8-(1H-1，2，3-三唑-4-基)取代的腺苷衍生物。点击化学的使用使得能够容易地获得三唑环4-位上的不同取代基。由于单一的强允许电子跃迁，修饰后的核苷表现出很高的吸光系数，对于一些衍生物来说，在有机和水溶液中的高量子产率使它们在核酸背景下有望成为荧光探针。此外，1，2，3-三氮唑的不同取代基使得发射波长可调，而不会显著改变其吸收性能。((C)Wiley-VCH Verlag GmbH&Co.KGaA，69451温海姆，德国，2009年)
A series of 8-(1H-1,2,3-triazol-4-yl)-substituted adenosine derivatives have been synthesised by using Sonogashira cross-coupling and click chemistry. The use of click chemistry enables an easy access to different substituents in the 4-position of the triazole ring. The modified nucleosides show high absorptivities due to a single strongly allowed electronic transition and, for some of the derivatives, high quantum yields in organic as well as in water solution making them promising as fluorescent probes in nucleic acid contexts. Furthermore, the different substituents of the 1,2,3-triazole makes the wavelength of emission tunable without changing the absorption properties substantially. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)