Bohländer Peggy R, Wagenknecht Hans-Achim
Institute of Organic Chemistry, Karlsruhe Institute of Technology (KIT), Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany.
Methods Appl Fluoresc. 2015 Sep 8;3(4):044003. doi: 10.1088/2050-6120/3/4/044003.
The synthesis and optical characterisation of a series of green- and red-emitting cyanine and cyanine-styryl dyes is presented that were developed based on the cyanine-indole-quinolinium and based on the thiazole red type structure. For the green emitting fluorophores the quinolinium part was replaced by a pyridinium group. The bridge to the indole group was attached either to the 2-position or to the 4-position of the pyridinium moiety. For the red-emitting dyes the connection to the indole moiety is at the 4-position of the quinolinium part. In each set of dyes a methyl group at the indole-NH and/or a phenyl group at the 2-position of the indole part were introduced to tune the optical properties and photostability. Additionally, two dyes were modified with a cyano group to tune the photophysical properties and to enhance the photostabilities. The developed dyes show good photostabilities and bright green or red fluorescence intensities in the presence of DNA. Thus, these dyes represent important and promising candidates for fluorescent molecular imaging of nucleic acids inside living cells.
本文介绍了一系列基于吲哚 - 喹啉鎓和噻唑红型结构开发的发射绿色和红色荧光的花菁及花菁 - 苯乙烯基染料的合成与光学表征。对于发射绿色荧光的荧光团，喹啉鎓部分被吡啶鎓基团取代。连接吲哚基团的桥连部分连接在吡啶鎓部分的2位或4位。对于发射红色荧光的染料，与吲哚部分的连接位于喹啉鎓部分的4位。在每组染料中，在吲哚 - NH处引入甲基和/或在吲哚部分的2位引入苯基以调节光学性质和光稳定性。此外，两种染料用氰基进行了修饰，以调节光物理性质并增强光稳定性。所开发的染料在存在DNA的情况下表现出良好的光稳定性和明亮的绿色或红色荧光强度。因此，这些染料是活细胞内核酸荧光分子成像的重要且有前景的候选物。
