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一种新型咔唑衍生物作为荧光开启型DNA探针的光谱、稳定性及标记

Spectra, Stability and Labeling of a Novel Carbazole Derivative as a Fluorescent Turn-on DNA Probe.

作者信息

Fei Xuening, Li Ran, Lin Dayong, Gu Yingchun, Yu Lu

机构信息

Tianjin Chengjian University, No. 26 Jinjing Road, Xiqing District, Tianjin, 300384, China.

Tianjin University, Tianjin, 300072, China.

出版信息

J Fluoresc. 2015 Sep;25(5):1251-8. doi: 10.1007/s10895-015-1613-2. Epub 2015 Jul 16.

Abstract

A novel fluorescent dye, 1-(6-carboxyhexyl)-4-(2-(9-ethyl-carbazole-3-yl) vinyl) quinolizinium bromide, was synthesized, and its structure was characterized by (1)H NMR, (13)C-NMR, IR and HRMS. The spectra properties of this dye in different solvents and under different pH value were invest'igated preliminarily, and the results showed that its fluorescent properties was affected by the polarity and the dipole moment of the solvent. The photostability and thermostability test results showed that its photoreduction rate constant was 1.64 × 10(-5) mol/Min and its fluorescent intensity decreased little after heating at 80 °C for 6 h, suggesting the dye was quite stable. In the labeling experiment of BSA and DNA with the dye, the fluorescent all intensity increased with the addition of BSA and DNA. Specially, the dye showed an excellent turn-on effect upon binding with ctDNA.

摘要

合成了一种新型荧光染料1-(6-羧基己基)-4-(2-(9-乙基咔唑-3-基)乙烯基)喹啉溴化物,并通过(1)H NMR、(13)C-NMR、IR和HRMS对其结构进行了表征。初步研究了该染料在不同溶剂和不同pH值下的光谱性质,结果表明其荧光性质受溶剂极性和偶极矩的影响。光稳定性和热稳定性测试结果表明,其光还原速率常数为1.64×10(-5) mol/Min,在80℃加热6 h后荧光强度下降很小,表明该染料相当稳定。在用该染料标记牛血清白蛋白(BSA)和DNA的实验中,荧光总强度随BSA和DNA的加入而增加。特别地,该染料与ctDNA结合时表现出优异的开启效应。

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