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首页> 外文期刊>The journal of physical chemistry, A. Molecules, spectroscopy, kinetics, environment, & general theory >Emissive Photoconversion Products of an Amino-triangulenium Dye
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Emissive Photoconversion Products of an Amino-triangulenium Dye

机译：氨基三角染料的发光光转换产物

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摘要

Upon prolonged exposure to intense blue light, the tris(diethylamino)-trioxatriangulenium (A(3)-TOTA(+)) fluorophore can undergo a photochemical reaction to form either a blue-shifted or a red-shifted fluorescent photoproduct. The formation of the latter depends on the amount of oxygen present during the photoconversion. The A(3)-TOTA(+) fluorophore is structurally similar to rhodamine, with peripheral amino groups on a cationic aromatic system. The photoconversion products were identified by UV-vis absorption and steady-state and time-resolved fluorescence spectroscopy, and further characterized by HPLC, LC-MS, and H-1 NMR. Two reaction pathways were identified: a dealkylation reaction and an oxidation leading to formation of one or more amide groups on the peripheral donor groups. The photoconversion is controlled by the experimental conditions, in particular the presence of oxygen and water, and the choice of solvent. The results highlight the need to characterize the formation of fluorescent photoproducts of commonly used fluorescent probes, since these could give rise to false positives in multicolor/multilabel imaging, colocalization studies, and FRET based assays. Finally, an improved understanding of the photochemical reaction leading to bleaching of fluorescent dyes can lead to the creation of specific probes for fluorescence based monitoring of chemical reactions.
机译：在长时间暴露于强烈的蓝光下，三（二乙氨基）-三氧三triangium（A（3）-TOTA（+））荧光团可以发生光化学反应，形成蓝移或红移的荧光光产物。后者的形成取决于光转化过程中存在的氧气量。 A（3）-TOTA（+）荧光团在结构上类似于若丹明，在阳离子芳族体系上具有外围氨基。通过UV-vis吸收以及稳态和时间分辨荧光光谱鉴定光转化产物，并通过HPLC，LC-MS和H-1 NMR进一步表征。确定了两个反应途径：脱烷基反应和氧化作用，导致在外围供体基团上形成一个或多个酰胺基。光转化受实验条件控制，特别是氧气和水的存在以及溶剂的选择。结果强调需要表征常用荧光探针的荧光光产物的形成，因为在多色/多标记成像，共定位研究和基于FRET的测定中，这些光假产物可能引起假阳性。最后，对导致荧光染料漂白的光化学反应的更好理解可以导致创建用于基于荧光的化学反应监测的特异性探针。

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