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近红外二区七甲川菁染料的光稳定性研究。

Photostability investigation of a near-infrared-II heptamethine cyanine dye.

机构信息

College of Chemistry, Key Laboratory of Molecule Synthesis and Function Discovery (Fujian Province University), Fuzhou University, Fuzhou, Fujian 350116, China.

College of Chemistry, Key Laboratory of Molecule Synthesis and Function Discovery (Fujian Province University), Fuzhou University, Fuzhou, Fujian 350116, China.

出版信息

Bioorg Chem. 2022 Sep;126:105903. doi: 10.1016/j.bioorg.2022.105903. Epub 2022 May 25.

Abstract

The development of small-molecule organic fluorophores in the second near-infrared region (NIR-II, 1000-1700 nm) has recently received immense attention due to deep tissue light penetration and reduced autofluorescence. Polymethine cyanine dyes as important building blocks are frequently used to design NIR-II light-activated fluorophores. However, applications of these fluorophores were restricted by their poor photostability. Herein, we synthesized a NIR-II heptamethine cyanine dye 4 as the model compound to investigate its photostability and identify its photoproducts. Compound 4 shows improved photostability compared to ICG, and remains relatively stable even under sunlight irradiation. The cyanine scaffold's good photostability promoted its stable photothermal properties. The effective photothermal activity of cyanine dye 4 and the low toxicity of its one major photoproduct demonstrated its potential for further photo-therapeutic applications. This work would pave the way for the development of NIR-II cyanines with photostability through delicate structure design.

摘要

小分子有机近红外二区(NIR-II,1000-1700nm)荧光团的发展由于具有深层组织光穿透能力和减少自发荧光而受到极大关注。聚甲川菁染料作为重要的构建模块,经常被用于设计 NIR-II 光激活荧光团。然而,这些荧光团的应用受到其较差的光稳定性的限制。在此,我们合成了一个 NIR-II 七甲川菁染料 4 作为模型化合物来研究其光稳定性并确定其光产物。与 ICG 相比,化合物 4 表现出更好的光稳定性,即使在阳光照射下也能保持相对稳定。菁染料骨架的良好光稳定性促进了其稳定的光热性能。菁染料 4 的有效光热活性和其一个主要光产物的低毒性表明其在进一步光治疗应用中的潜力。这项工作将为通过精细结构设计开发具有光稳定性的 NIR-II 菁染料铺平道路。

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