Design and synthesis of functional cyanine dyes for imaging and therapeutic application

用于成像和治疗应用的功能性花青染料的设计和合成

基本信息

批准号：
18F18767
负责人：
チッテリオダニエル
金额：
$ 1.47万
依托单位：
Keio University
依托单位国家：
日本
项目类别：
Grant-in-Aid for JSPS Fellows
财政年份：
2018
资助国家：
日本
起止时间：
2018-11-09 至 2021-03-31
项目状态：
已结题

来源：
https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-18F18767/
关键词：
cyanine dyes polymethine dyes NIR probes fluorescent probes pH response DFT calculations

项目摘要

During the FY2020, the main achievements of the JSPS Postdoctoral Fellowship of Dr Atanas Kurutos under the project “Design and synthesis of functional cyanine dyes for imaging and therapeutical applications” cover the summary of the results on the pH responsive dyes and publication in Dyes & Pigments journal. The research activities were further expanded on the synthesis of a series of NIR polymethine dyes bearing one or more positive charges in their chemical structure. The identity of all newly synthesized fluorophores was confirmed by NMR and High-Resolution Mass Spectrometry. The optical characteristics and the photostability of the dyes were studied in both organic solvents and aqueous buffer solutions. The probability of self-association was also studied in water at increasing dye concentrations. The log P values were determined by HPLC and UV-Vis spectroscopic techniques. The cyanines revealed broad range of log P values (~ -2 to 8) depending on their chemical structure. Dye samples were given in collaborative frames to biologist colleagues from Keio University to study their cytotoxicity and staining capabilities to cell lines. The results revealed a specific organelle labeling depending on the lipophilicity of the organic molecules, which proved our initial hypothesis and the concept of this study. The finalization of the research is accompanied by the preparation of another two scientific manuscripts.

在20220财年期间，根据“用于成像和治疗应用的功能性氰染料的设计和合成”项目，JSP的主要成就是Atanas Kurutos博士的主要成就。研究活动进一步扩展了一系列在化学结构中带有一种或多种阳性电荷的NIR多甲酰亚胺染料的合成。 NMR和高分辨率质谱法证实了所有新合成的荧光团的身份。染料的光学特性和光稳定性在有机溶液和水缓冲溶液中均研究。在染料浓度升高的水中，自我关联的可能性也被研究在水中。通过HPLC和UV-VIS光谱技术确定对数P值。氰基揭示了log p值（〜 -2至8）的广泛范围，具体取决于它们的化学结构。染料样品以协作框架提供给Keio University的生物学家同事，以研究其细胞毒性和对细胞系的染色能力。结果揭示了特定的细胞器标记，具体取决于有机分子的亲脂性，这证明了我们的最初假设和这项研究的概念。研究的最终确定是通过准备另外两个科学手稿来完成的。