Vincent Rigolot, Clémence Simon, Aude Bouchet, Lucas Lancel, Veronica Di Battista, Dmitry Karpov, Boris Vauzeilles, Corentin Spriet, Michel Sliwa, Sylvain Bohic, Christophe Biot, Cédric Lion
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引用次数: 0
摘要
在此,我们报告了用于点击化学和生物正交化学的铱(iii)-聚吡啶配合物的合成、光物理表征和验证,以及它们在利用代谢标记的生物成像研究中作为探针的多功能应用。所设计的染料通过 CuAAC 连接以特定方式与细胞内的化学报告物共轭,并在紫外-可见光范围内显示出极具吸引力的光物理特性。它们确实具有很高的光稳定性,在远红外到近红外区域发光,具有较长的寿命和较大的斯托克斯位移。我们证明,在生物正交 MOE 研究中,可以利用各种光学和非光学技术,即传统的紫外可见激光扫描共聚焦显微镜(用于常规目的),有效地利用它们来监测细胞内新生的糖苷键合物、紫外-可见光时间分辨发光成像(用于特异性和促进具有纳米环境敏感性的多路复用)、基于同步辐射的 X 射线荧光纳米成像(用于高分辨率、元素绘图和原位定量)和电感耦合等离子体质谱法(用于具有高统计置信度的细胞群常规定量)。合成的 Ir(iii) 复合物被用于单标记实验,以及利用与同一代谢途径相关的两种不同单糖报告物进行的双点击标记实验。
Click-ready iridium(iii) complexes as versatile bioimaging probes for bioorthogonal metabolic labeling.
Herein, we report the synthesis, photophysical characterization and validation of iridium(iii)-polypyridine complexes functionalized for click chemistry and bioorthogonal chemistry, as well as their versatile applications as probes in bioimaging studies exploiting metabolic labeling. The designed dyes are conjugated to chemical reporters in a specific manner within cells by CuAAC ligation and display attractive photophysical properties in the UV-visible range. They are indeed highly photostable and emit in the far-red to near-IR region with long lifetimes and large Stokes shifts. We demonstrate that they can be efficiently used to monitor nascent intracellular sialylated glycoconjugates in bioorthogonal MOE studies with a varied panel of optical and non-optical techniques, namely conventional UV-vis laser scanning confocal microscopy (for routine purposes), UV-vis time-resolved luminescence imaging (for specificity and facilitated multiplexing with nano-environment sensitivity), synchrotron radiation based X-ray fluorescence nanoimaging (for high resolution, elemental mapping and quantification in situ) and inductively coupled plasma mass spectrometry (for routine quantification on cell populations with high statistical confidence). The synthesized Ir(iii) complexes were utilized in single labeling experiments, as well as in dual click-labeling experiments utilizing two distinct monosaccharide reporters relevant to the same metabolic pathway.