Meador William E, Autry Shane A, Bessetti Riley N, Gayton Jacqueline N, Flynt Alex S, Hammer Nathan I, Delcamp Jared H
Department of Chemistry and Biochemistry, University of Mississippi, University, Mississippi 38677, United States.
Department of Biological Sciences, University of Southern Mississippi, Hattiesburg, Mississippi 39406, United States.
J Org Chem. 2020 Mar 20;85(6):4089-4095. doi: 10.1021/acs.joc.9b03108. Epub 2020 Feb 21.
Organic dyes that absorb and emit in the near-infrared (NIR) region are potentially noninvasive, high-resolution, and rapid biological imaging materials. Indolizine donor-based cyanine and squaraine dyes with water-solubilizing sulfonate groups were targeted in this study due to strong absorptions and emissions in the NIR region. As previously observed for nonwater-soluble derivatives, the indolizine group with water-solubilizing groups retains a substantial shift toward longer wavelengths for both absorption and emission with squaraines and cyanines relative to classically researched indoline donor analogues. Very high quantum yields (as much as 58%) have been observed with absorption and emission >700 nm in fetal bovine serum. Photostability studies, cell culture cytotoxicity, and cell uptake specificity profiles were all studied for these dyes, demonstrating exceptional biological imaging suitability.
在近红外（NIR）区域吸收和发射的有机染料是潜在的非侵入性、高分辨率且快速的生物成像材料。本研究针对具有水溶性磺酸基团的中氮茚供体基花青染料和方酸菁染料，因为它们在近红外区域有强烈的吸收和发射。正如之前对非水溶性衍生物的观察，带有水溶性基团的中氮茚基团与经典研究的吲哚啉供体类似物相比，在方酸菁和花青染料的吸收和发射方面仍向更长波长有显著的位移。在胎牛血清中观察到吸收和发射>700 nm时具有非常高的量子产率（高达58%）。对这些染料进行了光稳定性研究、细胞培养细胞毒性和细胞摄取特异性分析，证明它们具有出色的生物成像适用性。
