Department of Chemistry, The University of Akron, Akron, OH 44325, USA; Gordon Center for Medical Imaging, Massachusetts General Hospital and Harvard Medical School, 125 Nashua Street, Boston, MA, USA; Martinos Center for Biomedical Imaging, Massachusetts General Hospital and Harvard Medical School, 149, 13th St, Charlestown, MA 02129, USA.
Department of Chemistry, The University of Akron, Akron, OH 44325, USA.
Bioorg Chem. 2020 Mar;96:103585. doi: 10.1016/j.bioorg.2020.103585. Epub 2020 Jan 15.
Unassymetric bis[2-(2'-hydroxyphenylbenzoxole)] bis(HBO) derivatives with a DPA functionality for zinc binding have been developed with an efficient synthetic route, using the retrosynthetic analysis. Comparison of bis(HBO) derivatives with different substitution patterns allows us to verify and optimize their unique fluorescence properties. Upon binding zinc cation, bis(HBO) derivatives give a large fluorescence turn-on in both visible (λ ≈ 536 nm) and near-infrared (NIR) window (λ ≈ 746 nm). The probes are readily excitable by a 488 nm laser, making this series of compounds a suitable imaging tool for in vitro and in vivo study on a confocal microscope. The application of zinc binding-induced fluorescence turn-on is successfully demonstrated in cellular environments and thrombus imaging.
开发了具有 DPA 功能的非对称双[2-(2'-羟基苯基苯并恶唑)]双(HBO)衍生物，用于锌结合，采用了有效的合成路线，使用反合成分析。比较具有不同取代模式的双(HBO)衍生物可以验证和优化它们独特的荧光性质。结合锌阳离子后，双(HBO)衍生物在可见（λ≈536nm）和近红外（NIR）窗口（λ≈746nm）均产生大的荧光开启。探针很容易被 488nm 激光激发，使该系列化合物成为在共聚焦显微镜上进行体外和体内研究的合适成像工具。在细胞环境和血栓成像中成功证明了锌结合诱导的荧光开启的应用。
