Readily Accessible and Brightly Fluorogenic BODIPY/NBD–Tetrazines via SNAr Reactions
作者:Murat Işık、Mehmet Ali Kısaçam
DOI:10.1021/acs.joc.3c02864
日期:2024.5.3
We describe SNArreactions of some commercial amino-tetrazines and halo-dyes, which give efficiently quenched BODIPY/NBD–tetrazines (ΦFl < 0.01) in high yields and, importantly, with high purities affordable via simple silica gel chromatography only. The dyes exhibit large Stokes shifts, moderate environmental sensitivity, and emission enhancements (up to 193-fold) upon Tz ligation with BCN─a strained
我们描述了一些商业氨基四嗪和卤代染料的 S N Ar 反应,这些反应以高产率有效淬灭 BODIPY/NBD-四嗪 ( Φ Fl < 0.01),重要的是,仅通过简单的硅胶色谱法即可获得高纯度。这些染料在与 BCN(一种应变亲双烯体)Tz 连接后表现出较大的斯托克斯位移、中等环境敏感性和发射增强(高达 193 倍)。它们成功地作为用 BCN 预修饰的 HSA 蛋白的标记,在连接时产生明亮的蓝绿色发射。