Strategic Construction of meso-Aryl-Substituted N,N-Carbonyl-Bridged Dipyrrinones as Small, Bright, and Tunable Fluorophores.
Strategic Construction of meso-Aryl-Substituted N,N-Carbonyl-Bridged Dipyrrinones as Small, Bright, and Tunable Fluorophores.
复制标题
DOI：
10.1021/acs.orglett.3c04324
复制
发表时间：
2024-02
期刊：
影响因子：
5.2
通讯作者：
Yingjian Shang;Zhongxin Li;Zhaoyang Zhu;Luying Guo;Qinghua Wu;Xing Guo;Lei Zhang;Changjiang Yu;Erhong Hao;Lijuan Jiao
中科院分区：
文献类型：
--
作者：
Yingjian Shang;Zhongxin Li;Zhaoyang Zhu;Luying Guo;Qinghua Wu;Xing Guo;Lei Zhang;Changjiang Yu;Erhong Hao;Lijuan Jiao
α，α ′-二卤代二吡啉经酸催化水解得到α-卤代二吡啉酮，并由此直接合成了一系列新型的N，N-羰基桥联二吡啉酮荧光团。这种新的方法提供了有效的调制功能团在这两个内消旋和α-位置的荧光团。这些染料显示出可调的吸收和发射波长，良好的摩尔吸收系数，相对较大的斯托克斯位移，以及高达0.99的优异的荧光量子产率，并已成功地应用于活细胞的单光子和双光子荧光显微镜成像。
A series of novel N,N-carbonyl-bridged dipyrrinone fluorophores have been directly constructed from α-halogenated dipyrrinones, which are conveniently obtained from the acid-catalyzed hydrolysis of readily available α,α'-dihalodipyrrins. This novel methodology affords efficient modulation of the functional groups at both the meso- and α-positions of this fluorophore. These resultant dyes show tunable absorption and emission wavelengths, good molar absorption coefficients, relatively large Stokes shifts, and excellent fluorescence quantum yields up to 0.99, and have been successfully applied in both one- and two-photon fluorescence microscopy imaging in living cells.