Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.
Department of Chemistry, North University of China, Taiyuan, 030051, China.
Angew Chem Int Ed Engl. 2020 Dec 21;59(52):23456-23460. doi: 10.1002/anie.202007039. Epub 2020 Oct 22.
Hypoxia is a parameter related to many diseases. Ratiometric hypoxia probes often rely on a combination of an O -insensitive fluorophore and an O -sensitive phosphor in a polymer matrix, which require high cost and multi-step synthesis of transition metal complexes. The two-chromophore hypoxia probes encounter unfavorable energy transfer processes and different stabilities of the chromophores. Reported herein is a pure organic ratiometric hypoxia nanoprobe, assembled by a monochromophore, naphthalimide ureidopyrimidinone (BrNpA-UPy), bridged by a bis-UPy-functionalized benzyl skeleton. The joint factors of quadruple hydrogen bonding, the rigid backbone of UPy, and bromine substitution of the naphthalimide derivative facilitate bright phosphorescence (Φ =7.7 %, τ =3.2 ms) and fluorescence of the resultant nanoparticles (SNPs) at room temperature, which enable accurate, ratiometric, sensitive oxygen detection (K =189.6 kPa ) in aqueous solution as well as in living HeLa cells.
缺氧是与许多疾病相关的一个参数。比率型缺氧探针通常依赖于在聚合物基质中结合一个对 O 2 不敏感的荧光团和一个对 O 2 敏感的磷光团，这需要高成本和过渡金属配合物的多步合成。两个生色团的缺氧探针遇到不利的能量转移过程和生色团的不同稳定性。本文报道了一种由单生色团萘酰亚胺脲嘧啶酮（BrNpA-UPy）通过双 UPy 功能化苄基骨架桥接组装而成的纯有机比率型缺氧纳米探针。四重氢键、UPy 刚性骨架和萘酰亚胺衍生物的溴取代的联合因素促进了室温下所得纳米粒子（SNPs）的明亮磷光（Φ=7.7%，τ=3.2ms）和荧光，使其能够在水溶液中和活 HeLa 细胞中进行准确、比率敏感的氧检测（K=189.6kPa）。
